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Showing NP-Card for Luteolin (NP0000664)

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Record Information
Version2.0
Created at2007-01-22 22:39:32 UTC
Updated at2024-09-03 04:18:55 UTC
NP-MRD IDNP0000664
Natural Product DOIhttps://doi.org/10.57994/1565
Secondary Accession NumbersNone
Natural Product Identification
Common NameLuteolin
DescriptionLuteolin 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000664 (Luteolin)


  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
Download

3D MOL for NP0000664 (Luteolin)

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
Download

3D SDF for NP0000664 (Luteolin)


  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

$$$$
Download

3D-SDF for NP0000664 (Luteolin)

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
Download

PDB for NP0000664 (Luteolin)

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
Download

3D PDB for NP0000664 (Luteolin)

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
Download

SMILES for NP0000664 (Luteolin)

OC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(O)=C1
Download

INCHI for NP0000664 (Luteolin)

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
Download
View in JSmolView DFT Assignments3D Conformers
Synonyms
ValueSource
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyroneChEBI
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneChEBI
3',4',5,7-TetrahydroxyflavoneChEBI
5,7,3',4'-TetrahydroxyflavoneChEBI
DigitoflavoneChEBI
FlacitranChEBI
LuteololChEBI
SalifazideChEBI
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyrone-4-oneHMDB
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-oneHMDB
LuteolineHMDB
3',4',5,7-Tetrahydroxy-flavoneHMDB
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-oneHMDB
3’,4’,5,7-tetrahydroxyflavoneHMDB
5,7,3’,4’-tetrahydroxyflavoneHMDB
CyanidenonHMDB
Chemical FormulaC15H10O6
Average Mass286.2363 Da
Monoisotopic Mass286.04774 Da
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
Traditional Nameluteolin
CAS Registry Number491-70-3
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 KeyIQPNAANSBPBGFQ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-01-10View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-01-10View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-01-10View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-01-10View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-01-10View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 50 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, dmso, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Abronia latifoliaLOTUS Database
Abrus precatoriusKNApSAcK Database
Acacia aromaKNApSAcK Database
Acacia cavenKNApSAcK Database
Acacia furcatispinaKNApSAcK Database
Acacia leucophloeaKNApSAcK Database
Acacia praecoxKNApSAcK Database
Achillea biebersteiniiLOTUS Database
Achillea grandifoliaLOTUS Database
Achillea holosericeaLOTUS Database
Achillea millefoliumLOTUS Database
Achillea pannonicaLOTUS Database
Achillea santolinaLOTUS Database
Achyrocline satureioidesLOTUS Database
Achyrocline tomentosaLOTUS Database
Acritopappus longifoliusLOTUS Database
Actinidia chinensisFooDB
African marigoldLOTUS Database
Agaricus bisporusFooDB
AgaveFooDB
Agrimonia pilosaLOTUS Database
Aiphanes horridaLOTUS Database
Ajuga decumbensKNApSAcK Database
Ajuga lupulinaLOTUS Database
Albizia chinensisPlant
Albizia julibrissinLOTUS Database
Alkekengi officinarum var. franchetiiLOTUS Database
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium obliquumPlant
Allium rotundumLOTUS Database
Allium sativumKNApSAcK Database
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia citrodoraLOTUS Database
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Ammothamnus lehmanniiLOTUS Database
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anaphalis lacteaLOTUS Database
Anastatica hierochunticaLOTUS Database
Anethum graveolensFooDB
Angelica keiskeiFooDB
Anigozanthos pulcherrimusKNApSAcK Database
Anigozanthos rufusKNApSAcK Database
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Antennaria dioicaLOTUS Database
Anthemis auriculataLOTUS Database
Anthriscus cerefoliumFooDB
Antirrhinum majusKNApSAcK Database
Apium graveolensKNApSAcK Database
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Aquilaria sinensisLOTUS Database
Aquilegia ecalcarataKNApSAcK Database
Aquilegia oxysepalaLOTUS Database
Arachis hypogaeaKNApSAcK Database
Arctium lappaFooDB
Argemone mexicanaLOTUS Database
Armoracia rusticanaFooDB
Arnica chamissonisLOTUS Database
Arnica longifoliaLOTUS Database
Arrabidaea chicaLOTUS Database
Artabotrys hexapetalusLOTUS Database
Artabotrys uncinatusKNApSAcK Database
Artemisia annuaKNApSAcK Database
Artemisia assoanaLOTUS Database
Artemisia austriacaLOTUS Database
Artemisia caucasicaLOTUS Database
Artemisia dracunculusFooDB
Artemisia frigidaLOTUS Database
Artemisia giraldiiLOTUS Database
Artemisia herba-albaLOTUS Database
Artemisia igniariaLOTUS Database
Artemisia ludovicianaLOTUS Database
Artemisia minorKNApSAcK Database
Artemisia palustrisLOTUS Database
Artemisia rupestrisLOTUS Database
Artemisia sylvaticaLOTUS Database
Artemisia tridentataLOTUS Database
Artemisia vulgarisFooDB
Artemisia xerophyticaLOTUS Database
Arthraxon hispidusLOTUS Database
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Arum maculatumLOTUS Database
Aspalathus linearisLOTUS Database
Asparagus officinalisKNApSAcK Database
Asphodelus fistulosusLOTUS Database
Asphodelus ramosusLOTUS Database
Astragalus coluteocarpusKNApSAcK Database
Astragalus eremophilusKNApSAcK Database
Astragalus kabadianusKNApSAcK Database
Astragalus membranaceusLOTUS Database
Astragalus peregrinusLOTUS Database
Astragalus quisqualisKNApSAcK Database
Asyneuma argutumLOTUS Database
Atractylodes macrocephalaLOTUS Database
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Baccharis genistelloidesLOTUS Database
Baccharis microcephalaLOTUS Database
Bacopa monnieraKNApSAcK Database
Bacopa monnieriPlant
Bahiopsis parishiiLOTUS Database
Balbisia calycinaLOTUS Database
Ballota hirsutaLOTUS Database
Baptisia arachniferaKNApSAcK Database
Baptisia australisKNApSAcK Database
Baptisia bracteataKNApSAcK Database
Baptisia calycosaKNApSAcK Database
Baptisia cinereaKNApSAcK Database
Baptisia lanceolataKNApSAcK Database
Baptisia leconteiKNApSAcK Database
Baptisia megacarpaKNApSAcK Database
Baptisia nuttallianaKNApSAcK Database
Baptisia perfoliataKNApSAcK Database
Baptisia simplicifoliaKNApSAcK Database
Baptisia sphaerocarpaKNApSAcK Database
Baptisia tinctoriaKNApSAcK Database
Basella albaFooDB
Begonia malabaricaLOTUS Database
Bellida gramineaLOTUS Database
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bidens frondosaLOTUS Database
Bidens pilosaLOTUS Database
Bidens tripartitaKNApSAcK Database
Biebersteinia multifidaLOTUS Database
Biebersteinia orphanidisKNApSAcK Database
Blumea balsamiferaKNApSAcK Database
Borago officinalisFooDB
Brandisia hanceiLOTUS Database
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaKNApSAcK Database
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum acutifoliumLOTUS Database
Brosimum alicastrumFooDB
Broussonetia papyriferaLOTUS Database
Brucea javanicaLOTUS Database
Bryum argenteumLOTUS Database
Bryum capillareLOTUS Database
Bryum pseudotriquetrumLOTUS Database
Buddleja globosaLOTUS Database
Buddleja officinalisKNApSAcK Database
Burchardia multifloraLOTUS Database
Byrsonima crassifoliaFooDB
Cadia purpureaKNApSAcK Database
Caesalpinia gilliesiiKNApSAcK Database
Cajanus cajanFooDB
Calanticaria greggiiLOTUS Database
Calibrachoa parvifloraLOTUS Database
Calicotome villosaLOTUS Database
Callicarpa nudifloraLOTUS Database
Camellia semiserrataLOTUS Database
Campanula pendulaLOTUS Database
Campanula persicifoliaLOTUS Database
Campanula rapunculusLOTUS Database
Canarium albumLOTUS Database
Canarium ovatumFooDB
Cannabis indicaKNApSAcK Database
Cannabis sativaKNApSAcK Database
Cantharellus cibariusFooDB
Capparis himalayensisKNApSAcK Database
Capparis spinosaFooDB
Capsicum annum L.KNApSAcK Database
Capsicum annuumKNApSAcK Database
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Caragana spinosaLOTUS Database
Carallia brachiataLOTUS Database
Carduus acanthoidesLOTUS Database
Carex folliculataLOTUS Database
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus lanatusLOTUS Database
Carthamus tinctoriusPlant
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
Caryopteris tanguticaLOTUS Database
Cassia absuPlant
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Centaurea alexandrinaLOTUS Database
Centaurea bracteata Scop.KNApSAcK Database
Centaurea collinaLOTUS Database
Centaurea cyanusLOTUS Database
Centaurea deflexaLOTUS Database
Centaurea jaceaLOTUS Database
Centaurea pseudoscabiosaLOTUS Database
Centaurea scopariaLOTUS Database
Cephalaria giganteaLOTUS Database
Ceratonia siliquaFooDB
Chamaecrista absusKNApSAcK Database
Chamaecrista mimosoidesKNApSAcK Database
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Cheniella glaucaLOTUS Database
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chiliadenus candicansLOTUS Database
Chondrilla junceaLOTUS Database
Chromolaena odorataLOTUS Database
Chrozophora tinctoriaLOTUS Database
Chrysanthemum borealeLOTUS Database
Chrysanthemum cineraiaefoliumKNApSAcK Database
Chrysanthemum coronariumFooDB
Chrysanthemum indicumKNApSAcK Database
Chrysanthemum morifoliumKNApSAcK Database
Chrysanthemum vulgareLOTUS Database
Chrysanthemum x morifoliumPlant
Chrysothamnus viscidiflorusLOTUS Database
Cicer arietinumFooDB
Cicer flexuosumLOTUS Database
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum philippinensePlant
Cinnamomum verumFooDB
CirsiumFooDB
Cirsium japonicumLOTUS Database
Cirsium oleraceumLOTUS Database
Cirsium rhinocerosLOTUS Database
Cistus incanusLOTUS Database
Cistus laurifoliusLOTUS Database
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus sinensisLOTUS Database
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Clematis hexapetalaLOTUS Database
Cleome gynandraLOTUS Database
Clinopodium umbrosumLOTUS Database
Cocos nuciferaFooDB
Codonopsis clematideaKNApSAcK Database
Codonopsis lanceolataLOTUS Database
Codonopsis ovataLOTUS Database
Codonopsis pilosulaLOTUS Database
Codonopsis pilosula subsp. tangshenPlant
Codonopsis tangshen OLIV.KNApSAcK Database
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colchicum kotschyiLOTUS Database
Colchicum kurdicumLOTUS Database
Colchicum ritchiiLOTUS Database
Colchicum speciosumLOTUS Database
Coleus aromaticusPlant
Colocasia esculentaFooDB
Colocasia escultentaPlant
Conyza bonariensisLOTUS Database
Corchorus olitoriusFooDB
Coreopsis grandifloraLOTUS Database
Coriandrum sativumLOTUS Database
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Cosmos sulphureusLOTUS Database
Cotula cinereaLOTUS Database
Crataegus monogynaLOTUS Database
Crateva religiosaFooDB
Crepidomanes minutumLOTUS Database
Crocus sativusFooDB
Crotalaria pallidaKNApSAcK Database
Cryptomeria japonicaLOTUS Database
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativusLOTUS Database
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Cupressus torulosaLOTUS Database
Curcuma longaFooDB
Cyanthillium cinereumLOTUS Database
Cyanthillium patulumLOTUS Database
Cyclopia intermediaLOTUS Database
Cyclopia sessilifloraLOTUS Database
Cyclopia subternataLOTUS Database
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cymophyllus fraseriLOTUS Database
Cynara cardunculusFooDB
Cynara cornigeraLOTUS Database
Cynara scolymusFooDB
Cyperus alopecuroidesLOTUS Database
Cyperus conglomeratusLOTUS Database
Cyperus longusLOTUS Database
Cyperus rotundusLOTUS Database
Cyphostemma digitatumLOTUS Database
Cyrtocymura scorpioidesLOTUS Database
Cytisophyllum sessilifoliumKNApSAcK Database
Cytisus eriocarpusKNApSAcK Database
Cytisus hirsutusKNApSAcK Database
Cytisus proliferusKNApSAcK Database
Cytisus striatusKNApSAcK Database
Dalbergia lanceolariaLOTUS Database
Dalbergia odoriferaKNApSAcK Database
Dalbergia stipulaceaLOTUS Database
Daphne feddeiLOTUS Database
Daphne genkwaKNApSAcK Database
Daphne gnidiumLOTUS Database
Daphne laureolaLOTUS Database
Daphniphyllum angustifoliumLOTUS Database
Daucus carotaKNApSAcK Database
Daucus carota ssp. sativusFooDB
Deinandra pallidaLOTUS Database
Deinandra pentactisLOTUS Database
Dendroviguiera quinqueradiataLOTUS Database
Dialium excelsumLOTUS Database
Dianthus deltoidesLOTUS Database
Dicliptera chinensisLOTUS Database
Dicranoloma robustumLOTUS Database
Digitalis ciliataLOTUS Database
Digitalis ferrugineaLOTUS Database
Digitalis grandifloraLOTUS Database
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dissosteira carolinaLOTUS Database
Doronicum grandiflorumLOTUS Database
Dracocephalum multicauleLOTUS Database
Dracocephalum tanguticumLOTUS Database
Dumortiera hirsutaLOTUS Database
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
Echinochloa esculentaLOTUS Database
Echinops ritroLOTUS Database
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Elsholtzia bodinieriKNApSAcK Database
Elsholtzia ciliataLOTUS Database
Elsholtzia rugulosaLOTUS Database
Elsholtzia rugulosa Hemsl.KNApSAcK Database
Empetrum nigrumFooDB
Encelia ventorumLOTUS Database
Enhalus acoroidesKNApSAcK Database
Entada phaseoloidesLOTUS Database
Ephedra sinicaKNApSAcK Database
Epimedium acuminatumKNApSAcK Database
Epimedium brevicornumKNApSAcK Database
Epimedium coactumLOTUS Database
Epimedium dolichostemenKNApSAcK Database
Epimedium fargesiiKNApSAcK Database
Epimedium franchetiiKNApSAcK Database
Epimedium hunanenseLOTUS Database
Epimedium koreanumKNApSAcK Database
Epimedium leishanenseKNApSAcK Database
Epimedium leptorrhizumKNApSAcK Database
Epimedium membranaceumKNApSAcK Database
Epimedium myrianthumKNApSAcK Database
Epimedium pubescensKNApSAcK Database
Epimedium sagittatumKNApSAcK Database
Epimedium zhenbaenseKNApSAcK Database
Epimedium zhushanenseKNApSAcK Database
Equisetum arvenseLOTUS Database
Eragrostis tefFooDB
Eremanthus elaeagnusLOTUS Database
Eremochloa ophiuroidesLOTUS Database
Ericameria laricifoliaLOTUS Database
Erigeron annuusLOTUS Database
Erigeron canadensisLOTUS Database
Eriobotrya japonicaFooDB
Eriodictyon californicumLOTUS Database
Eruca vesicaria subsp. SativaFooDB
Erycibe expansaKNApSAcK Database
Erymophyllum tenellumLOTUS Database
Erythrophleum suaveolensKNApSAcK Database
Erythroxylum novogranatensePlant
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eupatorium albumLOTUS Database
Euphorbia condylocarpaLOTUS Database
Euphorbia hirtaLOTUS Database
Euphorbia humifusaLOTUS Database
Euphorbia polycaulisLOTUS Database
Eutrema japonicumFooDB
Fagopyrum dibotrysLOTUS Database
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ferula assa-foetidaLOTUS Database
Ficus caricaFooDB
Ficus cordataKNApSAcK Database
Ficus glumosaLOTUS Database
Ficus pumilaLOTUS Database
Filipendula ulmariaLOTUS Database
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fouquieria splendensLOTUS Database
Fragaria x ananassaFooDB
Fumaria capreolataPlant
Fumaria officinalisPlant
Fumaria schleicheriPlant
Fumaria vaillantiiPlant
Gahnia deustaLOTUS Database
Galega officinalisKNApSAcK Database
Galla chinensis-
Garcinia bracteataKNApSAcK Database
Garcinia bracteata (nom. inval.)Plant
Garcinia mangostanaFooDB
Garcinia xipshuanbannaensisKNApSAcK Database
Gaylussacia baccataFooDB
Genista acanthocladaKNApSAcK Database
Genista carpetanaKNApSAcK Database
Genista corsicaKNApSAcK Database
Genista depressaKNApSAcK Database
Genista feroxKNApSAcK Database
Genista januensisKNApSAcK Database
Genista lydiaKNApSAcK Database
Genista morisiiKNApSAcK Database
Genista nissanaKNApSAcK Database
Genista obtusirameaKNApSAcK Database
Genista pilosaKNApSAcK Database
Genista sagittalisKNApSAcK Database
Genista scorpiusKNApSAcK Database
Genista sessilifoliaLOTUS Database
Genista spartioidesKNApSAcK Database
Genista stenopetalaKNApSAcK Database
Genista teretifoliaKNApSAcK Database
Genista tinctoriaKNApSAcK Database
Genista triacanthosKNApSAcK Database
Genista versicolorKNApSAcK Database
Gentiana arisanensisKNApSAcK Database
Gentianopsis paludosaKNApSAcK Database
Ginkgo bilobaKNApSAcK Database
Glandularia hybridaLOTUS Database
Glechoma hederaceaLOTUS Database
Gleditsia australisKNApSAcK Database
Gleditsia triacanthosKNApSAcK Database
Globularia alypumLOTUS Database
Globularia bisnagaricaLOTUS Database
Glossogyne tenuifoliaLOTUS Database
Glycine maxFooDB
Gochnatia hypoleucaLOTUS Database
Gonocytisus angulatusKNApSAcK Database
GossypiumFooDB
Grifola frondosaFooDB
Gutierrezia sarothraeLOTUS Database
Gymnosperma glutinosumLOTUS Database
Halenia corniculataLOTUS Database
Halenia ellipticaLOTUS Database
Halophila johnsoniiKNApSAcK Database
Halostachys caspicaLOTUS Database
Hazardia squarrosaLOTUS Database
Hedysarum alpinumFooDB
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Helichrysum arenariumLOTUS Database
Helichrysum armeniumLOTUS Database
Helichrysum forskahliiLOTUS Database
Helichrysum stoechasLOTUS Database
Hesperolaburnum platycarpumKNApSAcK Database
Hibiscus sabbariffaFooDB
Hieracium gymnocephalumLOTUS Database
Hieracium naegelianumLOTUS Database
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Houttuynia cordataKNApSAcK Database
Hyacinthoides non-scriptaLOTUS Database
Hyparrhenia hirtaLOTUS Database
Hypericum adenotrichumLOTUS Database
Hypericum brasilienseLOTUS Database
Hypericum perforatumLOTUS Database
Hypericum sampsoniiLOTUS Database
Hypericum scabrumLOTUS Database
Hyssopus officinalis L.FooDB
Ilex leucocladaLOTUS Database
Illicium verumFooDB
Inula britannicaKNApSAcK Database
Inula japonicaKNApSAcK Database
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Isodon oresbiusLOTUS Database
Isodon rubescensLOTUS Database
Isoplexis chalcanthaLOTUS Database
Itea parvifloraLOTUS Database
Ixeridium laevigatumLOTUS Database
Ixora coccineaLOTUS Database
Jacaranda decurrensLOTUS Database
Jasione montanaLOTUS Database
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Juncus effususKNApSAcK Database
Juniperus chinensisLOTUS Database
Kalanchoe laciniataLOTUS Database
Kalanchoe pinnataLOTUS Database
Keiskea japonicaLOTUS Database
Klasea flavescensLOTUS Database
Kummerowia striataKNApSAcK Database
Lablab purpureusFooDB
Lactuca formosanaLOTUS Database
Lactuca indicaKNApSAcK Database
Lactuca perennis L.LOTUS Database
Lactuca sativaFooDB
Lactuca serriolaLOTUS Database
Lactuca tataricaLOTUS Database
Lactuca vimineaLOTUS Database
Lagenaria sicerariaFooDB
Laggera alataLOTUS Database
Lagotis yunnanensisLOTUS Database
Laguncularia racemosaLOTUS Database
Lantana montevidensisLOTUS Database
Lapsana communis L.LOTUS Database
Lathyrus laxiflorusLOTUS Database
Lathyrus pratensisKNApSAcK Database
Lathyrus sativusFooDB
Launaea arborescensLOTUS Database
Laurus nobilis L.FooDB
Lavandula angustifoliaLOTUS Database
Lavandula dentataLOTUS Database
Lawsonia albaPlant
Lawsonia inermisPlant
Leandra lacunosaLOTUS Database
Leiothrix curvifoliaKNApSAcK Database
Lens culinarisKNApSAcK Database
Lentinus edodesFooDB
Leontodon autumnalisKNApSAcK Database
Leontodon saxatilisLOTUS Database
Leonurus japonicusLOTUS Database
Lepidium sativumFooDB
Lespedeza virgataLOTUS Database
Levisticum officinaleFooDB
Ligustrum japonicumLOTUS Database
Ligustrum vulgareLOTUS Database
Limonium axillareLOTUS Database
Limonium sinenseLOTUS Database
Linaria macrouraLOTUS Database
Linum austriacum subsp.glaucescensPlant
Linum hirsutum subsp.anatolicumPlant
Linum tenuifoliumPlant
Linum usitatissimumFooDB
Lippia graveolensLOTUS Database
Lippia origanoidesLOTUS Database
Lippia sidoidesKNApSAcK Database
Litchi chinensisFooDB
Lomatogonium rotatumLOTUS Database
Lonicera fulvotomentosaKNApSAcK Database
Lonicera japonicaKNApSAcK Database
Lonicera microphyllaLOTUS Database
Lophira lanceolataLOTUS Database
Lorandersonia pulchellaLOTUS Database
Lotus uliginosusLOTUS Database
Luetkea pectinataLOTUS Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
Lupinus arboreusKNApSAcK Database
Lupinus luteusLOTUS Database
Lupinus polyphyllusKNApSAcK Database
Lupinus sericeusKNApSAcK Database
Luzula multifloraKNApSAcK Database
Lychnis flos-cuculi L.KNApSAcK Database
Lychnophora ericoidesLOTUS Database
Lycopus asperLOTUS Database
Lycopus europaeusLOTUS Database
Lycopus lucidusLOTUS Database
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Macfadyena unguis-catiLOTUS Database
Machilus philippinensisKNApSAcK Database
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaKNApSAcK Database
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Marchantia paleaceaLOTUS Database
Marchantia polymorphaLOTUS Database
Marrubium vulgareLOTUS Database
Matricaria chamomillaKNApSAcK Database
Matricaria matricarioidesLOTUS Database
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago arabicaKNApSAcK Database
Medicago arboreaLOTUS Database
Medicago coronataKNApSAcK Database
Medicago laciniataKNApSAcK Database
Medicago littoralisKNApSAcK Database
Medicago marinaKNApSAcK Database
Medicago minimaKNApSAcK Database
Medicago orbicularisKNApSAcK Database
Medicago sativaKNApSAcK Database
Medicago truncatulaKNApSAcK Database
Meehania urticifoliaLOTUS Database
Melanargia galatheaLOTUS Database
Melissa officinalisLOTUS Database
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha piperitaLOTUS Database
Mentha pulegiumLOTUS Database
Mentha spicataFooDB
Mentha x piperitaFooDB
Merremia tridentataKNApSAcK Database
Mespilus germanicaFooDB
Metroxylon saguFooDB
Micromeria graecaLOTUS Database
Microtoena prainianaKNApSAcK Database
Mimosa diplotrichaLOTUS Database
Mirabilis viscosaLOTUS Database
Momordica charantiaFooDB
MorchellaceaeFooDB
Morella rubraFooDB
Morinda morindoidesLOTUS Database
Moringa oleiferaPlant
Moringa peregrinaPlant
Moringa stenopetalaPlant
MorusFooDB
Morus nigraFooDB
Mosla chinensisLOTUS Database
Mosla diantheraLOTUS Database
Musa acuminataFooDB
Musa x paradisiacaFooDB
Myoporum bontioidesKNApSAcK Database
Myoporum tenuifoliumLOTUS Database
MyricaFooDB
Myristica fragransFooDB
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Newbouldia laevisLOTUS Database
Notholaena californicaKNApSAcK Database
Notobasis syriacaLOTUS Database
Nuphar luteaFooDB
Nymphaea albaKNApSAcK Database
Ocimum americanumLOTUS Database
Ocimum americanum L.var.pilosum (Willd.) PatonKNApSAcK Database
Ocimum basilicumFooDB
Ocimum basilicum L.KNApSAcK Database
Ocimum gratissimumLOTUS Database
Ocimum tenuiflorumLOTUS Database
Ocimum x citriodorum Vis.KNApSAcK Database
Oenothera biennisFooDB
Oenothera triangulataLOTUS Database
Olea europaeaFooDB
Ononis spinosaKNApSAcK Database
Onopordum acaulonLOTUS Database
Onosma heterophyllaLOTUS Database
Ophioglossum petiolatumLOTUS Database
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum dictamnusPlant
Origanum majoranaFooDB
Origanum majoricumPlant
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Osmanthus fortuneiLOTUS Database
Osmanthus fragransLOTUS Database
Osmanthus heterophyllusLOTUS Database
Oxytropis falcataLOTUS Database
Pachyrhizus erosusFooDB
Pallenis hierochunticaLOTUS Database
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
PapaverFooDB
Papaver macrostomumLOTUS Database
Papaver rhoeasLOTUS Database
Paraburkholderia phymatum-
Parkinsonia aculeataKNApSAcK Database
Paronychia kapelaLOTUS Database
Passiflora edulisFooDB
Passiflora foetidaLOTUS Database
Passiflora incarnataLOTUS Database
Passiflora palmeriLOTUS Database
Passiflora sanguinolentaLOTUS Database
Passiflora sexfloraLOTUS Database
Pastinaca sativaFooDB
Paulownia tomentosaLOTUS Database
Pedalium murexLOTUS Database
Pedicularis longifloraLOTUS Database
Pedicularis longiflora var. tubiformisKNApSAcK Database
Pedicularis rexLOTUS Database
Pediomelum esculentumFooDB
Pelargonium sidoidesKNApSAcK Database
Penstemon gentianoidesLOTUS Database
Penstemon serrulatusLOTUS Database
Pentanema britannicumPlant
Pentanema montanumLOTUS Database
Pentemon gentianoides HBK-
Perideridia oreganaFooDB
Perilla frutescensLOTUS Database
Persea americanaFooDB
Persicaria lapathifoliaPlant
Petasites japonicusFooDB
Petroselinum crispumFooDB
Petunia hybridaKNApSAcK Database
Petunia x hybridaPlant
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
Phedimus kamtschaticusLOTUS Database
Phillyrea latifoliaLOTUS Database
Phlomis herba-ventiLOTUS Database
Phlomis nissoliiLOTUS Database
Phlomoides tuberosaLOTUS Database
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllocladus aspleniifoliusLOTUS Database
Phyllospadix iwatensisKNApSAcK Database
Phyllospadix japonicusKNApSAcK Database
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Picris cyanocarpaKNApSAcK Database
Picris hieracioidesLOTUS Database
Picris kamtschaticaKNApSAcK Database
Pilosella officinarumLOTUS Database
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Plantago argenteaPlant
Plantago holosteumPlant
Plantago lagopusLOTUS Database
Plantago majorKNApSAcK Database
Plantago maritimaPlant
Platycladus orientalisLOTUS Database
Platycodon grandiflorusLOTUS Database
Platypodium elegansLOTUS Database
Pleurotus ostreatusFooDB
Plicanthus hirtellusLOTUS Database
Podocarpus fasciculusKNApSAcK Database
Podocarpus macrophyllusLOTUS Database
Podocytisus caramanicusKNApSAcK Database
Pogostemon stellatusLOTUS Database
Polygonum alpinumFooDB
Polygonum amphibiumPlant
Polygonum avicularePlant
Polygonum bistortaPlant
Polygonum convolvulusPlant
Polygonum hydropiperPlant
Polygonum mitePlant
Polygonum persicariaPlant
Polylepis incanaLOTUS Database
Pongamia pinnataLOTUS Database
Populus davidianaLOTUS Database
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Premna serratifoliaLOTUS Database
Prosopis affinisKNApSAcK Database
Prosopis albaKNApSAcK Database
Prosopis argentinaKNApSAcK Database
Prosopis chilensisKNApSAcK Database
Prosopis flexuosaKNApSAcK Database
Prosopis glandulosaKNApSAcK Database
Prosopis julifloraKNApSAcK Database
Prosopis laevigataKNApSAcK Database
Prosopis nigraKNApSAcK Database
Prosopis reptansKNApSAcK Database
Prosopis ruscifoliaKNApSAcK Database
Prosopis sericanthaKNApSAcK Database
Prosopis spicigeraLOTUS Database
Prosopis strombuliferaKNApSAcK Database
Prosopis velutinaKNApSAcK Database
Prosopis vinalilloKNApSAcK Database
Prunella vulgarisKNApSAcK Database
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus tomentosaFooDB
Prunus virginianaFooDB
Pseudostellaria heterophyllaLOTUS Database
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Pteris decurrensLOTUS Database
Pteris multifidaLOTUS Database
Pterocaulon redolensLOTUS Database
Punica granatumKNApSAcK Database
Pyrrhopappus carolinianusLOTUS Database
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Ranunculus sieboldiiLOTUS Database
Raoulia monroiLOTUS Database
Raphanus sativusKNApSAcK Database
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Relhania corymbosaLOTUS Database
Reseda luteolaKNApSAcK Database
Reseda muricataLOTUS Database
Reseda muricata C.Presl.KNApSAcK Database
Rhamnus davuricaPlant
Rhaponticum carthamoidesKNApSAcK Database
Rheum rhabarbarumFooDB
Rhizogonium distichumLOTUS Database
Rhodiola crenulataKNApSAcK Database
Rhodiola roseaKNApSAcK Database
Rhodiola sachalinensisKNApSAcK Database
Rhynchosia suaveolensKNApSAcK Database
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rosmarinus officinalisKNApSAcK Database
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex acetosellaLOTUS Database
Rumex articusFooDB
Rumex dentatusPlant
Rumex pictusLOTUS Database
Rumex vesicariusPlant
Saccharum officinarumLOTUS Database
Sagittaria latifoliaFooDB
Salix acutifoliaLOTUS Database
Salix babylonicaPlant
Salix capreaLOTUS Database
Salix gilgianaLOTUS Database
Salix lindleyanaLOTUS Database
Salix matsudanaPlant
Salix pulchraFooDB
Salix purpureaLOTUS Database
Salvia aegyptiacaKNApSAcK Database
Salvia albimaculataKNApSAcK Database
Salvia candelabrumLOTUS Database
Salvia dorriiKNApSAcK Database
Salvia elegansFooDB
Salvia fruticosaLOTUS Database
Salvia hispanicaFooDB
Salvia horminumKNApSAcK Database
Salvia hypoleucaKNApSAcK Database
Salvia lavandulaefoliaKNApSAcK Database
Salvia lavandulifoliaKNApSAcK Database
Salvia limbataKNApSAcK Database
Salvia montbretiiLOTUS Database
Salvia nemorosaLOTUS Database
Salvia nutansKNApSAcK Database
Salvia officinalisKNApSAcK Database
Salvia palaestinaKNApSAcK Database
Salvia pedicellataKNApSAcK Database
Salvia pinnataKNApSAcK Database
Salvia pratensisKNApSAcK Database
Salvia rosmarinusFooDB
Salvia sclareaLOTUS Database
Salvia stamineaKNApSAcK Database
Salvia tomentosaLOTUS Database
Salvia yosgadensisLOTUS Database
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Sandersonia aurantiacaLOTUS Database
Santolina pinnataLOTUS Database
Satureja cuneifoliaLOTUS Database
Satureja hortensis L.FooDB
Satureja montanaFooDB
Satureja subspicataKNApSAcK Database
Saussurea medusaKNApSAcK Database
Saussurea superbaLOTUS Database
Schizonepeta tenuifoliaKNApSAcK Database
Scoparia dulcisLOTUS Database
Scorzonera hispanicaFooDB
Scorzoneroides autumnalisPlant
Scutellaria barbataLOTUS Database
Scutellaria discolorLOTUS Database
Scutellaria indicaLOTUS Database
Scutellaria ovataLOTUS Database
Secale cerealeFooDB
Sechium eduleFooDB
Sedum takesimense NakaiKNApSAcK Database
Senna alataLOTUS Database
Senna didymobotryaKNApSAcK Database
Senna siameaKNApSAcK Database
Senna spectabilisPlant
Serratula coronataLOTUS Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sideritis argosphacelus var. spicataKNApSAcK Database
Sideritis creticaLOTUS Database
Sideritis infernalisLOTUS Database
Sideritis leucanthaLOTUS Database
Sideritis raeseriLOTUS Database
Silybum marianumLOTUS Database
Sinapis albaFooDB
Sinningia cardinalisLOTUS Database
Sinocrassula indicaKNApSAcK Database
Siphonostegia chinensisLOTUS Database
SisymbriumFooDB
Smilax corbulariaLOTUS Database
Smilax ripariaKNApSAcK Database
Solanum lycopersicumFooDB
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Solanum melongenaFooDB
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Solanum tuberosumFooDB
Sonchus maritimusLOTUS Database
Sonchus mauritanicusLOTUS Database
Sonchus oleraceusLOTUS Database
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Spinacia oleraceaFooDB
Spiraea hypericifoliaLOTUS Database
Stachys aegyptiacaLOTUS Database
Stachys ocymastrumLOTUS Database
Stevia rebaudianaPlant
Stifftia chrysanthaLOTUS Database
Striga asiaticaLOTUS Database
Striga gesnerioidesLOTUS Database
Strobilanthes crispusPlant
Symphyopappus compressusLOTUS Database
Symphyotrichum eatoniiLOTUS Database
Symphyotrichum subulatumLOTUS Database
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Syringa persicaLOTUS Database
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Tanacetum corymbosumLOTUS Database
Tanacetum partheniumLOTUS Database
Tanacetum polycephalumLOTUS Database
Tanacetum vulgareLOTUS Database
Taraxacum officinaleKNApSAcK Database
Taraxacum sinicumLOTUS Database
Tarchonanthus camphoratusLOTUS Database
Taxus chinensisKNApSAcK Database
Taxus fuanaKNApSAcK Database
Taxus wallichiana var. yunnanensisPlant
Taxus yunnanensisKNApSAcK Database
Terminalia arjunaLOTUS Database
Tetragonia tetragonioidesFooDB
Teucrium hircanicumLOTUS Database
ThelespermaFooDB
Theobroma cacaoFooDB
Theobroma cacao L.KNApSAcK Database
Thermopsis dolichocarpaKNApSAcK Database
Thermopsis macrophyllaKNApSAcK Database
Thermopsis mollisKNApSAcK Database
Thermopsis rhombifoliaKNApSAcK Database
Thermopsis villosaKNApSAcK Database
Thymbra capitataLOTUS Database
Thymbra spicataLOTUS Database
Thymus comosusPlant
Thymus herba-baronaLOTUS Database
Thymus numidicusPlant
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tiarella trifoliataLOTUS Database
Tilia cordataFooDB
Tilia L.FooDB
Tilia tomentosaLOTUS Database
Tinospora crispaLOTUS Database
Tithonia diversifoliaLOTUS Database
Todaroa aureaLOTUS Database
Trachelospermum jasminoidesLOTUS Database
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Tragopogon pratensisLOTUS Database
Trichostema lanatumLOTUS Database
Trifolium apertumLOTUS Database
Trifolium pannonicumKNApSAcK Database
Trifolium pratensePlant
Trifolium repensPlant
Trifolium subterraneumKNApSAcK Database
Trifolium trichocephalumLOTUS Database
Trigonella foenum-graecumKNApSAcK Database
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Turnera diffusaPlant
Turnera subulataPlant
Typha angustifoliaFooDB
Urospermum picroidesLOTUS Database
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
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Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
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Vachellia tortilisLOTUS Database
Valeriana amurensisKNApSAcK Database
Valerianella locustaFooDB
VanillaFooDB
Vellozia epidendroidesLOTUS Database
Verbascum lychnitisLOTUS Database
Verbascum phlomoidesLOTUS Database
Verbascum sinaiticumKNApSAcK Database
Verbascum songaricumLOTUS Database
Verbena officinalisPlant
Vernonia amygdalinaLOTUS Database
Vernonia leopoldiLOTUS Database
Vernonia pectoralisKNApSAcK Database
Veronica chamaedrysPlant
Veronica officinalisPlant
Veronica orchideaPlant
Veronica spicataLOTUS Database
Veronica teucriumPlant
Viburnum cinnamomifoliumLOTUS Database
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Vicia americanaKNApSAcK Database
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Vicia balansaeKNApSAcK Database
Vicia benghalensisKNApSAcK Database
Vicia ciceroideaKNApSAcK Database
Vicia craccaKNApSAcK Database
Vicia dumetorumKNApSAcK Database
Vicia epetiolarisKNApSAcK Database
Vicia erviliaKNApSAcK Database
Vicia fabaKNApSAcK Database
Vicia floridanaKNApSAcK Database
Vicia glaucaKNApSAcK Database
Vicia hirsutaKNApSAcK Database
Vicia michauxiiKNApSAcK Database
Vicia minutifloraKNApSAcK Database
Vicia mollisKNApSAcK Database
Vicia monanthaKNApSAcK Database
Vicia multijugaKNApSAcK Database
Vicia ochroleucaKNApSAcK Database
Vicia onobrychioidesKNApSAcK Database
Vicia pannonicaKNApSAcK Database
Vicia pinetorumKNApSAcK Database
Vicia siculaKNApSAcK Database
Vicia splendensKNApSAcK Database
Vicia subvillosaLOTUS Database
Vicia sylvaticaKNApSAcK Database
Vicia tenuifoliaKNApSAcK Database
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Vigna mungoFooDB
Vigna radiataFooDB
Vigna trilobataKNApSAcK Database
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
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Viola arvensisLOTUS Database
Viola reichenbachianaLOTUS Database
Vitex agnus-castusLOTUS Database
Vitex negundoLOTUS Database
Vitex quinataLOTUS Database
Vitex trifoliaLOTUS Database
VitisFooDB
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Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis vinifera L.FooDB
Volutaria crupinoidesLOTUS Database
Wikstroemia canescensLOTUS Database
Wilbrandia ebracteataLOTUS Database
Wunderlichia crulsianaLOTUS Database
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Zea maysKNApSAcK Database
Zea mays L.Plant
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ZizaniaFooDB
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Ziziphus zizyphusFooDB
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).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavones
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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point329.5 °CNot Available
Boiling Point616.00 to 617.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility387.5 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.53Perrissoud, 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
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.73ALOGPS
logP2.4ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)6.57ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity74.89 m³·mol⁻¹ChemAxon
Polarizability27.73 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0005800
DrugBank IDNot Available
Phenol Explorer Compound ID229
FoodDB IDFDB021653
KNApSAcK IDC00000674
Chemspider ID4444102
KEGG Compound IDC01514
BioCyc ID5734-TETRAHYDROXYFLAVONE
BiGG IDNot Available
Wikipedia LinkLuteolin
METLIN IDNot Available
PubChem Compound5280445
PDB IDLU2
ChEBI ID15864
Good Scents IDrw1504531
References
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]