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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:34:26 UTC

Update Date

2022-03-07 02:57:07 UTC

HMDB ID

HMDB0041655

Secondary Accession Numbers

HMDB41655

Metabolite Identification

Common Name

3'-Hydroxydaidzein

Description

3'-Hydroxydaidzein 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. Thus, 3'-hydroxydaidzein is considered to be a flavonoid. 3'-Hydroxydaidzein is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3'-Hydroxydaidzein.

Structure

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

HMDB0041655
     RDKit          3D
3'-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.0239   -1.8321   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -0.7151   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807    0.4119    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    0.3901    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2663    1.0501    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377    1.0542    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986    0.3786    0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    0.3733    0.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -0.2824   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4844   -0.9794   -1.6416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740   -0.2829   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4650    1.6326    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    1.7049    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068    0.6387   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8883    0.7624   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -0.3377   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0828   -0.1587   -0.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024   -1.5650   -0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219   -1.6989   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -0.6031   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    1.5994    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326    1.5780    2.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3055   -0.1173   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.4643   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8237   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626    2.5424    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3334    1.7167    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792    0.0706   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7594   -2.4011   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -2.6421   -0.6339 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
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END


  Mrv1652310011709162D          

 20 22  0  0  0  0            999 V2000
   10.7820   -6.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7820   -6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0675   -5.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4965   -5.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4965   -7.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0675   -7.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531   -6.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2109   -6.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2109   -6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4965   -8.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531   -6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9254   -7.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6398   -6.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9254   -8.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3543   -7.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6398   -8.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3543   -8.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0688   -8.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6386   -5.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0687   -6.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  2  0  0  0  0
  7 19  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
 16 17  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041655

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H

> <INCHI_KEY>
DDKGKOOLFLYZDL-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.659207815309998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.4268723896666664

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.676157020101584

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.4751111499991385

> <JCHEM_PKA_STRONGEST_BASIC>
-5.33620244110205

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
71.68289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3',4',7-trihydroxyisoflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041655
     RDKit          3D
3'-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.0239   -1.8321   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -0.7151   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807    0.4119    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    0.3901    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2663    1.0501    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377    1.0542    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986    0.3786    0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    0.3733    0.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -0.2824   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4844   -0.9794   -1.6416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740   -0.2829   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4650    1.6326    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    1.7049    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068    0.6387   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8883    0.7624   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -0.3377   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0828   -0.1587   -0.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024   -1.5650   -0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219   -1.6989   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -0.6031   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    1.5994    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326    1.5780    2.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3055   -0.1173   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.4643   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8237   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626    2.5424    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3334    1.7167    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792    0.0706   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7594   -2.4011   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -2.6421   -0.6339 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
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

HEADER    PROTEIN                                 01-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-OCT-17         0                                  
HETATM    1  C   UNK     0      20.126 -11.404   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.126 -12.944   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.793 -10.634   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      21.460 -10.634   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      21.460 -13.714   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.793 -13.714   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.459 -11.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.794 -11.404   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.794 -12.944   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      21.460 -15.254   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      17.459 -12.944   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.127 -13.714   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.461 -12.944   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.127 -15.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.795 -13.714   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.461 -16.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.795 -15.254   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.128 -16.024   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      16.125 -10.634   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      28.128 -12.944   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2   11                                                       
CONECT    7    3   19   11                                                  
CONECT    8    4    9                                                       
CONECT    9    5   12    8                                                  
CONECT   10    5                                                            
CONECT   11    6    7                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17   20                                                  
CONECT   16   14   17                                                       
CONECT   17   15   18   16                                                  
CONECT   18   17                                                            
CONECT   19    7                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0041655
HETATM    1  O1  UNL     1      -0.024  -1.832  -0.350  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.559  -0.715  -0.168  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.181   0.412   0.090  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.620   0.390   0.167  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.266   1.050   1.192  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.638   1.054   1.302  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.399   0.379   0.360  1.00  0.00           C  
HETATM    8  O2  UNL     1      -5.773   0.373   0.456  1.00  0.00           O  
HETATM    9  C7  UNL     1      -3.748  -0.282  -0.667  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.484  -0.979  -1.642  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.374  -0.283  -0.771  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.465   1.633   0.288  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.774   1.705   0.229  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.507   0.639  -0.017  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.888   0.762  -0.071  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.700  -0.338  -0.328  1.00  0.00           C  
HETATM   17  O5  UNL     1       6.083  -0.159  -0.372  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.102  -1.565  -0.531  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.722  -1.699  -0.479  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.933  -0.603  -0.224  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.724   1.599   1.963  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.133   1.578   2.114  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.305  -0.117  -0.229  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.017  -1.464  -2.394  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.908  -0.824  -1.606  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.063   2.542   0.493  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.333   1.717   0.087  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.579   0.071  -1.216  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.759  -2.401  -0.728  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.253  -2.642  -0.634  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   12   12
CONECT    4    5    5   11
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   23
CONECT    9   10   11   11
CONECT   10   24
CONECT   11   25
CONECT   12   13   26
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   27
CONECT   16   17   18   18
CONECT   17   28
CONECT   18   19   29
CONECT   19   20   20   30
END

HMDB0041655
     RDKit          3D
3'-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
   -0.0239   -1.8321   -0.3502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -0.7151   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807    0.4119    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    0.3901    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2663    1.0501    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377    1.0542    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986    0.3786    0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    0.3733    0.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483   -0.2824   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4844   -0.9794   -1.6416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740   -0.2829   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4650    1.6326    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    1.7049    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068    0.6387   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8883    0.7624   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6997   -0.3377   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0828   -0.1587   -0.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024   -1.5650   -0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219   -1.6989   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -0.6031   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    1.5994    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326    1.5780    2.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3055   -0.1173   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.4643   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8237   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626    2.5424    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3334    1.7167    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792    0.0706   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7594   -2.4011   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -2.6421   -0.6339 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
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one	ChEBI
3',4',7-Trihydroxyisoflavone	MeSH
7,3',4'-Trihydroxyisoflavone	MeSH

Chemical Formula

C₁₅H₁₀O₅

Average Molecular Weight

270.2369

Monoisotopic Molecular Weight

270.05282343

IUPAC Name

3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one

Traditional Name

3',4',7-trihydroxyisoflavone

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H

InChI Key

DDKGKOOLFLYZDL-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

7-hydroxyisoflavones (CHEBI:50399 )
isoflavones (C14313 )
Isoflavonoids (LMPK12050055 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041655)

Biofluid or Excreta

Urine (HMDB: HMDB0041655)

Excreta

Biofluid or Excreta

Urine (PMID: 11410004)

Cellular substructure

Membrane (HMDB: HMDB0041655)

Source

Exogenous

Food

Food (HMDB: HMDB0041655)

Endogenous

Plant

Plant (HMDB: HMDB0041655)

