MiMeDB: Showing metabocard for Myricetin (MMDBc0033688)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:59:01 UTC

Update Date

2024-09-27 20:15:54 UTC

Metabolite ID

MMDBc0033688

Metabolite 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>
MMDBc0033688

> <DATABASE_NAME>
MIME

> <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

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	MeSH, HMDB
3,3’,4’,5,5’,7-Hexahydroxyflavone	PhytoBank
3,5,7,3’,4’,5’-Hexahydroxyflavone	PhytoBank

Molecular Formula

C₁₅H₁₀O₈

Average Mass

318.2351

Monoisotopic Mass

318.037567296

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

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	45.0		0.62	94.2	uM	Adult (>18 years old)	Both	Normal	HMDB	9892086

External Links

HMDB ID

HMDB0002755

DrugBank ID

DB02375

Phenol Explorer Compound ID

FooDB 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

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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. doi: 10.1021/jf9812073. [PubMed:10552595 ]
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. doi: 10.1038/sj.ejcn.1600908. [PubMed:10694785 ]

Showing metabocard for Myricetin (MMDBc0033688)

MOL for #<Metabolite:0x00005645c6be9b70>

3D MOL for #<Metabolite:0x00005645c6be9b70>

3D SDF for #<Metabolite:0x00005645c6be9b70>

3D-SDF for #<Metabolite:0x00005645c6be9b70>

PDB for #<Metabolite:0x00005645c6be9b70>

3D PDB for #<Metabolite:0x00005645c6be9b70>

SMILES for #<Metabolite:0x00005645c6be9b70>

INCHI for #<Metabolite:0x00005645c6be9b70>

Structure for #<Metabolite:0x00005645c6be9b70>

3D Structure for #<Metabolite:0x00005645c6be9b70>