NP-MRD: Showing NP-Card for Luteolin (NP0000664)

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Record Information

Version

2.0

Created at

2007-01-22 22:39:32 UTC

Updated at

2024-09-03 04:18:55 UTC

NP-MRD ID

NP0000664

Natural Product DOI

https://doi.org/10.57994/1565

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Luteolin

Description

Luteolin is a naturally occurring flavonoid. (PMID:17168665 ). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0005800
     RDKit          3D
Luteolin
 31 33  0  0  0  0  0  0  0  0999 V2000
    2.2961    2.3283    1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358    1.4002    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499    1.4062    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    0.4160    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    0.4383    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5696    1.4458    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    1.4350    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    0.3914   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099    0.3401   -0.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676   -0.6487   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.6807   -1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150   -0.5909   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947   -0.5669   -0.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -0.6282    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859   -1.7109   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -1.7888   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043   -2.8833   -0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4798   -0.8359    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.2768    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    1.2197    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4519    0.3488    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1558    2.2555    1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    2.2643    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328    2.2519    0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5480    1.0338   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -2.4598   -1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047   -1.3788   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072   -2.4813   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -2.7578   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5537   -0.8653    0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    2.0252    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END

  Mrv1652309272007352D          

 21 23  0  0  0  0            999 V2000
   15.8257    2.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1103    0.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1091   -0.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8231   -0.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8213    0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5359    0.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5394   -0.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2577   -0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9774   -0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9739    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2509    0.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2600   -1.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8217   -1.6048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3965    0.8699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6861    0.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4041    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1161    0.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1139    1.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3940    2.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6849    1.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3884    2.9401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  5  2  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  8 12  2  0  0  0  0
  4 13  1  0  0  0  0
  2 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  2  3  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3  4  1  0  0  0  0
 18 19  1  0  0  0  0
  4  7  2  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
 19 21  1  0  0  0  0
 18  1  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H

> <INCHI_KEY>
IQPNAANSBPBGFQ-UHFFFAOYSA-N

> <FORMULA>
C15H10O6

> <MOLECULAR_WEIGHT>
286.2363

> <EXACT_MASS>
286.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.727516971367624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.4031238119999996

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.069737468610946

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.574503413930256

> <JCHEM_PKA_STRONGEST_BASIC>
-5.382358240962719

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
74.8948

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
luteolin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005800
     RDKit          3D
Luteolin
 31 33  0  0  0  0  0  0  0  0999 V2000
    2.2961    2.3283    1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358    1.4002    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499    1.4062    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    0.4160    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    0.4383    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5696    1.4458    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    1.4350    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    0.3914   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099    0.3401   -0.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676   -0.6487   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.6807   -1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150   -0.5909   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947   -0.5669   -0.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -0.6282    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859   -1.7109   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -1.7888   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043   -2.8833   -0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4798   -0.8359    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.2768    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    1.2197    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4519    0.3488    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1558    2.2555    1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    2.2643    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328    2.2519    0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5480    1.0338   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -2.4598   -1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047   -1.3788   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072   -2.4813   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -2.7578   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5537   -0.8653    0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    2.0252    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0      29.541   3.960   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      18.873   0.855   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.870  -0.688   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.203  -1.457   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.200   1.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.534   0.862   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.540  -0.691   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.881  -1.458   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.225  -0.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.218   0.873   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      22.868   1.648   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      22.885  -2.997   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      20.200  -2.996   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      17.540   1.624   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      25.547   1.646   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.888   0.873   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.217   1.645   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.213   3.185   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.869   3.950   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.545   3.174   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      26.858   5.488   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    5   14    3                                                  
CONECT    3    2    4                                                       
CONECT    4   13    3    7                                                  
CONECT    5    6    2                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8    4                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11    6   10                                                       
CONECT   12    8                                                            
CONECT   13    4                                                            
CONECT   14    2                                                            
CONECT   15   10   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    1                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0005800
HETATM    1  O1  UNL     1       2.296   2.328   1.838  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.736   1.400   1.225  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.350   1.406   1.049  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.321   0.416   0.385  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.778   0.438   0.211  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.570   1.446   0.695  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.956   1.435   0.510  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.540   0.391  -0.173  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.910   0.340  -0.380  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.768  -0.649  -0.680  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.395  -1.681  -1.362  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.415  -0.591  -0.471  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.395  -0.567  -0.095  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.707  -0.628   0.039  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.386  -1.711  -0.505  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.752  -1.789  -0.374  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.404  -2.883  -0.927  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.480  -0.836   0.276  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.829   0.277   0.840  1.00  0.00           C  
HETATM   20  O6  UNL     1       4.566   1.220   1.485  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.452   0.349   0.704  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.156   2.255   1.479  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.116   2.264   1.231  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.533   2.252   0.912  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.548   1.034  -0.058  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.926  -2.460  -1.755  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.805  -1.379  -0.852  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.807  -2.481  -1.028  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.712  -2.758  -1.903  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.554  -0.865   0.397  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.311   2.025   1.921  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4    4   22
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   12   12
CONECT   11   26
CONECT   12   27
CONECT   13   14
CONECT   14   15   15   21
CONECT   15   16   28
CONECT   16   17   18   18
CONECT   17   29
CONECT   18   19   30
CONECT   19   20   21   21
CONECT   20   31
END

HMDB0005800
     RDKit          3D
Luteolin
 31 33  0  0  0  0  0  0  0  0999 V2000
    2.2961    2.3283    1.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358    1.4002    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499    1.4062    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    0.4160    0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    0.4383    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5696    1.4458    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    1.4350    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    0.3914   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099    0.3401   -0.3799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676   -0.6487   -0.6796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.6807   -1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150   -0.5909   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947   -0.5669   -0.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -0.6282    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859   -1.7109   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -1.7888   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043   -2.8833   -0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4798   -0.8359    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.2768    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    1.2197    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4519    0.3488    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1558    2.2555    1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1158    2.2643    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5328    2.2519    0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5480    1.0338   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -2.4598   -1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047   -1.3788   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072   -2.4813   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -2.7578   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5537   -0.8653    0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    2.0252    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone	ChEBI
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	ChEBI
3',4',5,7-Tetrahydroxyflavone	ChEBI
5,7,3',4'-Tetrahydroxyflavone	ChEBI
Digitoflavone	ChEBI
Flacitran	ChEBI
Luteolol	ChEBI
Salifazide	ChEBI
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyrone-4-one	HMDB
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one	HMDB
Luteoline	HMDB
3',4',5,7-Tetrahydroxy-flavone	HMDB
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one	HMDB
3’,4’,5,7-tetrahydroxyflavone	HMDB
5,7,3’,4’-tetrahydroxyflavone	HMDB
Cyanidenon	HMDB

Chemical Formula

C₁₅H₁₀O₆

Average Mass

286.2363 Da

Monoisotopic Mass

286.04774 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

luteolin

CAS Registry Number

491-70-3

SMILES

OC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H

InChI Key

IQPNAANSBPBGFQ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-01-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	FooDB
Abronia latifolia	LOTUS Database	35616633
Abrus precatorius	KNApSAcK Database	22123792
Acacia aroma	KNApSAcK Database	22123792
Acacia caven	KNApSAcK Database	22123792
Acacia furcatispina	KNApSAcK Database	22123792
Acacia leucophloea	KNApSAcK Database	22123792
Acacia praecox	KNApSAcK Database	22123792
Achillea biebersteinii	LOTUS Database	35616633
Achillea grandifolia	LOTUS Database	35616633
Achillea holosericea	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea pannonica	LOTUS Database	35616633
Achillea santolina	LOTUS Database	35616633
Achyrocline satureioides	LOTUS Database	35616633
Achyrocline tomentosa	LOTUS Database	35616633
Acritopappus longifolius	LOTUS Database	35616633
Actinidia chinensis	FooDB	PHENOL EXPLORER
African marigold	LOTUS Database	35616633
Agaricus bisporus	FooDB	USDA
Agave	FooDB	FooDB
Agrimonia pilosa	LOTUS Database	35616633
Aiphanes horrida	LOTUS Database	35616633
Ajuga decumbens	KNApSAcK Database	22123792
Ajuga lupulina	LOTUS Database	35616633
Albizia chinensis	Plant	KNApSAcK
Albizia julibrissin	LOTUS Database	35616633
Alkekengi officinarum var. franchetii	LOTUS Database	35616633
Allium ampeloprasum	FooDB	USDA
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	PHENOL EXPLORER
Allium cepa L.	FooDB	USDA
Allium fistulosum	FooDB	FooDB
Allium obliquum	Plant	KNApSAcK
Allium rotundum	LOTUS Database	35616633
Allium sativum	KNApSAcK Database	22123792
Allium schoenoprasum	FooDB	PHENOL EXPLORER
Allium tuberosum	FooDB	FooDB
Aloysia citrodora	LOTUS Database	35616633
Aloysia triphylla	FooDB	PHENOL EXPLORER
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Ammothamnus lehmannii	LOTUS Database	35616633
Anacardium occidentale	FooDB	PHENOL EXPLORER
Ananas comosus	FooDB	PHENOL EXPLORER
Anaphalis lactea	LOTUS Database	35616633
Anastatica hierochuntica	LOTUS Database	35616633
Anethum graveolens	FooDB	PHENOL EXPLORER
Angelica keiskei	FooDB	PHENOL EXPLORER
Anigozanthos pulcherrimus	KNApSAcK Database	22123792
Anigozanthos rufus	KNApSAcK Database	22123792
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Antennaria dioica	LOTUS Database	35616633
Anthemis auriculata	LOTUS Database	35616633
Anthriscus cerefolium	FooDB	FooDB
Antirrhinum majus	KNApSAcK Database	22123792
Apium graveolens	KNApSAcK Database	22123792
Apium graveolens var. dulce	FooDB	PHENOL EXPLORER
Apium graveolens var. rapaceum	FooDB	PHENOL EXPLORER
Apium graveolens var. secalinum	FooDB	PHENOL EXPLORER
Aquilaria sinensis	LOTUS Database	35616633
Aquilegia ecalcarata	KNApSAcK Database	22123792
Aquilegia oxysepala	LOTUS Database	35616633
Arachis hypogaea	KNApSAcK Database	22123792
Arctium lappa	FooDB	FooDB
Argemone mexicana	LOTUS Database	35616633
Armoracia rusticana	FooDB	PHENOL EXPLORER
Arnica chamissonis	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Arrabidaea chica	LOTUS Database	35616633
Artabotrys hexapetalus	LOTUS Database	35616633
Artabotrys uncinatus	KNApSAcK Database	22123792
Artemisia annua	KNApSAcK Database	22123792
Artemisia assoana	LOTUS Database	35616633
Artemisia austriaca	LOTUS Database	35616633
Artemisia caucasica	LOTUS Database	35616633
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia frigida	LOTUS Database	35616633
Artemisia giraldii	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Artemisia igniaria	LOTUS Database	35616633
Artemisia ludoviciana	LOTUS Database	35616633
Artemisia minor	KNApSAcK Database	22123792
Artemisia palustris	LOTUS Database	35616633
Artemisia rupestris	LOTUS Database	35616633
Artemisia sylvatica	LOTUS Database	35616633
Artemisia tridentata	LOTUS Database	35616633
Artemisia vulgaris	FooDB	FooDB
Artemisia xerophytica	LOTUS Database	35616633
Arthraxon hispidus	LOTUS Database	35616633
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Arum maculatum	LOTUS Database	35616633
Aspalathus linearis	LOTUS Database	35616633
Asparagus officinalis	KNApSAcK Database	22123792
Asphodelus fistulosus	LOTUS Database	35616633
Asphodelus ramosus	LOTUS Database	35616633
Astragalus coluteocarpus	KNApSAcK Database	22123792
Astragalus eremophilus	KNApSAcK Database	22123792
Astragalus kabadianus	KNApSAcK Database	22123792
Astragalus membranaceus	LOTUS Database	35616633
Astragalus peregrinus	LOTUS Database	35616633
Astragalus quisqualis	KNApSAcK Database	22123792
Asyneuma argutum	LOTUS Database	35616633
Atractylodes macrocephala	LOTUS Database	35616633
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Baccharis genistelloides	LOTUS Database	35616633
Baccharis microcephala	LOTUS Database	35616633
Bacopa monniera	KNApSAcK Database	22123792
Bacopa monnieri	Plant	KNApSAcK
Bahiopsis parishii	LOTUS Database	35616633
Balbisia calycina	LOTUS Database	35616633
Ballota hirsuta	LOTUS Database	35616633
Baptisia arachnifera	KNApSAcK Database	22123792
Baptisia australis	KNApSAcK Database	22123792
Baptisia bracteata	KNApSAcK Database	22123792
Baptisia calycosa	KNApSAcK Database	22123792
Baptisia cinerea	KNApSAcK Database	22123792
Baptisia lanceolata	KNApSAcK Database	22123792
Baptisia lecontei	KNApSAcK Database	22123792
Baptisia megacarpa	KNApSAcK Database	22123792
Baptisia nuttalliana	KNApSAcK Database	22123792
Baptisia perfoliata	KNApSAcK Database	22123792
Baptisia simplicifolia	KNApSAcK Database	22123792
Baptisia sphaerocarpa	KNApSAcK Database	22123792
Baptisia tinctoria	KNApSAcK Database	22123792
Basella alba	FooDB	FooDB
Begonia malabarica	LOTUS Database	35616633
Bellida graminea	LOTUS Database	35616633
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	PHENOL EXPLORER
Beta vulgaris	FooDB	USDA
Beta vulgaris ssp. cicla	FooDB	FooDB
Bidens frondosa	LOTUS Database	35616633
Bidens pilosa	LOTUS Database	35616633
Bidens tripartita	KNApSAcK Database	22123792
Biebersteinia multifida	LOTUS Database	35616633
Biebersteinia orphanidis	KNApSAcK Database	22123792
Blumea balsamifera	KNApSAcK Database	22123792
Borago officinalis	FooDB	FooDB
Brandisia hancei	LOTUS Database	35616633
Brassica alboglabra	FooDB	PHENOL EXPLORER
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	PHENOL EXPLORER
Brassica napus var. napus	FooDB	PHENOL EXPLORER
Brassica oleracea	KNApSAcK Database	22123792
Brassica oleracea var. botrytis	FooDB	PHENOL EXPLORER
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	PHENOL EXPLORER
Brassica oleracea var. gongylodes	FooDB	PHENOL EXPLORER
Brassica oleracea var. italica	FooDB	PHENOL EXPLORER
Brassica oleracea var. sabauda	FooDB	PHENOL EXPLORER
Brassica oleracea var. viridis	FooDB	USDA
Brassica rapa	FooDB	USDA
Brassica rapa ssp. chinensis	FooDB	PHENOL EXPLORER
Brassica rapa var. pekinensis	FooDB	PHENOL EXPLORER
Brassica rapa var. rapa	FooDB	PHENOL EXPLORER
Brassica ruvo	FooDB	USDA
Brosimum acutifolium	LOTUS Database	35616633
Brosimum alicastrum	FooDB	FooDB
Broussonetia papyrifera	LOTUS Database	35616633
Brucea javanica	LOTUS Database	35616633
Bryum argenteum	LOTUS Database	35616633
Bryum capillare	LOTUS Database	35616633
Bryum pseudotriquetrum	LOTUS Database	35616633
Buddleja globosa	LOTUS Database	35616633
Buddleja officinalis	KNApSAcK Database	22123792
Burchardia multiflora	LOTUS Database	35616633
Byrsonima crassifolia	FooDB	FooDB
Cadia purpurea	KNApSAcK Database	22123792
Caesalpinia gilliesii	KNApSAcK Database	22123792
Cajanus cajan	FooDB	FooDB
Calanticaria greggii	LOTUS Database	35616633
Calibrachoa parviflora	LOTUS Database	35616633
Calicotome villosa	LOTUS Database	35616633
Callicarpa nudiflora	LOTUS Database	35616633
Camellia semiserrata	LOTUS Database	35616633
Campanula pendula	LOTUS Database	35616633
Campanula persicifolia	LOTUS Database	35616633
Campanula rapunculus	LOTUS Database	35616633
Canarium album	LOTUS Database	35616633
Canarium ovatum	FooDB	FooDB
Cannabis indica	KNApSAcK Database	22123792
Cannabis sativa	KNApSAcK Database	22123792
Cantharellus cibarius	FooDB	FooDB
Capparis himalayensis	KNApSAcK Database	22123792
Capparis spinosa	FooDB	FooDB
Capsicum annum L.	KNApSAcK Database	22123792
Capsicum annuum	KNApSAcK Database	22123792
Capsicum annuum L.	FooDB	USDA
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Caragana spinosa	LOTUS Database	35616633
Carallia brachiata	LOTUS Database	35616633
Carduus acanthoides	LOTUS Database	35616633
Carex folliculata	LOTUS Database	35616633
Carica papaya L.	FooDB	USDA
Carissa macrocarpa	FooDB	FooDB
Carthamus lanatus	LOTUS Database	35616633
Carthamus tinctorius	Plant	KNApSAcK
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	PHENOL EXPLORER
Caryopteris tangutica	LOTUS Database	35616633
Cassia absu	Plant	KNApSAcK
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Centaurea alexandrina	LOTUS Database	35616633
Centaurea bracteata Scop.	KNApSAcK Database	22123792
Centaurea collina	LOTUS Database	35616633
Centaurea cyanus	LOTUS Database	35616633
Centaurea deflexa	LOTUS Database	35616633
Centaurea jacea	LOTUS Database	35616633
Centaurea pseudoscabiosa	LOTUS Database	35616633
Centaurea scoparia	LOTUS Database	35616633
Cephalaria gigantea	LOTUS Database	35616633
Ceratonia siliqua	FooDB	FooDB
Chamaecrista absus	KNApSAcK Database	22123792
Chamaecrista mimosoides	KNApSAcK Database	22123792
Chamaemelum nobile	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Chamerion angustifolium	FooDB	FooDB
Cheniella glauca	LOTUS Database	35616633
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chiliadenus candicans	LOTUS Database	35616633
Chondrilla juncea	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Chrozophora tinctoria	LOTUS Database	35616633
Chrysanthemum boreale	LOTUS Database	35616633
Chrysanthemum cineraiaefolium	KNApSAcK Database	22123792
Chrysanthemum coronarium	FooDB	FooDB
Chrysanthemum indicum	KNApSAcK Database	22123792
Chrysanthemum morifolium	KNApSAcK Database	22123792
Chrysanthemum vulgare	LOTUS Database	35616633
Chrysanthemum x morifolium	Plant	KNApSAcK
Chrysothamnus viscidiflorus	LOTUS Database	35616633
Cicer arietinum	FooDB	FooDB
Cicer flexuosum	LOTUS Database	35616633
Cichorium endivia	FooDB	USDA
Cichorium intybus	FooDB	USDA
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum philippinense	Plant	KNApSAcK
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Cirsium japonicum	LOTUS Database	35616633
Cirsium oleraceum	LOTUS Database	35616633
Cirsium rhinoceros	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Citrullus lanatus	FooDB	PHENOL EXPLORER
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	PHENOL EXPLORER
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus maxima	FooDB	PHENOL EXPLORER
Citrus paradisi	FooDB	PHENOL EXPLORER
Citrus reticulata	FooDB	PHENOL EXPLORER
Citrus sinensis	LOTUS Database	35616633
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	PHENOL EXPLORER
Clematis hexapetala	LOTUS Database	35616633
Cleome gynandra	LOTUS Database	35616633
Clinopodium umbrosum	LOTUS Database	35616633
Cocos nucifera	FooDB	FooDB
Codonopsis clematidea	KNApSAcK Database	22123792
Codonopsis lanceolata	LOTUS Database	35616633
Codonopsis ovata	LOTUS Database	35616633
Codonopsis pilosula	LOTUS Database	35616633
Codonopsis pilosula subsp. tangshen	Plant	KNApSAcK
Codonopsis tangshen OLIV.	KNApSAcK Database	22123792
Coffea arabica L.	FooDB	PHENOL EXPLORER
Coffea canephora	FooDB	PHENOL EXPLORER
Colchicum kotschyi	LOTUS Database	35616633
Colchicum kurdicum	LOTUS Database	35616633
Colchicum ritchii	LOTUS Database	35616633
Colchicum speciosum	LOTUS Database	35616633
Coleus aromaticus	Plant	KNApSAcK
Colocasia esculenta	FooDB	USDA
Colocasia escultenta	Plant	KNApSAcK
Conyza bonariensis	LOTUS Database	35616633
Corchorus olitorius	FooDB	USDA
Coreopsis grandiflora	LOTUS Database	35616633
Coriandrum sativum	LOTUS Database	35616633
Coriandrum sativum L.	FooDB	PHENOL EXPLORER
Corylus	FooDB	USDA
Corylus avellana	FooDB	PHENOL EXPLORER
Cosmos sulphureus	LOTUS Database	35616633
Cotula cinerea	LOTUS Database	35616633
Crataegus monogyna	LOTUS Database	35616633
Crateva religiosa	FooDB	FooDB
Crepidomanes minutum	LOTUS Database	35616633
Crocus sativus	FooDB	FooDB
Crotalaria pallida	KNApSAcK Database	22123792
Cryptomeria japonica	LOTUS Database	35616633
Cucumis melo	FooDB	PHENOL EXPLORER
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus	LOTUS Database	35616633
Cucumis sativus L.	FooDB	PHENOL EXPLORER
Cucurbita	FooDB	PHENOL EXPLORER
Cucurbita maxima	FooDB	FooDB
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cupressus torulosa	LOTUS Database	35616633
Curcuma longa	FooDB	FooDB
Cyanthillium cinereum	LOTUS Database	35616633
Cyanthillium patulum	LOTUS Database	35616633
Cyclopia intermedia	LOTUS Database	35616633
Cyclopia sessiliflora	LOTUS Database	35616633
Cyclopia subternata	LOTUS Database	35616633
Cydonia oblonga	FooDB	PHENOL EXPLORER
Cymbopogon citratus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cymophyllus fraseri	LOTUS Database	35616633
Cynara cardunculus	FooDB	FooDB
Cynara cornigera	LOTUS Database	35616633
Cynara scolymus	FooDB	PHENOL EXPLORER
Cyperus alopecuroides	LOTUS Database	35616633
Cyperus conglomeratus	LOTUS Database	35616633
Cyperus longus	LOTUS Database	35616633
Cyperus rotundus	LOTUS Database	35616633
Cyphostemma digitatum	LOTUS Database	35616633
Cyrtocymura scorpioides	LOTUS Database	35616633
Cytisophyllum sessilifolium	KNApSAcK Database	22123792
Cytisus eriocarpus	KNApSAcK Database	22123792
Cytisus hirsutus	KNApSAcK Database	22123792
Cytisus proliferus	KNApSAcK Database	22123792
Cytisus striatus	KNApSAcK Database	22123792
Dalbergia lanceolaria	LOTUS Database	35616633
Dalbergia odorifera	KNApSAcK Database	22123792
Dalbergia stipulacea	LOTUS Database	35616633
Daphne feddei	LOTUS Database	35616633
Daphne genkwa	KNApSAcK Database	22123792
Daphne gnidium	LOTUS Database	35616633
Daphne laureola	LOTUS Database	35616633
Daphniphyllum angustifolium	LOTUS Database	35616633
Daucus carota	KNApSAcK Database	22123792
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Deinandra pallida	LOTUS Database	35616633
Deinandra pentactis	LOTUS Database	35616633
Dendroviguiera quinqueradiata	LOTUS Database	35616633
Dialium excelsum	LOTUS Database	35616633
Dianthus deltoides	LOTUS Database	35616633
Dicliptera chinensis	LOTUS Database	35616633
Dicranoloma robustum	LOTUS Database	35616633
Digitalis ciliata	LOTUS Database	35616633
Digitalis ferruginea	LOTUS Database	35616633
Digitalis grandiflora	LOTUS Database	35616633
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	USDA
Dissosteira carolina	LOTUS Database	35616633
Doronicum grandiflorum	LOTUS Database	35616633
Dracocephalum multicaule	LOTUS Database	35616633
Dracocephalum tanguticum	LOTUS Database	35616633
Dumortiera hirsuta	LOTUS Database	35616633
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Echinochloa esculenta	LOTUS Database	35616633
Echinops ritro	LOTUS Database	35616633
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Elsholtzia bodinieri	KNApSAcK Database	22123792
Elsholtzia ciliata	LOTUS Database	35616633
Elsholtzia rugulosa	LOTUS Database	35616633
Elsholtzia rugulosa Hemsl.	KNApSAcK Database	22123792
Empetrum nigrum	FooDB	FooDB
Encelia ventorum	LOTUS Database	35616633
Enhalus acoroides	KNApSAcK Database	22123792
Entada phaseoloides	LOTUS Database	35616633
Ephedra sinica	KNApSAcK Database	22123792
Epimedium acuminatum	KNApSAcK Database	22123792
Epimedium brevicornum	KNApSAcK Database	22123792
Epimedium coactum	LOTUS Database	35616633
Epimedium dolichostemen	KNApSAcK Database	22123792
Epimedium fargesii	KNApSAcK Database	22123792
Epimedium franchetii	KNApSAcK Database	22123792
Epimedium hunanense	LOTUS Database	35616633
Epimedium koreanum	KNApSAcK Database	22123792
Epimedium leishanense	KNApSAcK Database	22123792
Epimedium leptorrhizum	KNApSAcK Database	22123792
Epimedium membranaceum	KNApSAcK Database	22123792
Epimedium myrianthum	KNApSAcK Database	22123792
Epimedium pubescens	KNApSAcK Database	22123792
Epimedium sagittatum	KNApSAcK Database	22123792
Epimedium zhenbaense	KNApSAcK Database	22123792
Epimedium zhushanense	KNApSAcK Database	22123792
Equisetum arvense	LOTUS Database	35616633
Eragrostis tef	FooDB	FooDB
Eremanthus elaeagnus	LOTUS Database	35616633
Eremochloa ophiuroides	LOTUS Database	35616633
Ericameria laricifolia	LOTUS Database	35616633
Erigeron annuus	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Eriobotrya japonica	FooDB	FooDB
Eriodictyon californicum	LOTUS Database	35616633
Eruca vesicaria subsp. Sativa	FooDB	USDA
Erycibe expansa	KNApSAcK Database	22123792
Erymophyllum tenellum	LOTUS Database	35616633
Erythrophleum suaveolens	KNApSAcK Database	22123792
Erythroxylum novogranatense	Plant	KNApSAcK
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	USDA
Eupatorium album	LOTUS Database	35616633
Euphorbia condylocarpa	LOTUS Database	35616633
Euphorbia hirta	LOTUS Database	35616633
Euphorbia humifusa	LOTUS Database	35616633
Euphorbia polycaulis	LOTUS Database	35616633
Eutrema japonicum	FooDB	FooDB
Fagopyrum dibotrys	LOTUS Database	35616633
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Ferula assa-foetida	LOTUS Database	35616633
Ficus carica	FooDB	PHENOL EXPLORER
Ficus cordata	KNApSAcK Database	22123792
Ficus glumosa	LOTUS Database	35616633
Ficus pumila	LOTUS Database	35616633
Filipendula ulmaria	LOTUS Database	35616633
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	PHENOL EXPLORER
Fouquieria splendens	LOTUS Database	35616633
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Fumaria capreolata	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria schleicheri	Plant	KNApSAcK
Fumaria vaillantii	Plant	KNApSAcK
Gahnia deusta	LOTUS Database	35616633
Galega officinalis	KNApSAcK Database	22123792
Galla chinensis	-	KNApSAcK
Garcinia bracteata	KNApSAcK Database	22123792
Garcinia bracteata (nom. inval.)	Plant	KNApSAcK
Garcinia mangostana	FooDB	FooDB
Garcinia xipshuanbannaensis	KNApSAcK Database	22123792
Gaylussacia baccata	FooDB	FooDB
Genista acanthoclada	KNApSAcK Database	22123792
Genista carpetana	KNApSAcK Database	22123792
Genista corsica	KNApSAcK Database	22123792
Genista depressa	KNApSAcK Database	22123792
Genista ferox	KNApSAcK Database	22123792
Genista januensis	KNApSAcK Database	22123792
Genista lydia	KNApSAcK Database	22123792
Genista morisii	KNApSAcK Database	22123792
Genista nissana	KNApSAcK Database	22123792
Genista obtusiramea	KNApSAcK Database	22123792
Genista pilosa	KNApSAcK Database	22123792
Genista sagittalis	KNApSAcK Database	22123792
Genista scorpius	KNApSAcK Database	22123792
Genista sessilifolia	LOTUS Database	35616633
Genista spartioides	KNApSAcK Database	22123792
Genista stenopetala	KNApSAcK Database	22123792
Genista teretifolia	KNApSAcK Database	22123792
Genista tinctoria	KNApSAcK Database	22123792
Genista triacanthos	KNApSAcK Database	22123792
Genista versicolor	KNApSAcK Database	22123792
Gentiana arisanensis	KNApSAcK Database	22123792
Gentianopsis paludosa	KNApSAcK Database	22123792
Ginkgo biloba	KNApSAcK Database	22123792
Glandularia hybrida	LOTUS Database	35616633
Glechoma hederacea	LOTUS Database	35616633
Gleditsia australis	KNApSAcK Database	22123792
Gleditsia triacanthos	KNApSAcK Database	22123792
Globularia alypum	LOTUS Database	35616633
Globularia bisnagarica	LOTUS Database	35616633
Glossogyne tenuifolia	LOTUS Database	35616633
Glycine max	FooDB	USDA
Gochnatia hypoleuca	LOTUS Database	35616633
Gonocytisus angulatus	KNApSAcK Database	22123792
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Gutierrezia sarothrae	LOTUS Database	35616633
Gymnosperma glutinosum	LOTUS Database	35616633
Halenia corniculata	LOTUS Database	35616633
Halenia elliptica	LOTUS Database	35616633
Halophila johnsonii	KNApSAcK Database	22123792
Halostachys caspica	LOTUS Database	35616633
Hazardia squarrosa	LOTUS Database	35616633
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus	LOTUS Database	35616633
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Helichrysum arenarium	LOTUS Database	35616633
Helichrysum armenium	LOTUS Database	35616633
Helichrysum forskahlii	LOTUS Database	35616633
Helichrysum stoechas	LOTUS Database	35616633
Hesperolaburnum platycarpum	KNApSAcK Database	22123792
Hibiscus sabbariffa	FooDB	FooDB
Hieracium gymnocephalum	LOTUS Database	35616633
Hieracium naegelianum	LOTUS Database	35616633
Hippophae rhamnoides	FooDB	FooDB
Hordeum vulgare	FooDB	FooDB
Houttuynia cordata	KNApSAcK Database	22123792
Hyacinthoides non-scripta	LOTUS Database	35616633
Hyparrhenia hirta	LOTUS Database	35616633
Hypericum adenotrichum	LOTUS Database	35616633
Hypericum brasiliense	LOTUS Database	35616633
Hypericum perforatum	LOTUS Database	35616633
Hypericum sampsonii	LOTUS Database	35616633
Hypericum scabrum	LOTUS Database	35616633
Hyssopus officinalis L.	FooDB	PHENOL EXPLORER
Ilex leucoclada	LOTUS Database	35616633
Illicium verum	FooDB	FooDB
Inula britannica	KNApSAcK Database	22123792
Inula japonica	KNApSAcK Database	22123792
Ipomoea aquatica	FooDB	USDA
Ipomoea batatas	FooDB	USDA
Isodon oresbius	LOTUS Database	35616633
Isodon rubescens	LOTUS Database	35616633
Isoplexis chalcantha	LOTUS Database	35616633
Itea parviflora	LOTUS Database	35616633
Ixeridium laevigatum	LOTUS Database	35616633
Ixora coccinea	LOTUS Database	35616633
Jacaranda decurrens	LOTUS Database	35616633
Jasione montana	LOTUS Database	35616633
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	USDA
Juglans regia	FooDB	PHENOL EXPLORER
Juncus effusus	KNApSAcK Database	22123792
Juniperus chinensis	LOTUS Database	35616633
Kalanchoe laciniata	LOTUS Database	35616633
Kalanchoe pinnata	LOTUS Database	35616633
Keiskea japonica	LOTUS Database	35616633
Klasea flavescens	LOTUS Database	35616633
Kummerowia striata	KNApSAcK Database	22123792
Lablab purpureus	FooDB	FooDB
Lactuca formosana	LOTUS Database	35616633
Lactuca indica	KNApSAcK Database	22123792
Lactuca perennis L.	LOTUS Database	35616633
Lactuca sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lactuca serriola	LOTUS Database	35616633
Lactuca tatarica	LOTUS Database	35616633
Lactuca viminea	LOTUS Database	35616633
Lagenaria siceraria	FooDB	FooDB
Laggera alata	LOTUS Database	35616633
Lagotis yunnanensis	LOTUS Database	35616633
Laguncularia racemosa	LOTUS Database	35616633
Lantana montevidensis	LOTUS Database	35616633
Lapsana communis L.	LOTUS Database	35616633
Lathyrus laxiflorus	LOTUS Database	35616633
Lathyrus pratensis	KNApSAcK Database	22123792
Lathyrus sativus	FooDB	FooDB
Launaea arborescens	LOTUS Database	35616633
Laurus nobilis L.	FooDB	USDA
Lavandula angustifolia	LOTUS Database	35616633
Lavandula dentata	LOTUS Database	35616633
Lawsonia alba	Plant	KNApSAcK
Lawsonia inermis	Plant	KNApSAcK
Leandra lacunosa	LOTUS Database	35616633
Leiothrix curvifolia	KNApSAcK Database	22123792
Lens culinaris	KNApSAcK Database	22123792
Lentinus edodes	FooDB	FooDB
Leontodon autumnalis	KNApSAcK Database	22123792
Leontodon saxatilis	LOTUS Database	35616633
Leonurus japonicus	LOTUS Database	35616633
Lepidium sativum	FooDB	PHENOL EXPLORER
Lespedeza virgata	LOTUS Database	35616633
Levisticum officinale	FooDB	PHENOL EXPLORER
Ligustrum japonicum	LOTUS Database	35616633
Ligustrum vulgare	LOTUS Database	35616633
Limonium axillare	LOTUS Database	35616633
Limonium sinense	LOTUS Database	35616633
Linaria macroura	LOTUS Database	35616633
Linum austriacum subsp.glaucescens	Plant	KNApSAcK
Linum hirsutum subsp.anatolicum	Plant	KNApSAcK
Linum tenuifolium	Plant	KNApSAcK
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lippia graveolens	LOTUS Database	35616633
Lippia origanoides	LOTUS Database	35616633
Lippia sidoides	KNApSAcK Database	22123792
Litchi chinensis	FooDB	FooDB
Lomatogonium rotatum	LOTUS Database	35616633
Lonicera fulvotomentosa	KNApSAcK Database	22123792
Lonicera japonica	KNApSAcK Database	22123792
Lonicera microphylla	LOTUS Database	35616633
Lophira lanceolata	LOTUS Database	35616633
Lorandersonia pulchella	LOTUS Database	35616633
Lotus uliginosus	LOTUS Database	35616633
Luetkea pectinata	LOTUS Database	35616633
Luffa aegyptiaca	FooDB	USDA
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Lupinus arboreus	KNApSAcK Database	22123792
Lupinus luteus	LOTUS Database	35616633
Lupinus polyphyllus	KNApSAcK Database	22123792
Lupinus sericeus	KNApSAcK Database	22123792
Luzula multiflora	KNApSAcK Database	22123792
Lychnis flos-cuculi L.	KNApSAcK Database	22123792
Lychnophora ericoides	LOTUS Database	35616633
Lycopus asper	LOTUS Database	35616633
Lycopus europaeus	LOTUS Database	35616633
Lycopus lucidus	LOTUS Database	35616633
Macadamia	FooDB	USDA
Macadamia tetraphylla	FooDB	PHENOL EXPLORER
Macfadyena unguis-cati	LOTUS Database	35616633
Machilus philippinensis	KNApSAcK Database	22123792
Malpighia emarginata	FooDB	USDA
Malus	FooDB	FooDB
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mammea americana	FooDB	FooDB
Mangifera indica	KNApSAcK Database	22123792
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Marchantia paleacea	LOTUS Database	35616633
Marchantia polymorpha	LOTUS Database	35616633
Marrubium vulgare	LOTUS Database	35616633
Matricaria chamomilla	KNApSAcK Database	22123792
Matricaria matricarioides	LOTUS Database	35616633
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Matteuccia struthiopteris	FooDB	FooDB
Medicago arabica	KNApSAcK Database	22123792
Medicago arborea	LOTUS Database	35616633
Medicago coronata	KNApSAcK Database	22123792
Medicago laciniata	KNApSAcK Database	22123792
Medicago littoralis	KNApSAcK Database	22123792
Medicago marina	KNApSAcK Database	22123792
Medicago minima	KNApSAcK Database	22123792
Medicago orbicularis	KNApSAcK Database	22123792
Medicago sativa	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Meehania urticifolia	LOTUS Database	35616633
Melanargia galathea	LOTUS Database	35616633
Melissa officinalis	LOTUS Database	35616633
Melissa officinalis L.	FooDB	PHENOL EXPLORER
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha piperita	LOTUS Database	35616633
Mentha pulegium	LOTUS Database	35616633
Mentha spicata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha x piperita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Merremia tridentata	KNApSAcK Database	22123792
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Micromeria graeca	LOTUS Database	35616633
Microtoena prainiana	KNApSAcK Database	22123792
Mimosa diplotricha	LOTUS Database	35616633
Mirabilis viscosa	LOTUS Database	35616633
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Morinda morindoides	LOTUS Database	35616633
Moringa oleifera	Plant	KNApSAcK
Moringa peregrina	Plant	KNApSAcK
Moringa stenopetala	Plant	KNApSAcK
Morus	FooDB	FooDB
Morus nigra	FooDB	USDA
Mosla chinensis	LOTUS Database	35616633
Mosla dianthera	LOTUS Database	35616633
Musa acuminata	FooDB	PHENOL EXPLORER
Musa x paradisiaca	FooDB	FooDB
Myoporum bontioides	KNApSAcK Database	22123792
Myoporum tenuifolium	LOTUS Database	35616633
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Nephelium lappaceum	FooDB	FooDB
Newbouldia laevis	LOTUS Database	35616633
Notholaena californica	KNApSAcK Database	22123792
Notobasis syriaca	LOTUS Database	35616633
Nuphar lutea	FooDB	FooDB
Nymphaea alba	KNApSAcK Database	22123792
Ocimum americanum	LOTUS Database	35616633
Ocimum americanum L.var.pilosum (Willd.) Paton	KNApSAcK Database	22123792
Ocimum basilicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ocimum basilicum L.	KNApSAcK Database	22123792
Ocimum gratissimum	LOTUS Database	35616633
Ocimum tenuiflorum	LOTUS Database	35616633
Ocimum x citriodorum Vis.	KNApSAcK Database	22123792
Oenothera biennis	FooDB	FooDB
Oenothera triangulata	LOTUS Database	35616633
Olea europaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ononis spinosa	KNApSAcK Database	22123792
Onopordum acaulon	LOTUS Database	35616633
Onosma heterophylla	LOTUS Database	35616633
Ophioglossum petiolatum	LOTUS Database	35616633
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum dictamnus	Plant	KNApSAcK
Origanum majorana	FooDB	PHENOL EXPLORER
Origanum majoricum	Plant	KNApSAcK
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum X majoricum	FooDB	PHENOL EXPLORER
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Osmanthus fortunei	LOTUS Database	35616633
Osmanthus fragrans	LOTUS Database	35616633
Osmanthus heterophyllus	LOTUS Database	35616633
Oxytropis falcata	LOTUS Database	35616633
Pachyrhizus erosus	FooDB	FooDB
Pallenis hierochuntica	LOTUS Database	35616633
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Papaver	FooDB	USDA
Papaver macrostomum	LOTUS Database	35616633
Papaver rhoeas	LOTUS Database	35616633
Paraburkholderia phymatum	-	KNApSAcK
Parkinsonia aculeata	KNApSAcK Database	22123792
Paronychia kapela	LOTUS Database	35616633
Passiflora edulis	FooDB	FooDB
Passiflora foetida	LOTUS Database	35616633
Passiflora incarnata	LOTUS Database	35616633
Passiflora palmeri	LOTUS Database	35616633
Passiflora sanguinolenta	LOTUS Database	35616633
Passiflora sexflora	LOTUS Database	35616633
Pastinaca sativa	FooDB	PHENOL EXPLORER
Paulownia tomentosa	LOTUS Database	35616633
Pedalium murex	LOTUS Database	35616633
Pedicularis longiflora	LOTUS Database	35616633
Pedicularis longiflora var. tubiformis	KNApSAcK Database	22123792
Pedicularis rex	LOTUS Database	35616633
Pediomelum esculentum	FooDB	FooDB
Pelargonium sidoides	KNApSAcK Database	22123792
Penstemon gentianoides	LOTUS Database	35616633
Penstemon serrulatus	LOTUS Database	35616633
Pentanema britannicum	Plant	KNApSAcK
Pentanema montanum	LOTUS Database	35616633
Pentemon gentianoides HBK	-	KNApSAcK
Perideridia oregana	FooDB	FooDB
Perilla frutescens	LOTUS Database	35616633
Persea americana	FooDB	PHENOL EXPLORER
Persicaria lapathifolia	Plant	KNApSAcK
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	PHENOL EXPLORER
Petunia hybrida	KNApSAcK Database	22123792
Petunia x hybrida	Plant	KNApSAcK
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phedimus kamtschaticus	LOTUS Database	35616633
Phillyrea latifolia	LOTUS Database	35616633
Phlomis herba-venti	LOTUS Database	35616633
Phlomis nissolii	LOTUS Database	35616633
Phlomoides tuberosa	LOTUS Database	35616633
Phoenix dactylifera	FooDB	PHENOL EXPLORER
Photinia melanocarpa	FooDB	FooDB
Phyllocladus aspleniifolius	LOTUS Database	35616633
Phyllospadix iwatensis	KNApSAcK Database	22123792
Phyllospadix japonicus	KNApSAcK Database	22123792
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Picris cyanocarpa	KNApSAcK Database	22123792
Picris hieracioides	LOTUS Database	35616633
Picris kamtschatica	KNApSAcK Database	22123792
Pilosella officinarum	LOTUS Database	35616633
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pinus	FooDB	PHENOL EXPLORER
Pinus edulis	FooDB	USDA
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	PHENOL EXPLORER
Pisum sativum	FooDB	PHENOL EXPLORER
Plantago argentea	Plant	KNApSAcK
Plantago holosteum	Plant	KNApSAcK
Plantago lagopus	LOTUS Database	35616633
Plantago major	KNApSAcK Database	22123792
Plantago maritima	Plant	KNApSAcK
Platycladus orientalis	LOTUS Database	35616633
Platycodon grandiflorus	LOTUS Database	35616633
Platypodium elegans	LOTUS Database	35616633
Pleurotus ostreatus	FooDB	FooDB
Plicanthus hirtellus	LOTUS Database	35616633
Podocarpus fasciculus	KNApSAcK Database	22123792
Podocarpus macrophyllus	LOTUS Database	35616633
Podocytisus caramanicus	KNApSAcK Database	22123792
Pogostemon stellatus	LOTUS Database	35616633
Polygonum alpinum	FooDB	FooDB
Polygonum amphibium	Plant	KNApSAcK
Polygonum aviculare	Plant	KNApSAcK
Polygonum bistorta	Plant	KNApSAcK
Polygonum convolvulus	Plant	KNApSAcK
Polygonum hydropiper	Plant	KNApSAcK
Polygonum mite	Plant	KNApSAcK
Polygonum persicaria	Plant	KNApSAcK
Polylepis incana	LOTUS Database	35616633
Pongamia pinnata	LOTUS Database	35616633
Populus davidiana	LOTUS Database	35616633
Portulaca oleracea	FooDB	PHENOL EXPLORER
Pouteria sapota	FooDB	FooDB
Premna serratifolia	LOTUS Database	35616633
Prosopis affinis	KNApSAcK Database	22123792
Prosopis alba	KNApSAcK Database	22123792
Prosopis argentina	KNApSAcK Database	22123792
Prosopis chilensis	KNApSAcK Database	22123792
Prosopis flexuosa	KNApSAcK Database	22123792
Prosopis glandulosa	KNApSAcK Database	22123792
Prosopis juliflora	KNApSAcK Database	22123792
Prosopis laevigata	KNApSAcK Database	22123792
Prosopis nigra	KNApSAcK Database	22123792
Prosopis reptans	KNApSAcK Database	22123792
Prosopis ruscifolia	KNApSAcK Database	22123792
Prosopis sericantha	KNApSAcK Database	22123792
Prosopis spicigera	LOTUS Database	35616633
Prosopis strombulifera	KNApSAcK Database	22123792
Prosopis velutina	KNApSAcK Database	22123792
Prosopis vinalillo	KNApSAcK Database	22123792
Prunella vulgaris	KNApSAcK Database	22123792
Prunus armeniaca	FooDB	PHENOL EXPLORER
Prunus avium	FooDB	PHENOL EXPLORER
Prunus avium L.	FooDB	USDA
Prunus cerasus	FooDB	PHENOL EXPLORER
Prunus domestica	FooDB	PHENOL EXPLORER
Prunus dulcis	FooDB	PHENOL EXPLORER
Prunus persica	FooDB	USDA
Prunus persica var. nucipersica	FooDB	USDA
Prunus persica var. persica	FooDB	PHENOL EXPLORER
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Pseudostellaria heterophylla	LOTUS Database	35616633
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	USDA
Psophocarpus tetragonolobus	FooDB	FooDB
Pteris decurrens	LOTUS Database	35616633
Pteris multifida	LOTUS Database	35616633
Pterocaulon redolens	LOTUS Database	35616633
Punica granatum	KNApSAcK Database	22123792
Pyrrhopappus carolinianus	LOTUS Database	35616633
Pyrus communis	FooDB	PHENOL EXPLORER
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Ranunculus sieboldii	LOTUS Database	35616633
Raoulia monroi	LOTUS Database	35616633
Raphanus sativus	KNApSAcK Database	22123792
Raphanus sativus var. longipinnatus	FooDB	PHENOL EXPLORER
Raphanus sativus var. sativus	FooDB	PHENOL EXPLORER
Relhania corymbosa	LOTUS Database	35616633
Reseda luteola	KNApSAcK Database	22123792
Reseda muricata	LOTUS Database	35616633
Reseda muricata C.Presl.	KNApSAcK Database	22123792
Rhamnus davurica	Plant	KNApSAcK
Rhaponticum carthamoides	KNApSAcK Database	22123792
Rheum rhabarbarum	FooDB	FooDB
Rhizogonium distichum	LOTUS Database	35616633
Rhodiola crenulata	KNApSAcK Database	22123792
Rhodiola rosea	KNApSAcK Database	22123792
Rhodiola sachalinensis	KNApSAcK Database	22123792
Rhynchosia suaveolens	KNApSAcK Database	22123792
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	PHENOL EXPLORER
Ribes rubrum	FooDB	PHENOL EXPLORER
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Rosa	FooDB	FooDB
Rosmarinus officinalis	KNApSAcK Database	22123792
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	PHENOL EXPLORER
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	USDA
Rumex acetosa	FooDB	FooDB
Rumex acetosella	LOTUS Database	35616633
Rumex articus	FooDB	FooDB
Rumex dentatus	Plant	KNApSAcK
Rumex pictus	LOTUS Database	35616633
Rumex vesicarius	Plant	KNApSAcK
Saccharum officinarum	LOTUS Database	35616633
Sagittaria latifolia	FooDB	FooDB
Salix acutifolia	LOTUS Database	35616633
Salix babylonica	Plant	KNApSAcK
Salix caprea	LOTUS Database	35616633
Salix gilgiana	LOTUS Database	35616633
Salix lindleyana	LOTUS Database	35616633
Salix matsudana	Plant	KNApSAcK
Salix pulchra	FooDB	FooDB
Salix purpurea	LOTUS Database	35616633
Salvia aegyptiaca	KNApSAcK Database	22123792
Salvia albimaculata	KNApSAcK Database	22123792
Salvia candelabrum	LOTUS Database	35616633
Salvia dorrii	KNApSAcK Database	22123792
Salvia elegans	FooDB	FooDB
Salvia fruticosa	LOTUS Database	35616633
Salvia hispanica	FooDB	FooDB
Salvia horminum	KNApSAcK Database	22123792
Salvia hypoleuca	KNApSAcK Database	22123792
Salvia lavandulaefolia	KNApSAcK Database	22123792
Salvia lavandulifolia	KNApSAcK Database	22123792
Salvia limbata	KNApSAcK Database	22123792
Salvia montbretii	LOTUS Database	35616633
Salvia nemorosa	LOTUS Database	35616633
Salvia nutans	KNApSAcK Database	22123792
Salvia officinalis	KNApSAcK Database	22123792
Salvia palaestina	KNApSAcK Database	22123792
Salvia pedicellata	KNApSAcK Database	22123792
Salvia pinnata	KNApSAcK Database	22123792
Salvia pratensis	KNApSAcK Database	22123792
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia sclarea	LOTUS Database	35616633
Salvia staminea	KNApSAcK Database	22123792
Salvia tomentosa	LOTUS Database	35616633
Salvia yosgadensis	LOTUS Database	35616633
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Sandersonia aurantiaca	LOTUS Database	35616633
Santolina pinnata	LOTUS Database	35616633
Satureja cuneifolia	LOTUS Database	35616633
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Satureja subspicata	KNApSAcK Database	22123792
Saussurea medusa	KNApSAcK Database	22123792
Saussurea superba	LOTUS Database	35616633
Schizonepeta tenuifolia	KNApSAcK Database	22123792
Scoparia dulcis	LOTUS Database	35616633
Scorzonera hispanica	FooDB	FooDB
Scorzoneroides autumnalis	Plant	KNApSAcK
Scutellaria barbata	LOTUS Database	35616633
Scutellaria discolor	LOTUS Database	35616633
Scutellaria indica	LOTUS Database	35616633
Scutellaria ovata	LOTUS Database	35616633
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sedum takesimense Nakai	KNApSAcK Database	22123792
Senna alata	LOTUS Database	35616633
Senna didymobotrya	KNApSAcK Database	22123792
Senna siamea	KNApSAcK Database	22123792
Senna spectabilis	Plant	KNApSAcK
Serratula coronata	LOTUS Database	35616633
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sideritis argosphacelus var. spicata	KNApSAcK Database	22123792
Sideritis cretica	LOTUS Database	35616633
Sideritis infernalis	LOTUS Database	35616633
Sideritis leucantha	LOTUS Database	35616633
Sideritis raeseri	LOTUS Database	35616633
Silybum marianum	LOTUS Database	35616633
Sinapis alba	FooDB	FooDB
Sinningia cardinalis	LOTUS Database	35616633
Sinocrassula indica	KNApSAcK Database	22123792
Siphonostegia chinensis	LOTUS Database	35616633
Sisymbrium	FooDB	FooDB
Smilax corbularia	LOTUS Database	35616633
Smilax riparia	KNApSAcK Database	22123792
Solanum lycopersicum	FooDB	USDA
Solanum lycopersicum var. cerasiforme	FooDB	PHENOL EXPLORER
Solanum lycopersicum var. lycopersicum	FooDB	PHENOL EXPLORER
Solanum melongena	FooDB	USDA
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sonchus maritimus	LOTUS Database	35616633
Sonchus mauritanicus	LOTUS Database	35616633
Sonchus oleraceus	LOTUS Database	35616633
Sonneratia caseolaris	KNApSAcK Database	22123792
Sophora microphylla	KNApSAcK Database	22123792
Sophora prostrata	KNApSAcK Database	22123792
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	USDA
Spartium junceum	LOTUS Database	35616633
Sphagneticola trilobata	LOTUS Database	35616633
Spinacia oleracea	FooDB	PHENOL EXPLORER
Spiraea hypericifolia	LOTUS Database	35616633
Stachys aegyptiaca	LOTUS Database	35616633
Stachys ocymastrum	LOTUS Database	35616633
Stevia rebaudiana	Plant	KNApSAcK
Stifftia chrysantha	LOTUS Database	35616633
Striga asiatica	LOTUS Database	35616633
Striga gesnerioides	LOTUS Database	35616633
Strobilanthes crispus	Plant	KNApSAcK
Symphyopappus compressus	LOTUS Database	35616633
Symphyotrichum eatonii	LOTUS Database	35616633
Symphyotrichum subulatum	LOTUS Database	35616633
Syringa afghanica	KNApSAcK Database	22123792
Syringa persica	LOTUS Database	35616633
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Tanacetum corymbosum	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum polycephalum	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Taraxacum officinale	KNApSAcK Database	22123792
Taraxacum sinicum	LOTUS Database	35616633
Tarchonanthus camphoratus	LOTUS Database	35616633
Taxus chinensis	KNApSAcK Database	22123792
Taxus fuana	KNApSAcK Database	22123792
Taxus wallichiana var. yunnanensis	Plant	KNApSAcK
Taxus yunnanensis	KNApSAcK Database	22123792
Terminalia arjuna	LOTUS Database	35616633
Tetragonia tetragonioides	FooDB	FooDB
Teucrium hircanicum	LOTUS Database	35616633
Thelesperma	FooDB	FooDB
Theobroma cacao	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Theobroma cacao L.	KNApSAcK Database	22123792
Thermopsis dolichocarpa	KNApSAcK Database	22123792
Thermopsis macrophylla	KNApSAcK Database	22123792
Thermopsis mollis	KNApSAcK Database	22123792
Thermopsis rhombifolia	KNApSAcK Database	22123792
Thermopsis villosa	KNApSAcK Database	22123792
Thymbra capitata	LOTUS Database	35616633
Thymbra spicata	LOTUS Database	35616633
Thymus comosus	Plant	KNApSAcK
Thymus herba-barona	LOTUS Database	35616633
Thymus numidicus	Plant	KNApSAcK
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tiarella trifoliata	LOTUS Database	35616633
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tilia tomentosa	LOTUS Database	35616633
Tinospora crispa	LOTUS Database	35616633
Tithonia diversifolia	LOTUS Database	35616633
Todaroa aurea	LOTUS Database	35616633
Trachelospermum jasminoides	LOTUS Database	35616633
Tragopogon porrifolius	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tragopogon pratensis	LOTUS Database	35616633
Trichostema lanatum	LOTUS Database	35616633
Trifolium apertum	LOTUS Database	35616633
Trifolium pannonicum	KNApSAcK Database	22123792
Trifolium pratense	Plant	KNApSAcK
Trifolium repens	Plant	KNApSAcK
Trifolium subterraneum	KNApSAcK Database	22123792
Trifolium trichocephalum	LOTUS Database	35616633
Trigonella foenum-graecum	KNApSAcK Database	22123792
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Turnera diffusa	Plant	KNApSAcK
Turnera subulata	Plant	KNApSAcK
Typha angustifolia	FooDB	FooDB
Urospermum picroides	LOTUS Database	35616633
Vaccinium	FooDB	USDA
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	USDA
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Vachellia tortilis	LOTUS Database	35616633
Valeriana amurensis	KNApSAcK Database	22123792
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Vellozia epidendroides	LOTUS Database	35616633
Verbascum lychnitis	LOTUS Database	35616633
Verbascum phlomoides	LOTUS Database	35616633
Verbascum sinaiticum	KNApSAcK Database	22123792
Verbascum songaricum	LOTUS Database	35616633
Verbena officinalis	Plant	KNApSAcK
Vernonia amygdalina	LOTUS Database	35616633
Vernonia leopoldi	LOTUS Database	35616633
Vernonia pectoralis	KNApSAcK Database	22123792
Veronica chamaedrys	Plant	KNApSAcK
Veronica officinalis	Plant	KNApSAcK
Veronica orchidea	Plant	KNApSAcK
Veronica spicata	LOTUS Database	35616633
Veronica teucrium	Plant	KNApSAcK
Viburnum cinnamomifolium	LOTUS Database	35616633
Viburnum cotinifolium	LOTUS Database	35616633
Viburnum edule	FooDB	FooDB
Vicia acutifolia	KNApSAcK Database	22123792
Vicia americana	KNApSAcK Database	22123792
Vicia articulata	KNApSAcK Database	22123792
Vicia balansae	KNApSAcK Database	22123792
Vicia benghalensis	KNApSAcK Database	22123792
Vicia ciceroidea	KNApSAcK Database	22123792
Vicia cracca	KNApSAcK Database	22123792
Vicia dumetorum	KNApSAcK Database	22123792
Vicia epetiolaris	KNApSAcK Database	22123792
Vicia ervilia	KNApSAcK Database	22123792
Vicia faba	KNApSAcK Database	22123792
Vicia floridana	KNApSAcK Database	22123792
Vicia glauca	KNApSAcK Database	22123792
Vicia hirsuta	KNApSAcK Database	22123792
Vicia michauxii	KNApSAcK Database	22123792
Vicia minutiflora	KNApSAcK Database	22123792
Vicia mollis	KNApSAcK Database	22123792
Vicia monantha	KNApSAcK Database	22123792
Vicia multijuga	KNApSAcK Database	22123792
Vicia ochroleuca	KNApSAcK Database	22123792
Vicia onobrychioides	KNApSAcK Database	22123792
Vicia pannonica	KNApSAcK Database	22123792
Vicia pinetorum	KNApSAcK Database	22123792
Vicia sicula	KNApSAcK Database	22123792
Vicia splendens	KNApSAcK Database	22123792
Vicia subvillosa	LOTUS Database	35616633
Vicia sylvatica	KNApSAcK Database	22123792
Vicia tenuifolia	KNApSAcK Database	22123792
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	USDA
Vigna trilobata	KNApSAcK Database	22123792
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	USDA
Viguiera hypargyrea	LOTUS Database	35616633
Viola arvensis	LOTUS Database	35616633
Viola reichenbachiana	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Vitex quinata	LOTUS Database	35616633
Vitex trifolia	LOTUS Database	35616633
Vitis	FooDB	USDA
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Volutaria crupinoides	LOTUS Database	35616633
Wikstroemia canescens	LOTUS Database	35616633
Wilbrandia ebracteata	LOTUS Database	35616633
Wunderlichia crulsiana	LOTUS Database	35616633
Xanthosoma sagittifolium	FooDB	FooDB
Zataria multiflora	LOTUS Database	35616633
Zea mays	KNApSAcK Database	22123792
Zea mays L.	Plant	KNApSAcK
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphora clinopodioides	LOTUS Database	35616633
Ziziphus zizyphus	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavone (CHEBI:15864 )
3'-hydroxyflavonoid (CHEBI:15864 )
flavones (C01514 )
Flavones and Flavonols (C01514 )
Flavones and Flavonols (LMPK12110006 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	329.5 °C	Not Available
Boiling Point	616.00 to 617.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	387.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.53	Perrissoud, D., & Testa, B. (1986). Inhibiting or potentiating effects of flavonoids on carbon tetrachloride-induced toxicity in isolated rat hepatocytes. Arzneimittel-forschung, 36(8), 1249-1253.