Not Available

Nutrient (HMDB: HMDB0041655)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	572.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1188 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.580 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.05	ALOGPS
logP	2.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.48	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.68 m³·mol⁻¹	ChemAxon
Polarizability	26.66 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]+	162.697	31661259
DarkChem	[M-H]-	160.714	31661259
DeepCCS	[M+H]+	165.999	30932474
DeepCCS	[M-H]-	163.641	30932474
DeepCCS	[M-2H]-	197.188	30932474
DeepCCS	[M+Na]+	172.415	30932474
AllCCS	[M+H]+	161.0	32859911
AllCCS	[M+H-H2O]+	157.1	32859911
AllCCS	[M+NH4]+	164.6	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	161.5	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxydaidzein	OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1	4049.4	Standard polar	33892256
3'-Hydroxydaidzein	OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1	2804.6	Standard non polar	33892256
3'-Hydroxydaidzein	OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=C(O)C=C1	3092.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxydaidzein,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1	3185.5	Semi standard non polar	33892256
3'-Hydroxydaidzein,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C2=COC3=CC(O)=CC=C3C2=O)=CC=C1O	3100.2	Semi standard non polar	33892256
3'-Hydroxydaidzein,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O	3112.9	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)=COC2=C1	3117.4	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)=COC2=C1	3077.1	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C	2963.4	Semi standard non polar	33892256
3'-Hydroxydaidzein,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=COC2=C1	2952.6	Semi standard non polar	33892256
3'-Hydroxydaidzein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O)=C3)=COC2=C1	3384.6	Semi standard non polar	33892256
3'-Hydroxydaidzein,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C2=COC3=CC(O)=CC=C3C2=O)=CC=C1O	3329.8	Semi standard non polar	33892256
3'-Hydroxydaidzein,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O	3350.9	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)=COC2=C1	3615.8	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)=COC2=C1	3588.8	Semi standard non polar	33892256
3'-Hydroxydaidzein,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3511.5	Semi standard non polar	33892256
3'-Hydroxydaidzein,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)=COC2=C1	3697.9	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 - 3'-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0390000000-6c855038da9758cab7de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxydaidzein GC-MS (3 TMS) - 70eV, Positive	splash10-00di-2132900000-223dc3e8be4eb7509d8e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxydaidzein 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 40V, Negative-QTOF	splash10-01p9-0490000000-c781897b2ad783232f71	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF , Negative-QTOF	splash10-014i-0090000000-fed2e6e8e1cde5241ea2	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 30V, Negative-QTOF	splash10-000l-0090000000-19a30ebdf377ccbe424b	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 20V, Negative-QTOF	splash10-014r-0090000000-37c6f5fc192f20fe028a	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein ESI-TOF 10V, Negative-QTOF	splash10-014i-0090000000-1882606cde229ce00d52	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-01p9-0490000000-c781897b2ad783232f71	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-000l-0090000000-19a30ebdf377ccbe424b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-014r-0090000000-37c6f5fc192f20fe028a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-014i-0090000000-1882606cde229ce00d52	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-QFT 18V, positive-QTOF	splash10-00di-0090000000-97e1e95be0c57f637612	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein LC-ESI-IT 18V, positive-QTOF	splash10-0ftr-0490000000-d2087f3e7b97b4ee8a1b	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 6V, Positive-QTOF	splash10-00di-0390000000-7ec4b69686017132dc4f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOF	splash10-014r-0090000000-37c6f5fc192f20fe028a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 6V, Positive-QTOF	splash10-00di-0390000000-679ebc128e6b032f1683	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOF	splash10-014i-0090000000-1882606cde229ce00d52	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Positive-QTOF	splash10-01p9-0490000000-c781897b2ad783232f71	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3'-Hydroxydaidzein 30V, Positive-QTOF	splash10-000l-0090000000-19a30ebdf377ccbe424b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-2bf617f49da4d2c50c6c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOF	splash10-00dl-0190000000-449921d83067b7c13756	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Positive-QTOF	splash10-0kl1-7940000000-70c5f167cada0e5b7e65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Negative-QTOF	splash10-014i-0090000000-2c0864c68010bbbcd32b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Negative-QTOF	splash10-014i-0290000000-84445d4753f3b767f4a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 40V, Negative-QTOF	splash10-01ox-2980000000-b37417549df1a97858e8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-ae6e5e86465295cd0332	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxydaidzein 20V, Positive-QTOF	splash10-00di-0090000000-7e049b35e68471de57d2	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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	11410004	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	18469255	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	15506819	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	15113171	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	14698210	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 831	17499260	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5284648

PDB ID

47X

ChEBI ID

50399

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1698531

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 3'-Hydroxydaidzein (HMDB0041655)

MOL for HMDB0041655 (3'-Hydroxydaidzein)

3D MOL for HMDB0041655 (3'-Hydroxydaidzein)

3D SDF for HMDB0041655 (3'-Hydroxydaidzein)

3D-SDF for HMDB0041655 (3'-Hydroxydaidzein)

PDB for HMDB0041655 (3'-Hydroxydaidzein)

3D PDB for HMDB0041655 (3'-Hydroxydaidzein)

SMILES for HMDB0041655 (3'-Hydroxydaidzein)

INCHI for HMDB0041655 (3'-Hydroxydaidzein)

Structure for HMDB0041655 (3'-Hydroxydaidzein)

3D Structure for HMDB0041655 (3'-Hydroxydaidzein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra