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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:37:15 UTC

Update Date

2022-03-07 02:57:09 UTC

HMDB ID

HMDB0041702

Secondary Accession Numbers

HMDB41702

Metabolite Identification

Common Name

7,8,3',4'-Tetrahydroxyisoflavone

Description

7,8,3',4'-Tetrahydroxyisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Based on a literature review very few articles have been published on 7,8,3',4'-Tetrahydroxyisoflavone.

Structure

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

HMDB0041702
     RDKit          3D
7,8,3',4'-Tetrahydroxyisoflavone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.2063   -0.3676   -1.6100 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.2279   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    0.0103    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    0.0982    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -0.5530    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8636   -0.5074    1.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.2143    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9519    0.2721    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    0.8657   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.5913   -1.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329    0.8238   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.1547    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7366    0.0724    1.7951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -0.1536    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974   -0.2389    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.0870    1.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169   -0.4752   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9069   -0.5630   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.6329   -1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4896   -0.5489   -1.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.3117   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -1.1213    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826   -1.0474    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050    0.8119   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0239    2.0800   -1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.3464   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.3415    2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.0842    2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856   -0.4472    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035   -0.8178   -2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -0.6659   -2.6148 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 21 14  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

  Mrv0541 02271201322D          

 21 23  0  0  0  0            999 V2000
   -2.1747   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8891    0.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -2.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313    0.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122   -2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8266   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8266   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5411   -1.0536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5411   -2.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    1.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 15 19  1  0  0  0  0
 14 20  1  0  0  0  0
  4 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041702

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O

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

> <INCHI_KEY>
VMOBWBRUROXCOO-UHFFFAOYSA-N

> <FORMULA>
C15H10O6

> <MOLECULAR_WEIGHT>
286.2363

> <EXACT_MASS>
286.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.580557894129015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.123307068

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.67757378165224

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.698133093659092

> <JCHEM_PKA_STRONGEST_BASIC>
-5.390519114977695

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
73.66380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,4-dihydroxyphenyl)-7,8-dihydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041702
     RDKit          3D
7,8,3',4'-Tetrahydroxyisoflavone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.2063   -0.3676   -1.6100 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.2279   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    0.0103    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    0.0982    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -0.5530    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8636   -0.5074    1.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.2143    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9519    0.2721    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    0.8657   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.5913   -1.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329    0.8238   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.1547    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7366    0.0724    1.7951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -0.1536    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974   -0.2389    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.0870    1.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169   -0.4752   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9069   -0.5630   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.6329   -1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4896   -0.5489   -1.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.3117   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -1.1213    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826   -1.0474    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050    0.8119   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0239    2.0800   -1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.3464   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.3415    2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.0842    2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856   -0.4472    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035   -0.8178   -2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -0.6659   -2.6148 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 21 14  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.059  -1.967   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.059  -0.427   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.393   0.343   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.726   0.343   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.392  -0.427   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.392  -1.967   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.726  -2.737   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.058  -4.277   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.058  -2.737   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.275  -1.967   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.275  -0.427   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.058   0.343   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.943  -5.047   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.276  -4.277   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.276  -2.737   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.943  -1.967   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.609  -2.737   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.609  -4.277   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.610  -1.967   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.610  -5.047   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.726   1.883   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7    9                                                  
CONECT    7    1    6                                                       
CONECT    8    9                                                            
CONECT    9    6    8   10                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12    5   11                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   10   16   18                                                  
CONECT   18   13   17                                                       
CONECT   19   15                                                            
CONECT   20   14                                                            
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0041702
HETATM    1  O1  UNL     1      -0.206  -0.368  -1.610  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.395  -0.228  -0.534  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.290   0.010   0.654  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.763   0.098   0.632  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.481  -0.553   1.588  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.864  -0.507   1.618  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.555   0.214   0.661  1.00  0.00           C  
HETATM    8  O2  UNL     1      -5.952   0.272   0.676  1.00  0.00           O  
HETATM    9  C7  UNL     1      -3.808   0.866  -0.297  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.525   1.591  -1.258  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.433   0.824  -0.332  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.428   0.155   1.801  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.737   0.072   1.795  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.418  -0.154   0.680  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.797  -0.239   0.682  1.00  0.00           C  
HETATM   16  O5  UNL     1       4.491  -0.087   1.866  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.517  -0.475  -0.482  1.00  0.00           C  
HETATM   18  O6  UNL     1       5.907  -0.563  -0.491  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.866  -0.633  -1.685  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.490  -0.549  -1.694  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.769  -0.312  -0.525  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.928  -1.121   2.341  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.383  -1.047   2.406  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.405   0.812  -0.045  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.024   2.080  -1.972  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.886   1.346  -1.097  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.124   0.342   2.728  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.089   0.084   2.754  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.386  -0.447   0.393  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.403  -0.818  -2.605  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.934  -0.666  -2.615  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   12   12
CONECT    4    5    5   11
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   11   11
CONECT   10   25
CONECT   11   26
CONECT   12   13   27
CONECT   13   14
CONECT   14   15   15   21
CONECT   15   16   17
CONECT   16   28
CONECT   17   18   19   19
CONECT   18   29
CONECT   19   20   30
CONECT   20   21   21   31
END

HMDB0041702
     RDKit          3D
7,8,3',4'-Tetrahydroxyisoflavone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.2063   -0.3676   -1.6100 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.2279   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    0.0103    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633    0.0982    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -0.5530    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8636   -0.5074    1.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.2143    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9519    0.2721    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8084    0.8657   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.5913   -1.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329    0.8238   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.1547    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7366    0.0724    1.7951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183   -0.1536    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974   -0.2389    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.0870    1.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169   -0.4752   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9069   -0.5630   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.6329   -1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4896   -0.5489   -1.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.3117   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -1.1213    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826   -1.0474    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050    0.8119   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0239    2.0800   -1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    1.3464   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    0.3415    2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.0842    2.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856   -0.4472    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035   -0.8178   -2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -0.6659   -2.6148 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 11  4  1  0
 21 14  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₀O₆

Average Molecular Weight

286.2363

Monoisotopic Molecular Weight

286.047738052

IUPAC Name

3-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one

Traditional Name

3-(3,4-dihydroxyphenyl)-7,8-dihydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O

InChI Identifier

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

InChI Key

VMOBWBRUROXCOO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
1-benzopyran
Catechol
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041702)
Cell membrane (HMDB: HMDB0041702)

Excreta

Biofluid or Excreta

Urine (PMID: 11410004)

Source

Exogenous

Exogenous (HMDB: HMDB0041702)

Food

Food (HMDB: HMDB0041702)

Endogenous

Plant

Plant (HMDB: HMDB0041702)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041702)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.67	ALOGPS
logP	2.12	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.7	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.66 m³·mol⁻¹	ChemAxon
Polarizability	27.58 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.671	31661259
DarkChem	[M-H]-	165.627	31661259
DeepCCS	[M+H]+	161.711	30932474
DeepCCS	[M-H]-	159.353	30932474
DeepCCS	[M-2H]-	192.239	30932474
DeepCCS	[M+Na]+	167.804	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.6	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	162.9	32859911
AllCCS	[M+HCOO]-	162.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,8,3',4'-Tetrahydroxyisoflavone	OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O	4140.3	Standard polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone	OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O	2962.4	Standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone	OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC=C2C1=O	3064.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O	3321.3	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O)=CC=C3C2=O)=CC=C1O	3295.6	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3261.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O	3309.5	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)C=C1O	3200.1	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O	3252.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C	3118.4	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)=CC=C1O	3146.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #5	C[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)=CC=C1O	3203.2	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O[Si](C)(C)C	3091.1	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O	3064.2	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C	3020.5	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C	3067.3	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)=CC=C1O	3028.0	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C	3000.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O	3581.7	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O)=CC=C3C2=O)=CC=C1O	3548.0	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3521.1	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O	3569.7	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)C=C1O	3747.6	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O	3808.4	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3686.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)=CC=C1O	3706.5	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)=CC=C1O	3776.6	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1O[Si](C)(C)C(C)(C)C	3669.6	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O	3823.2	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3783.0	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3848.1	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)=CC=C1O	3785.8	Semi standard non polar	33892256
7,8,3',4'-Tetrahydroxyisoflavone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3909.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0390000000-51d2c5af4958bac2dcbe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone GC-MS (4 TMS) - 70eV, Positive	splash10-0kmi-1031390000-b83ad177e478647227cc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Positive-QTOF	splash10-000i-0190000000-f99bac89334caad8fa8e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Positive-QTOF	splash10-052r-0290000000-5b309ddfb221230b586b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Positive-QTOF	splash10-0ziv-9870000000-eea141f8e2cd9a80b46b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Negative-QTOF	splash10-000i-0090000000-d64e99a14e77f02dcb3a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Negative-QTOF	splash10-052r-0390000000-288c453d0208cd483dc9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Negative-QTOF	splash10-0a4i-0940000000-7ac414d9d7b8a28596cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Negative-QTOF	splash10-000i-0090000000-3713e1ac18e8a67ad454	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Negative-QTOF	splash10-000i-0090000000-8aaf44fb74ef6e35133e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Negative-QTOF	splash10-0fi0-0790000000-4c4866f19b8985a384b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 10V, Positive-QTOF	splash10-000i-0090000000-ad6070afb384abda8f3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 20V, Positive-QTOF	splash10-000i-0090000000-56380257972f0352e688	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,8,3',4'-Tetrahydroxyisoflavone 40V, Positive-QTOF	splash10-004i-3590000000-7c15271c8c56756d1ac0	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	11410004	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029867

KNApSAcK ID

Not Available

Chemspider ID

23255668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42604622

PDB ID

Not Available

ChEBI ID

88812

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 7,8,3',4'-Tetrahydroxyisoflavone (HMDB0041702)

MOL for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

3D MOL for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

3D SDF for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

3D-SDF for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

PDB for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

3D PDB for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

SMILES for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

INCHI for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

Structure for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

3D Structure for HMDB0041702 (7,8,3',4'-Tetrahydroxyisoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra