NP-MRD: Showing NP-Card for Myricetin (NP0000618)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2006-05-22 15:12:08 UTC

Updated at

2024-04-19 10:06:09 UTC

NP-MRD ID

NP0000618

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Myricetin

Description

Myricetin, also known as cannabiscetin or myricetol, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, myricetin is considered to be a flavonoid lipid molecule. A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. Myricetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Myricetin is found, on average, in the highest concentration within a few different foods, such as common walnuts, carobs, and fennels and in a lower concentration in welsh onions, yellow bell peppers, and jutes. Myricetin has also been detected, but not quantified in several different foods, such as napa cabbages, sesames, mixed nuts, lichee, and garden cress.

Structure

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

HMDB0002755
     RDKit          3D
Myricetin
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.2196   -2.9621    0.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -1.8127    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -1.6503    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373   -2.8257    0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.4109    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055   -0.0715    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8373    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.5213    0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254   -1.3257    1.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3280    0.5959    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808    0.8987    0.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726    1.3929   -0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5099   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    1.0815   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130    0.6318    0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128    0.5034   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.6322   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0768    1.5219   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    2.6542   -0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713    0.2909   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.8904   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744   -2.0818    0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379   -0.7221    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -3.0620    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071   -1.6964    1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6262   -2.1486    1.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433    1.7192   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3138    3.1694   -1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    1.7021   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    2.6160   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1030    2.9317   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7410    0.1817   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -3.0144    0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 14  6  1  0
 23 16  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
 22 33  1  0
M  END


  Mrv1652309272007442D          

 23 25  0  0  0  0            999 V2000
 9999.6270 9997.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0536 9998.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.769310002.2630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.1966 9999.7884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.196610001.4380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2022 9997.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.773310000.2026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.202310000.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4877 9999.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4877 9998.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2022 9998.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.483110001.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.768710001.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.054110001.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.054110000.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7686 9999.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.483110000.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627910000.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9134 9999.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9134 9998.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6279 9998.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3424 9998.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3424 9999.7856    0.0000 C   0  0  0  0  0  0  0  0  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
  9  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 13  3  1  0  0  0  0
 12  5  1  0  0  0  0
 17  4  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
  1 21  2  0  0  0  0
 23 15  1  0  0  0  0
 22  2  1  0  0  0  0
 19  8  2  0  0  0  0
 11 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000618

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

> <INCHI_KEY>
IKMDFBPHZNJCSN-UHFFFAOYSA-N

> <FORMULA>
C15H10O8

> <MOLECULAR_WEIGHT>
318.2351

> <EXACT_MASS>
318.037567296

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.468621048343266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.8527341423333332

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.717616180605627

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.37283944754045

> <JCHEM_PKA_STRONGEST_BASIC>
-4.050760199655586

> <JCHEM_POLAR_SURFACE_AREA>
147.68

> <JCHEM_REFRACTIVITY>
78.8431

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
myricetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002755
     RDKit          3D
Myricetin
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.2196   -2.9621    0.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -1.8127    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -1.6503    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373   -2.8257    0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.4109    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055   -0.0715    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8373    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.5213    0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254   -1.3257    1.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3280    0.5959    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808    0.8987    0.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726    1.3929   -0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5099   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    1.0815   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130    0.6318    0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128    0.5034   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.6322   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0768    1.5219   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    2.6542   -0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713    0.2909   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.8904   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744   -2.0818    0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379   -0.7221    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -3.0620    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071   -1.6964    1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6262   -2.1486    1.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433    1.7192   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3138    3.1694   -1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    1.7021   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    2.6160   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1030    2.9317   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7410    0.1817   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -3.0144    0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 14  6  1  0
 23 16  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
 22 33  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    8665.9708662.405   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8668.6338663.953   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8669.9698670.891   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8672.6348666.272   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8672.6348669.351   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8663.3118662.405   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8660.6438667.045   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8663.3118667.036   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.9778666.266   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.9778664.726   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.3118663.956   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8671.3028668.584   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8669.9688669.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6348668.584   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.6348667.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8669.9688666.274   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8671.3028667.044   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8665.9728667.036   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8664.6388666.266   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8664.6388664.726   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9728663.956   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.3068664.726   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8667.3068666.266   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   13                                                            
CONECT    4   17                                                            
CONECT    5   12                                                            
CONECT    6   11                                                            
CONECT    7    9                                                            
CONECT    8    9   19                                                       
CONECT    9    8   10    7                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   20                                                  
CONECT   12   13   17    5                                                  
CONECT   13   12   14    3                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12    4                                                  
CONECT   18   19   23                                                       
CONECT   19   20   18    8                                                  
CONECT   20   19   21   11                                                  
CONECT   21   20   22    1                                                  
CONECT   22   21   23    2                                                  
CONECT   23   22   18   15                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0002755
HETATM    1  O1  UNL     1       2.220  -2.962   0.231  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.738  -1.813   0.160  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.323  -1.650   0.225  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.337  -2.826   0.349  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.206  -0.411   0.153  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.606  -0.071   0.204  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.557  -0.837   0.820  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.929  -0.521   0.776  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.825  -1.326   1.407  1.00  0.00           O  
HETATM   10  C7  UNL     1      -4.328   0.596   0.093  1.00  0.00           C  
HETATM   11  O4  UNL     1      -5.681   0.899   0.055  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.373   1.393  -0.541  1.00  0.00           C  
HETATM   13  O5  UNL     1      -3.873   2.510  -1.210  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.047   1.082  -0.496  1.00  0.00           C  
HETATM   15  O6  UNL     1       0.613   0.632   0.016  1.00  0.00           O  
HETATM   16  C10 UNL     1       1.913   0.503  -0.048  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.708   1.632  -0.191  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.077   1.522  -0.260  1.00  0.00           C  
HETATM   19  O7  UNL     1       4.897   2.654  -0.405  1.00  0.00           O  
HETATM   20  C13 UNL     1       4.671   0.291  -0.188  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.919  -0.890  -0.043  1.00  0.00           C  
HETATM   22  O8  UNL     1       4.574  -2.082   0.023  1.00  0.00           O  
HETATM   23  C15 UNL     1       2.538  -0.722   0.022  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.255  -3.062   0.363  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.307  -1.696   1.424  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.626  -2.149   1.921  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.043   1.719  -0.438  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.314   3.169  -1.707  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.315   1.702  -0.988  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.234   2.616  -0.249  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.103   2.932  -1.355  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.741   0.182  -0.239  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.353  -3.014   0.116  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4    5    5
CONECT    4   24
CONECT    5    6   15
CONECT    6    7    7   14
CONECT    7    8   25
CONECT    8    9   10   10
CONECT    9   26
CONECT   10   11   12
CONECT   11   27
CONECT   12   13   14   14
CONECT   13   28
CONECT   14   29
CONECT   15   16
CONECT   16   17   17   23
CONECT   17   18   30
CONECT   18   19   20   20
CONECT   19   31
CONECT   20   21   32
CONECT   21   22   23   23
CONECT   22   33
END

HMDB0002755
     RDKit          3D
Myricetin
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.2196   -2.9621    0.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -1.8127    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -1.6503    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373   -2.8257    0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.4109    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055   -0.0715    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -0.8373    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.5213    0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254   -1.3257    1.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3280    0.5959    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808    0.8987    0.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3726    1.3929   -0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735    2.5099   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    1.0815   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130    0.6318    0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128    0.5034   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.6322   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0768    1.5219   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    2.6542   -0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713    0.2909   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.8904   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744   -2.0818    0.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379   -0.7221    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -3.0620    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071   -1.6964    1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6262   -2.1486    1.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433    1.7192   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3138    3.1694   -1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    1.7021   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    2.6160   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1030    2.9317   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7410    0.1817   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -3.0144    0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23  2  1  0
 14  6  1  0
 23 16  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
 22 33  1  0
M  END

View in JSmol

Synonyms

Value	Source
3,3',4',5,5',7-Hexahydroxyflavone	ChEBI
3,5,7,3',4',5'-Hexahydroxyflavone	ChEBI
Cannabiscetin	ChEBI
Myricetol	ChEBI
3,3',4',5,5',7-Hexahydroxy-(8ci)- flavone	HMDB
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
3,3’,4’,5,5’,7-hexahydroxyflavone	HMDB
3,5,7,3’,4’,5’-hexahydroxyflavone	HMDB

Chemical Formula

C₁₅H₁₀O₈

Average Mass

318.2351 Da

Monoisotopic Mass

318.03757 Da

IUPAC Name

3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

Traditional Name

myricetin

CAS Registry Number

529-44-2

SMILES

OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C(O)=C2)=C1

InChI Identifier

InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

InChI Key

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, simulated)	Varshavi.d26			2021-09-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, experimental)	Varshavi.d26			2021-09-06	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental)	ztmnb@umsystem.edu	Sumner lab, University of Missouri	Zach Tretter	2024-01-23	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)	ztmnb@umsystem.edu	Sumner lab, University of Missouri	Zach Tretter	2024-01-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800.148940889 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201.216488466 MHz, CD₃OD, 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

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, simulated)	Varshavi.d26			2021-08-16	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	FooDB
Abelmoschus manihot	KNApSAcK Database	22123792
Abelmoschus moschatus	LOTUS Database	35616633
Abies spectabilis	LOTUS Database	35616633
Abutilon theophrasti	LOTUS Database	35616633
Acacia aroma	KNApSAcK Database	22123792
Acacia confusa	LOTUS Database	35616633
Acacia cyanophylla	KNApSAcK Database	22123792
Acacia dealbata	KNApSAcK Database	22123792
Achyrocline satureioides	LOTUS Database	35616633
Actinidia chinensis	FooDB	PHENOL EXPLORER
Agaricus bisporus	FooDB	USDA
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	USDA
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	PHENOL EXPLORER
Allium cepa L.	FooDB	USDA
Allium fistulosum	FooDB	PHENOL EXPLORER
Allium obliquum	Plant	KNApSAcK
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	PHENOL EXPLORER
Allium tuberosum	FooDB	PHENOL EXPLORER
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	USDA
Amelanchier alnifolia	FooDB	FooDB
Ampelopsis grossedentata	KNApSAcK Database	22123792
Anacardium occidentale	FooDB	PHENOL EXPLORER
Ananas comosus	FooDB	PHENOL EXPLORER
Anethum graveolens	FooDB	PHENOL EXPLORER
Angelica keiskei	FooDB	PHENOL EXPLORER
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	USDA
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apium graveolens	FooDB	USDA
Apium graveolens var. dulce	FooDB	PHENOL EXPLORER
Apium graveolens var. rapaceum	FooDB	PHENOL EXPLORER
Apium graveolens var. secalinum	FooDB	PHENOL EXPLORER
Arachis hypogaea	FooDB	PHENOL EXPLORER
Arctium lappa	FooDB	FooDB
Ardisia colorata	KNApSAcK Database	22123792
Armeria maritima	LOTUS Database	35616633
Armoracia rusticana	FooDB	PHENOL EXPLORER
Artabotrys hexapetalus	LOTUS Database	35616633
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	USDA
Artocarpus heterophyllus	FooDB	USDA
Asparagus officinalis	KNApSAcK Database	22123792
Astragalus complanatus	KNApSAcK Database	22123792
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Azadirachta indica	LOTUS Database	35616633
Baeckea frutescens	LOTUS Database	35616633
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	PHENOL EXPLORER
Beta vulgaris	FooDB	USDA
Beta vulgaris ssp. cicla	FooDB	PHENOL EXPLORER
Betula platyphylla var. japonica	KNApSAcK Database	22123792
Betula pubescens	LOTUS Database	35616633
Borago officinalis	FooDB	FooDB
Brassica alboglabra	FooDB	PHENOL EXPLORER
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	PHENOL EXPLORER
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	PHENOL EXPLORER
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	FooDB
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
Bridelia ferruginea	KNApSAcK Database	22123792
Brosimum alicastrum	FooDB	FooDB
Buchanania lanzan	KNApSAcK Database	22123792
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Camellia sinensis	LOTUS Database	35616633
