MiMeDB: Showing metabocard for Quercetin (MMDBc0031154)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:31 UTC

Update Date

2024-09-27 19:51:06 UTC

Metabolite ID

MMDBc0031154

Metabolite Identification

Common Name

Quercetin

Description

Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries. In E. coli it is metabolized by Quercetin 2,3-dioxygenase. This enzyme catalyzes the reaction Quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+. Quercetin is not a normal growth substrate for E. coli but it is found in high levels in the human gut. This enzyme may have evolved to break down quercitin to prevent its inhibition of key E. coli proteins, such as DNA gyrase.

Structure

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

HMDB0005794
     RDKit          3D
Quercetin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -2.1438   -2.7699    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.6281    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -1.4898    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -2.6475    0.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.2701    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554   -0.0580   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    1.2477   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    1.5188   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    0.4855   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    0.7308   -0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0712   -0.7933   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -1.8514   -0.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001   -1.0388   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799    0.8110    0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.7265    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    1.9159    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9084    1.8995    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433    3.0762    0.1734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.6761    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965   -0.5355    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -1.7191    0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4987    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -3.5468    0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447    2.0490   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9894    2.5404   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    1.6902   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6616   -2.8016   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205   -2.0736   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    2.8540    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8970    3.5417    1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6131    0.6100    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2878   -2.6512    0.2124 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 13  6  1  0
 22 15  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  1  0
M  END


  Mrv1652309272007442D          

 22 24  0  0  0  0            999 V2000
 9999.6614 9997.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0876 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.805210002.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.232110001.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2367 9997.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.807810000.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.236710000.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5222 9999.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2366 9998.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.517710001.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.803210001.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.088710001.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.088610000.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8031 9999.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.517710000.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.662310000.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9478 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9478 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6623 9998.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3768 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3768 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
  8  6  1  0  0  0  0
 10  5  1  0  0  0  0
 12  3  1  0  0  0  0
 11  4  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
  1 20  2  0  0  0  0
 22 14  1  0  0  0  0
 21  2  1  0  0  0  0
 18  7  2  0  0  0  0
 10 19  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031154

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H

> <INCHI_KEY>
REFJWTPEDVJJIY-UHFFFAOYSA-N

> <FORMULA>
C15H10O7

> <MOLECULAR_WEIGHT>
302.2357

> <EXACT_MASS>
302.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.535207697849263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
2.156299464

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.848394398897066

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.379031589669055

> <JCHEM_PKA_STRONGEST_BASIC>
-3.98964468301513

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
76.8622

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quercetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005794
     RDKit          3D
Quercetin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -2.1438   -2.7699    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.6281    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -1.4898    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -2.6475    0.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.2701    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554   -0.0580   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    1.2477   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    1.5188   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    0.4855   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    0.7308   -0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0712   -0.7933   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -1.8514   -0.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001   -1.0388   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799    0.8110    0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.7265    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    1.9159    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9084    1.8995    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433    3.0762    0.1734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.6761    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965   -0.5355    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -1.7191    0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4987    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -3.5468    0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447    2.0490   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9894    2.5404   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    1.6902   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6616   -2.8016   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205   -2.0736   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    2.8540    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8970    3.5417    1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6131    0.6100    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2878   -2.6512    0.2124 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 13  6  1  0
 22 15  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  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    8666.0358662.387   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8668.6978663.934   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8670.0368670.872   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8672.7008669.332   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8663.3758662.387   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8660.7088667.026   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8663.3758667.018   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0418666.248   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.0418664.708   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3758663.938   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.3668668.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8670.0338669.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.6998668.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6998667.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8670.0328666.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3668667.025   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8666.0368667.018   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8664.7038666.248   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.7038664.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.0368663.938   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8667.3708664.708   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.3708666.248   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   12                                                            
CONECT    4   11                                                            
CONECT    5   10                                                            
CONECT    6    8                                                            
CONECT    7    8   18                                                       
CONECT    8    7    9    6                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   19                                                  
CONECT   11   12   16    4                                                  
CONECT   12   11   13    3                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   18   22                                                       
CONECT   18   19   17    7                                                  
CONECT   19   18   20   10                                                  
CONECT   20   19   21    1                                                  
CONECT   21   20   22    2                                                  
CONECT   22   21   17   14                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0005794
HETATM    1  O1  UNL     1      -2.144  -2.770   0.133  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.650  -1.628   0.104  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.263  -1.490   0.051  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.460  -2.648   0.034  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.318  -0.270   0.018  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.755  -0.058  -0.038  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.252   1.248  -0.068  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.592   1.519  -0.121  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.518   0.485  -0.146  1.00  0.00           C  
HETATM   10  O3  UNL     1       5.888   0.731  -0.200  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.071  -0.793  -0.118  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.970  -1.851  -0.142  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.700  -1.039  -0.064  1.00  0.00           C  
HETATM   14  O5  UNL     1      -0.480   0.811   0.038  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.786   0.727   0.088  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.538   1.916   0.105  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.908   1.900   0.157  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.643   3.076   0.173  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.519   0.676   0.191  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.796  -0.535   0.175  1.00  0.00           C  
HETATM   21  O7  UNL     1      -4.459  -1.719   0.210  1.00  0.00           O  
HETATM   22  C15 UNL     1      -2.419  -0.499   0.123  1.00  0.00           C  
HETATM   23  H1  UNL     1       0.026  -3.547   0.059  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.545   2.049  -0.049  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.989   2.540  -0.145  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.258   1.690  -0.223  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.662  -2.802  -0.122  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.420  -2.074  -0.045  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.021   2.854   0.077  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.897   3.542   1.035  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.613   0.610   0.232  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.288  -2.651   0.212  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4    5    5
CONECT    4   23
CONECT    5    6   14
CONECT    6    7    7   13
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   11
CONECT   10   26
CONECT   11   12   13   13
CONECT   12   27
CONECT   13   28
CONECT   14   15
CONECT   15   16   16   22
CONECT   16   17   29
CONECT   17   18   19   19
CONECT   18   30
CONECT   19   20   31
CONECT   20   21   22   22
CONECT   21   32
END

HMDB0005794
     RDKit          3D
Quercetin
 32 34  0  0  0  0  0  0  0  0999 V2000
   -2.1438   -2.7699    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6502   -1.6281    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -1.4898    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -2.6475    0.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.2701    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554   -0.0580   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    1.2477   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    1.5188   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    0.4855   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    0.7308   -0.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0712   -0.7933   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -1.8514   -0.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001   -1.0388   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799    0.8110    0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.7265    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382    1.9159    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9084    1.8995    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433    3.0762    0.1734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.6761    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965   -0.5355    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588   -1.7191    0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -0.4987    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256   -3.5468    0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447    2.0490   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9894    2.5404   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    1.6902   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6616   -2.8016   -0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205   -2.0736   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210    2.8540    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8970    3.5417    1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6131    0.6100    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2878   -2.6512    0.2124 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22  2  1  0
 13  6  1  0
 22 15  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 18 30  1  0
 19 31  1  0
 21 32  1  0
M  END

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one	ChEBI
3,3',4',5,7-Pentahydroxyflavone	ChEBI
3,5,7,3',4'-Pentahydroxyflavone	ChEBI
Sophoretin	ChEBI
Xanthaurine	ChEBI
3,3',4,5,7-Pentahydroxyflavone	Kegg
Dikvertin	MeSH
2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-chromen-4-one	HMDB
3',4',5,7-Tetrahydroxyflavan-3-ol	HMDB
3',4',5,7-Tetrahydroxyflavon-3-ol	HMDB
3,4',5,5',7-Pentahydroxy-flavone	HMDB
3,5,7-Trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-ON	HMDB
Flavin meletin	HMDB
Meletin	HMDB
Quercetin dihydrate	HMDB
Quercetol	HMDB
Quertin	HMDB
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-benzopyran-4-one	PhytoBank
3,3’,4’,5,7-Pentahydroxyflavone	PhytoBank
3,5,7,3’,4’-Pentahydroxyflavone	PhytoBank
3,5,7-Trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one	PhytoBank
3'-Hydroxykaempferol	PhytoBank
3’-Hydroxykaempferol	PhytoBank
Quercetine	PhytoBank
Quertine	PhytoBank

Molecular Formula

C₁₅H₁₀O₇

Average Mass

302.2357

Monoisotopic Mass

302.042652674

IUPAC Name

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

Traditional Name

quercetin

CAS Registry Number

117-39-5

SMILES

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

InChI Identifier

InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H

InChI Key

REFJWTPEDVJJIY-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
Catechol
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

pentahydroxyflavone (CHEBI:16243 )
7-hydroxyflavonol (CHEBI:16243 )
flavonols (C00389 )
Flavones and Flavonols (C00389 )
Flavones and Flavonols (LMPK12110004 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	1.81	ALOGPS
logP	2.16	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.86 m³·mol⁻¹	ChemAxon
Polarizability	28.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

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
MMDBp0191942	Catechol O-methyltransferase	Unknown	P21964	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0195641	NAD-dependent protein deacetylase sirtuin-1	Unknown	Q96EB6	Homo sapiens
MMDBp0196927	Pirin	Unknown	O00625
MMDBp0197061	Sulfotransferase 1A3	Enzyme	P0DMM9	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
Diabetes mellitus type 2	Decreased	Association	Human Urine	HMDB	10694785

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	5	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Chicken	Unknown
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Firmicutes	1	Human feces
Archaea/Archaea	Euryarchaeota	1
Bacteria	nah	1
Bacteria/Eubacteria	Actinobacteria	3	Human ; Cattle
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Chicken	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference
General Exposome	U.S. Environmental Protection Agency	CompTox
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	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 Urine	Detected and Quantified	0.0037	0.0016			umol/mmol creatinine	Adult (>18 years old)	Both	Non-insulin dependent diabetes	HMDB	10694785
Human Urine	Detected and Quantified	0.057	0.017			umol/mmol creatinine	Adult (>18 years old)	Both	Diabetes mellitus type 2	HMDB	10694785
Human Urine	Detected and Quantified	0.0135				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	21272408
Human Urine	Detected and Quantified	0.034				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	27273479
Human Blood	Detected and Quantified			0	0.255	uM	Adult (>18 years old)	Both	Normal	HMDB	19747418
Human Urine	Detected and Quantified	0.0065	0.013			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16197573
Human Urine	Detected and Quantified			0.0110	0.248	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	26814424
Human Urine	Detected and Quantified	0.0133	0.00730			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	17538531
Human Blood	Detected and Quantified	0.0229	0.0166			uM	Adult (>18 years old)	Female	Normal	HMDB	12395214
Human Urine	Detected and Quantified	0.02666	0.01333			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	17426744
Human Blood	Detected and Quantified	0.03	0.015			uM	Adult (>18 years old)	Both	Normal	HMDB	17135030
Human Urine	Detected and Quantified	0.0400	0.0400			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16870009
Human Urine	Detected and Quantified	0.0467	0.0333			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16870009
Human Blood	Detected and Quantified	0.06	0.03			uM	Adult (>18 years old)	Both	Normal	HMDB	17135030
Human Blood	Detected and Quantified	0.0723	0.0810			uM	Adult (>18 years old)	Both	Normal	HMDB	20851305
Human Blood	Detected and Quantified	0.0802	0.0817			uM	Adult (>18 years old)	Both	Normal	HMDB	19747418
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0005794

DrugBank ID

DB04216

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Quercetin

METLIN ID

Not Available

PubChem Compound

5280343

PDB ID

QUE

ChEBI ID

16243

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Perez-Vizcaino F, Duarte J, Andriantsitohaina R: Endothelial function and cardiovascular disease: effects of quercetin and wine polyphenols. Free Radic Res. 2006 Oct;40(10):1054-65. doi: 10.1080/10715760600823128. [PubMed:17015250 ]

Showing metabocard for Quercetin (MMDBc0031154)

MOL for #<Metabolite:0x00007f9233d2da08>

3D MOL for #<Metabolite:0x00007f9233d2da08>

3D SDF for #<Metabolite:0x00007f9233d2da08>

3D-SDF for #<Metabolite:0x00007f9233d2da08>

PDB for #<Metabolite:0x00007f9233d2da08>

3D PDB for #<Metabolite:0x00007f9233d2da08>

SMILES for #<Metabolite:0x00007f9233d2da08>

INCHI for #<Metabolite:0x00007f9233d2da08>

Structure for #<Metabolite:0x00007f9233d2da08>

3D Structure for #<Metabolite:0x00007f9233d2da08>