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.73	ALOGPS
logP	2.4	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.57	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.89 m³·mol⁻¹	ChemAxon
Polarizability	27.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005800

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

5734-TETRAHYDROXYFLAVONE

BiGG ID

Not Available

Wikipedia Link

Luteolin

METLIN ID

Not Available

PubChem Compound

PDB ID

ChEBI ID

Good Scents ID

References

General References

Lupu R, Menendez JA: Pharmacological inhibitors of Fatty Acid Synthase (FASN)--catalyzed endogenous fatty acid biogenesis: a new family of anti-cancer agents? Curr Pharm Biotechnol. 2006 Dec;7(6):483-93. [PubMed:17168665 ]
Kandaswami C, Lee LT, Lee PP, Hwang JJ, Ke FC, Huang YT, Lee MT: The antitumor activities of flavonoids. In Vivo. 2005 Sep-Oct;19(5):895-909. [PubMed:16097445 ]
Romanova D, Vachalkova A, Cipak L, Ovesna Z, Rauko P: Study of antioxidant effect of apigenin, luteolin and quercetin by DNA protective method. Neoplasma. 2001;48(2):104-7. [PubMed:11478688 ]
Kotanidou A, Xagorari A, Bagli E, Kitsanta P, Fotsis T, Papapetropoulos A, Roussos C: Luteolin reduces lipopolysaccharide-induced lethal toxicity and expression of proinflammatory molecules in mice. Am J Respir Crit Care Med. 2002 Mar 15;165(6):818-23. doi: 10.1164/ajrccm.165.6.2101049. [PubMed:11897650 ]
Lee S, Seo DH, Park HL, Choi Y, Jung S: Solubility enhancement of a hydrophobic flavonoid, luteolin by the complexation with cyclosophoraoses isolated from Rhizobium meliloti. Antonie Van Leeuwenhoek. 2003;84(3):201-7. doi: 10.1023/a:1026075215921. [PubMed:14574115 ]

Showing NP-Card for Luteolin (NP0000664)

MOL for NP0000664 (Luteolin)

3D MOL for NP0000664 (Luteolin)

3D SDF for NP0000664 (Luteolin)

3D-SDF for NP0000664 (Luteolin)

PDB for NP0000664 (Luteolin)

3D PDB for NP0000664 (Luteolin)

SMILES for NP0000664 (Luteolin)

INCHI for NP0000664 (Luteolin)

Structure for NP0000664 (Luteolin)

3D Structure for NP0000664 (Luteolin)