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Caragana frutex	KNApSAcK Database	22123792
Caragana jubata	KNApSAcK Database	22123792
Caragana spinosa	LOTUS Database	35616633
Carica papaya L.	FooDB	USDA
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	PHENOL EXPLORER
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Catha edulis	LOTUS Database	35616633
Catharanthus roseus	LOTUS Database	35616633
Cedrus deodara	LOTUS Database	35616633
Ceratonia siliqua	KNApSAcK Database	22123792
Ceratostigma willmottianum	LOTUS Database	35616633
Cercidiphyllum japonicum	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chondropetalum deustum	LOTUS Database	35616633
Chrysanthemum coronarium	FooDB	FooDB
Chrysanthemum morifolium	LOTUS Database	35616633
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	USDA
Cichorium intybus	FooDB	USDA
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum tamala	LOTUS Database	35616633
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Cistus incanus	LOTUS Database	35616633
Cistus ladanifer	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Citrullus colocynthis	Plant	KNApSAcK
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	PHENOL EXPLORER
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	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cocos nucifera	FooDB	USDA
Coffea arabica L.	FooDB	PHENOL EXPLORER
Coffea canephora	FooDB	PHENOL EXPLORER
Colocasia esculenta	FooDB	USDA
Corchorus olitorius	FooDB	USDA
Coriandrum sativum L.	FooDB	FooDB
Corylus	FooDB	USDA
Corylus avellana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
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	FooDB
Cupressus sempervirens	LOTUS Database	35616633
Curcuma longa	FooDB	USDA
Cydonia oblonga	FooDB	PHENOL EXPLORER
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	USDA
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Davidsonia pruriens	KNApSAcK Database	22123792
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	USDA
Dioscorea bulbifera	Plant	KNApSAcK
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros glaucifolia	LOTUS Database	35616633
Diospyros kaki	FooDB	FooDB
Diospyros lotus	LOTUS Database	35616633
Diospyros virginiana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Diploknema butyracea	KNApSAcK Database	22123792
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Embelia schimperi	LOTUS Database	35616633
Empetrum nigrum	FooDB	PHENOL EXPLORER
Endosamara racemosa	LOTUS Database	35616633
Epilobium hirsutum	LOTUS Database	35616633
Eragrostis tef	FooDB	FooDB
Erica verticillata	LOTUS Database	35616633
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eskemukerjea megacarpum HARA	KNApSAcK Database	22123792
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus globulus	KNApSAcK Database	22123792
Eucheuma	FooDB	USDA
Eugenia jambolana	KNApSAcK Database	22123792
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	USDA
Euphorbia palustris	KNApSAcK Database	22123792
Euphorbia stepposa	KNApSAcK Database	22123792
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum megacarpum	LOTUS Database	35616633
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Ficus auriculata	LOTUS Database	35616633
Ficus carica	FooDB	PHENOL EXPLORER
Filipendula ulmaria	LOTUS Database	35616633
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	PHENOL EXPLORER
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Fumaria capreolata	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria schleicheri	Plant	KNApSAcK
Fumaria vaillantii	Plant	KNApSAcK
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	PHENOL EXPLORER
Ginkgo biloba	KNApSAcK Database	22123792
Glycine max	FooDB	USDA
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Guiera senegalensis	LOTUS Database	35616633
Halophila johnsonii	KNApSAcK Database	22123792
Haplopappus canescens	KNApSAcK Database	22123792
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hibiscus sabbariffa	Plant	KNApSAcK
Hibiscus sabdariffa L.	KNApSAcK Database	22123792
Hippophae rhamnoides	KNApSAcK Database	22123792
Hordeum vulgare	FooDB	FooDB
Hovenia dulcis	KNApSAcK Database	22123792
Hydrophyllum virginianum	LOTUS Database	35616633
Hypericum hirsutum	KNApSAcK Database	22123792
Hypericum montbretii	LOTUS Database	35616633
Hypericum perforatum	LOTUS Database	35616633
Hypericum scabrum	KNApSAcK Database	22123792
Hypocalyptus sophoroides	KNApSAcK Database	22123792
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Intsia bijuga	KNApSAcK Database	22123792
Intsia palembanica	KNApSAcK Database	22123792
Ipomoea aquatica	FooDB	USDA
Ipomoea batatas	FooDB	USDA
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans mandshurica	LOTUS Database	35616633
Juglans nigra	LOTUS Database	35616633
Juglans nigra L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans regia	FooDB	PHENOL EXPLORER
Kunzea ericoides	KNApSAcK Database	22123792
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	PHENOL EXPLORER
Lagenaria siceraria	FooDB	FooDB
Lagochilus platycalyx	LOTUS Database	35616633
Lathyrus aphaca	KNApSAcK Database	22123792
Lathyrus sativus	FooDB	FooDB
Lathyrus spp.	KNApSAcK Database	22123792
Laurus nobilis L.	FooDB	USDA
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Leonurus japonicus	LOTUS Database	35616633
Lepidium sativum	FooDB	USDA
Lespedeza juncea	LOTUS Database	35616633
Levisticum officinale	FooDB	FooDB
Licania pyrifolia	LOTUS Database	35616633
Limonium aureum	LOTUS Database	35616633
Limonium axillare	LOTUS Database	35616633
Limonium caspium	LOTUS Database	35616633
Limonium gmelinii	LOTUS Database	35616633
Limonium sinense	LOTUS Database	35616633
Linaria macroura	LOTUS Database	35616633
Linum usitatissimum	FooDB	FooDB
Litchi chinensis	FooDB	FooDB
Lotus corniculatus	LOTUS Database	35616633
Lotus maritimus	KNApSAcK Database	22123792
Luffa aegyptiaca	FooDB	USDA
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	USDA
Macadamia tetraphylla	FooDB	PHENOL EXPLORER
Machaerina rubiginosa	LOTUS Database	35616633
Machilus bombycina	KNApSAcK Database	22123792
Madhuca longifolia	LOTUS Database	35616633
Maesa lanceolata	LOTUS Database	35616633
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	USDA
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago arabica	KNApSAcK Database	22123792
Medicago blancheana	KNApSAcK Database	22123792
Medicago cancellata	KNApSAcK Database	22123792
Medicago cretacea	KNApSAcK Database	22123792
Medicago doliata	KNApSAcK Database	22123792
Medicago falcata	KNApSAcK Database	22123792
Medicago glomerata	KNApSAcK Database	22123792
Medicago hybrida	KNApSAcK Database	22123792
Medicago intertexta	KNApSAcK Database	22123792
Medicago laciniata	KNApSAcK Database	22123792
Medicago lupulina	KNApSAcK Database	22123792
Medicago monantha	KNApSAcK Database	22123792
Medicago monspeliaca	KNApSAcK Database	22123792
Medicago murex	KNApSAcK Database	22123792
Medicago orbicularis	KNApSAcK Database	22123792
Medicago polyceratia	KNApSAcK Database	22123792
Medicago polymorpha	KNApSAcK Database	22123792
Medicago radiata	KNApSAcK Database	22123792
Medicago rotata	KNApSAcK Database	22123792
Medicago sativa	KNApSAcK Database	22123792
Medicago scutellata	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Melaleuca ericifolia	LOTUS Database	35616633
Melaleuca quinquenervia	LOTUS Database	35616633
Melastoma malabathricum	LOTUS Database	35616633
Melilotus italica	KNApSAcK Database	22123792
Melilotus messanensis	KNApSAcK Database	22123792
Melilotus officinalis	KNApSAcK Database	22123792
Melilotus sulcatus	KNApSAcK Database	22123792
Melilotus wolgicus	KNApSAcK Database	22123792
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Millettia racemosa	KNApSAcK Database	22123792
Mimosa pudica	LOTUS Database	35616633
Momordica charantia	FooDB	USDA
Morchellaceae	FooDB	FooDB
Morella esculenta	LOTUS Database	35616633
Morella nana	LOTUS Database	35616633
Morella rubra	-	KNApSAcK
Moringa oleifera	FooDB	USDA
Moringa peregrina	Plant	KNApSAcK
Moringa stenopetala	Plant	KNApSAcK
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	PHENOL EXPLORER
Musa x paradisiaca	FooDB	FooDB
Myrica	FooDB	FooDB
Myrica cerifera	KNApSAcK Database	22123792
Myrica nagi	KNApSAcK Database	22123792
Myrica rubra	KNApSAcK Database	22123792
Myristica fragrans	FooDB	FooDB
Myrsine africana	LOTUS Database	35616633
Myrtus communis	LOTUS Database	35616633
Nageia nagi	LOTUS Database	35616633
Nekemias grossedentata	Plant	KNApSAcK
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	USDA
Nephelium lappaceum	FooDB	FooDB
Nothofagus antarctica	KNApSAcK Database	22123792
Nuphar lutea	FooDB	FooDB
Nymphaea caerulea	KNApSAcK Database	22123792
Nymphaea lotus	KNApSAcK Database	22123792
Nymphaea odorata	KNApSAcK Database	22123792
Ocimum basilicum	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Oenothera speciosa	LOTUS Database	35616633
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	USDA
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Oxycoccus quadripetalis	-	KNApSAcK
Oxytropis falcata	LOTUS Database	35616633
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Papaver	FooDB	USDA
Paronychia kapela	LOTUS Database	35616633
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	PHENOL EXPLORER
Pediomelum esculentum	FooDB	FooDB
Pelargonium reniforme	KNApSAcK Database	22123792
Peltophorum africanum	KNApSAcK Database	22123792
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	PHENOL EXPLORER
Persicaria lapathifolia	Plant	KNApSAcK
Persicaria viscosa	Plant	KNApSAcK
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	PHENOL EXPLORER
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	PHENOL EXPLORER
Phedimus kamtschaticus	LOTUS Database	35616633
Phoenix dactylifera	FooDB	PHENOL EXPLORER
Photinia melanocarpa	FooDB	PHENOL EXPLORER
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Picea abies	KNApSAcK Database	22123792
Pimenta dioica	KNApSAcK Database	22123792
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	PHENOL EXPLORER
Pinus brutia	LOTUS Database	35616633
Pinus contorta	LOTUS Database	35616633
Pinus edulis	FooDB	USDA
Pinus halepensis	LOTUS Database	35616633
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	PHENOL EXPLORER
Pisum sativum	FooDB	PHENOL EXPLORER
Platycladus orientalis	Plant	KNApSAcK
Pleurotus ostreatus	FooDB	FooDB
Plinia pinnata	KNApSAcK Database	22123792
Polygonum alpinum	FooDB	FooDB
Polygonum amphibium	Plant	KNApSAcK
Polygonum aviculare	Plant	KNApSAcK
Polygonum bistorta	Plant	KNApSAcK
Polygonum convolvulus	Plant	KNApSAcK
Polygonum equiseiforme	Plant	KNApSAcK
Polygonum hydropiper	Plant	KNApSAcK
Polygonum mite	Plant	KNApSAcK
Polygonum persicaria	Plant	KNApSAcK
Portulaca oleracea	FooDB	PHENOL EXPLORER
Posidonia oceanica	KNApSAcK Database	22123792
Pouteria sapota	FooDB	FooDB
Prosopis reptans	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
Pseudolarix amabilis	KNApSAcK Database	22123792
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	KNApSAcK Database	22123792
Pyrus communis	FooDB	PHENOL EXPLORER
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	USDA
Raphanus sativus var. longipinnatus	FooDB	PHENOL EXPLORER
Raphanus sativus var. sativus	FooDB	PHENOL EXPLORER
Rheum rhabarbarum	FooDB	FooDB
Rhododendron brachycarpum ssp.brachycarpum	KNApSAcK Database	22123792
Rhododendron calophytum	KNApSAcK Database	22123792
Rhododendron catawbiense	KNApSAcK Database	22123792
Rhododendron Cunningham's white	KNApSAcK Database	22123792
Rhododendron decorum	LOTUS Database	35616633
Rhododendron degronianum ssp. Heptamerum var. hondoense	KNApSAcK Database	22123792
Rhododendron fortunei	KNApSAcK Database	22123792
Rhododendron irroratum	LOTUS Database	35616633
Rhododendron kaempferi	KNApSAcK Database	22123792
Rhododendron ledebourii	LOTUS Database	35616633
Rhododendron luteum	LOTUS Database	35616633
Rhododendron micranthum	KNApSAcK Database	22123792
Rhododendron moulmainense	LOTUS Database	35616633
Rhododendron mucronatum	KNApSAcK Database	22123792
Rhododendron pneumonanthum	LOTUS Database	35616633
Rhododendron ponticum	KNApSAcK Database	22123792
Rhododendron praevernum	KNApSAcK Database	22123792
Rhododendron smirnowii	KNApSAcK Database	22123792
Rhododendron spinuliferum	LOTUS Database	35616633
Rhododendron ungernii	KNApSAcK Database	22123792
Rhodophyta	FooDB	USDA
Rhus coriaria	LOTUS Database	35616633
Rhus lancea	LOTUS Database	35616633
Rhus parviflora	KNApSAcK Database	22123792
Rhus wallichi	KNApSAcK Database	22123792
Ribes alpinum	LOTUS Database	35616633
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes rubrum	FooDB	PHENOL EXPLORER
Ribes uva-crispa	FooDB	PHENOL EXPLORER
Rosa	FooDB	FooDB
Rosa damascene	KNApSAcK Database	22123792
Rubus arcticus	FooDB	PHENOL EXPLORER
Rubus chamaemorus	FooDB	PHENOL EXPLORER
Rubus idaeus	FooDB	PHENOL EXPLORER
Rubus occidentalis	FooDB	PHENOL EXPLORER
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	USDA
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Rumex thyrsiflorus	Plant	KNApSAcK
Sagittaria latifolia	FooDB	USDA
Salix pulchra	FooDB	FooDB
Salix sachalinensis	LOTUS Database	35616633
Salvia elegans	FooDB	FooDB
Salvia hispanica	KNApSAcK Database	22123792
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Satureja subspicata	KNApSAcK Database	22123792
Scorzonera hispanica	FooDB	FooDB
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sedum aizoon	LOTUS Database	35616633
Sedum meyeri-johannis	LOTUS Database	35616633
Sedum takesimense Nakai	KNApSAcK Database	22123792
Semecarpus vitiensis	KNApSAcK Database	22123792
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Shuteria involucrata	LOTUS Database	35616633
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
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
Sorbus aucuparia	FooDB	PHENOL EXPLORER
Sorghum bicolor	FooDB	FooDB
Soymida febrifuga	KNApSAcK Database	22123792
Spinacia oleracea	FooDB	PHENOL EXPLORER
Streptomyces albidoflavus	LOTUS Database	35616633
Streptomyces coelicolor	LOTUS Database	35616633
Strobilanthes crispus	Plant	KNApSAcK
Syzygium aromaticum	KNApSAcK Database	22123792
Syzygium cumini	KNApSAcK Database	22123792
Syzygium grande	LOTUS Database	35616633
Syzygium jambos	FooDB	FooDB
Syzygium samarangense	KNApSAcK Database	22123792
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Taxus buccata	Plant	KNApSAcK
Taxus chinensis	KNApSAcK Database	22123792
Taxus cuspidata	Plant	KNApSAcK
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thuja orientalis	KNApSAcK Database	22123792
Thymus capitatus	Plant	KNApSAcK
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tiarella trifoliata	LOTUS Database	35616633
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trifolium pratense	Plant	KNApSAcK
Trifolium repens	KNApSAcK Database	22123792
Trigonella balansae	KNApSAcK Database	22123792
Trigonella calliceras	KNApSAcK Database	22123792
Trigonella cretica	KNApSAcK Database	22123792
Trigonella foenum-graecum	FooDB	FooDB
Trigonella geminiflora	KNApSAcK Database	22123792
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Uvaria macrophylla	LOTUS Database	35616633
Vaccinium	FooDB	USDA
Vaccinium angustifolium	FooDB	PHENOL EXPLORER
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	PHENOL EXPLORER
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium deliciosum	FooDB	PHENOL EXPLORER
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	PHENOL EXPLORER
Vaccinium ovalifolium	FooDB	PHENOL EXPLORER
Vaccinium ovatum	FooDB	PHENOL EXPLORER
Vaccinium oxycoccos	FooDB	PHENOL EXPLORER
Vaccinium parvifolium	FooDB	PHENOL EXPLORER
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	PHENOL EXPLORER
Vaccinium vitis-idaea	FooDB	PHENOL EXPLORER
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia bithynica	KNApSAcK Database	22123792
Vicia faba	KNApSAcK Database	22123792
Vicia johannis	KNApSAcK Database	22123792
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	USDA
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	USDA
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	USDA
Visnea mocanera	LOTUS Database	35616633
Vitis	FooDB	USDA
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis riparia	LOTUS Database	35616633
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Warburgia ugandensis	LOTUS Database	35616633
Witsenia maura	LOTUS Database	35616633
Xanthoceras sorbifolia	KNApSAcK Database	22123792
Xanthoceras sorbifolium	Plant	KNApSAcK
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays L.	FooDB	FooDB
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus jujuba	LOTUS Database	35616633
Ziziphus zizyphus	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyflavonol (CHEBI:18152 )
hexahydroxyflavone (CHEBI:18152 )
flavonols (C10107 )
Flavones and Flavonols (C10107 )
Flavones and Flavonols (LMPK12110001 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	357 °C	Not Available
Boiling Point	747.63 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2234 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.206 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.85	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	147.68 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.84 m³·mol⁻¹	ChemAxon
Polarizability	29.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002755

DrugBank ID

DB02375

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Myricetin

METLIN ID

3448

PubChem Compound

5281672

PDB ID

Not Available

ChEBI ID

18152

Good Scents ID

rw1261881

References

General References

Noroozi M, Burns J, Crozier A, Kelly IE, Lean ME: Prediction of dietary flavonol consumption from fasting plasma concentration or urinary excretion. Eur J Clin Nutr. 2000 Feb;54(2):143-9. [PubMed:10694785 ]
Noguchi Y, Fukuda K, Matsushima A, Haishi D, Hiroto M, Kodera Y, Nishimura H, Inada Y: Inhibition of Df-protease associated with allergic diseases by polyphenol. J Agric Food Chem. 1999 Aug;47(8):2969-72. [PubMed:10552595 ]
Tong Y, Zhou XM, Wang SJ, Yang Y, Cao YL: Analgesic activity of myricetin isolated from Myrica rubra Sieb. et Zucc. leaves. Arch Pharm Res. 2009 Apr;32(4):527-33. doi: 10.1007/s12272-009-1408-6. Epub 2009 Apr 29. [PubMed:19407970 ]
Huang JH, Huang CC, Fang JY, Yang C, Chan CM, Wu NL, Kang SW, Hung CF: Protective effects of myricetin against ultraviolet-B-induced damage in human keratinocytes. Toxicol In Vitro. 2010 Feb;24(1):21-8. doi: 10.1016/j.tiv.2009.09.015. Epub 2009 Sep 22. [PubMed:19778600 ]
Sun F, Zheng XY, Ye J, Wu TT, Wang Jl, Chen W: Potential anticancer activity of myricetin in human T24 bladder cancer cells both in vitro and in vivo. Nutr Cancer. 2012;64(4):599-606. doi: 10.1080/01635581.2012.665564. Epub 2012 Apr 6. [PubMed:22482362 ]

Showing NP-Card for Myricetin (NP0000618)

MOL for NP0000618 (Myricetin)

3D MOL for NP0000618 (Myricetin)

3D SDF for NP0000618 (Myricetin)

3D-SDF for NP0000618 (Myricetin)

PDB for NP0000618 (Myricetin)

3D PDB for NP0000618 (Myricetin)

SMILES for NP0000618 (Myricetin)

INCHI for NP0000618 (Myricetin)

Structure for NP0000618 (Myricetin)

3D Structure for NP0000618 (Myricetin)