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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:59 UTC

Update Date

2022-03-07 02:53:05 UTC

HMDB ID

HMDB0031715

Secondary Accession Numbers

HMDB31715

Metabolite Identification

Common Name

6-Hydroxydaidzein

Description

6-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, 6-hydroxydaidzein is considered to be a flavonoid. 6-Hydroxydaidzein has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make 6-hydroxydaidzein a potential biomarker for the consumption of these foods. 6-Hydroxydaidzein is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 6-Hydroxydaidzein.

Structure

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

HMDB0031715
     RDKit          3D
6-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.0771    1.7486    0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    0.5669    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5795   -0.4765    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0008   -0.2064    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915    0.7079    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455    0.9076    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    0.2422    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    0.4797    0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2674   -0.6713   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977   -0.8854   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -1.7658   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.0599   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0734   -1.0842   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.3896   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3157   -0.3480   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6546   -0.6617   -0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    0.9668   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8109    2.0233   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    1.2571   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.2355   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    1.2257    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    1.6323    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    1.2288   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.2068   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -1.6122   -1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -2.5511    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201   -2.4319   -0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234   -0.0197   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7952    1.8741   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    2.2740   -0.0905 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  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
 10  4  1  0
 20 13  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END

  Mrv1652310031723492D          

 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
    8.6386   -7.3469    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
 11 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031715

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O

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

> <INCHI_KEY>
GYLUFQJZYAJQDI-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.719903691855013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.4268723896666664

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.964574881342447

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.582051557346977

> <JCHEM_PKA_STRONGEST_BASIC>
-5.322125573061659

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
71.6829

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxydaidzein

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031715
     RDKit          3D
6-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.0771    1.7486    0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    0.5669    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5795   -0.4765    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0008   -0.2064    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915    0.7079    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455    0.9076    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    0.2422    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    0.4797    0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2674   -0.6713   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977   -0.8854   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -1.7658   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.0599   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0734   -1.0842   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.3896   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3157   -0.3480   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6546   -0.6617   -0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    0.9668   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8109    2.0233   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    1.2571   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.2355   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    1.2257    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    1.6323    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    1.2288   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.2068   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -1.6122   -1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -2.5511    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201   -2.4319   -0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234   -0.0197   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7952    1.8741   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    2.2740   -0.0905 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  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
 10  4  1  0
 20 13  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END

HEADER    PROTEIN                                 03-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-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      16.125 -13.714   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   20                                                  
CONECT   12    9   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   17                                                       
CONECT   17   15   18   16                                                  
CONECT   18   17                                                            
CONECT   19    7                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0031715
HETATM    1  O1  UNL     1       0.077   1.749   0.116  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.315   0.567   0.034  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.580  -0.476   0.082  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.001  -0.206   0.230  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.492   0.708   1.138  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.846   0.908   1.219  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.766   0.242   0.438  1.00  0.00           C  
HETATM    8  O2  UNL     1       6.143   0.480   0.557  1.00  0.00           O  
HETATM    9  C7  UNL     1       4.267  -0.671  -0.468  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.898  -0.885  -0.563  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.105  -1.766  -0.012  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.161  -2.060  -0.146  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.073  -1.084  -0.198  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.409  -1.390  -0.339  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.316  -0.348  -0.389  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.655  -0.662  -0.530  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.920   0.967  -0.301  1.00  0.00           C  
HETATM   18  O5  UNL     1      -4.811   2.023  -0.348  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.565   1.257  -0.159  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.667   0.235  -0.110  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.760   1.226   1.747  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.229   1.632   1.939  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.492   1.229  -0.058  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.975  -1.207  -1.093  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.579  -1.612  -1.291  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.877  -2.551   0.034  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.720  -2.432  -0.409  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.423  -0.020  -0.581  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.795   1.874  -0.449  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.254   2.274  -0.090  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   11   11
CONECT    4    5    5   10
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8    9
CONECT    8   23
CONECT    9   10   10   24
CONECT   10   25
CONECT   11   12   26
CONECT   12   13
CONECT   13   14   14   20
CONECT   14   15   27
CONECT   15   16   17   17
CONECT   16   28
CONECT   17   18   19
CONECT   18   29
CONECT   19   20   20   30
END

HMDB0031715
     RDKit          3D
6-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.0771    1.7486    0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3147    0.5669    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5795   -0.4765    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0008   -0.2064    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915    0.7079    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455    0.9076    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    0.2422    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    0.4797    0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2674   -0.6713   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977   -0.8854   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -1.7658   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -2.0599   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0734   -1.0842   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.3896   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3157   -0.3480   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6546   -0.6617   -0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9197    0.9668   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8109    2.0233   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    1.2571   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.2355   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    1.2257    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290    1.6323    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917    1.2288   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.2068   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -1.6122   -1.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -2.5511    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201   -2.4319   -0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234   -0.0197   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7952    1.8741   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    2.2740   -0.0905 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  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
 10  4  1  0
 20 13  1  0
  5 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7,4'-Trihydroxyisoflavone	ChEBI
6,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-one	HMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one	HMDB
Demethyltexasin	HMDB, MeSH
Soybean factor 2	HMDB
6-Hydroxydaidzein	ChEBI

Chemical Formula

C₁₅H₁₀O₅

Average Molecular Weight

270.2369

Monoisotopic Molecular Weight

270.05282343

IUPAC Name

6,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

6-hydroxydaidzein

CAS Registry Number

17817-31-1

SMILES

OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O

InChI Identifier

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

InChI Key

GYLUFQJZYAJQDI-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
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyisoflavones (CHEBI:74957 )
Isoflavonoids (LMPK12050102 )
a small molecule (CPD-6998 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031715)
Cell membrane (HMDB: HMDB0031715)

Excreta

Biofluid or Excreta

Urine (PMID: 11410004)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031715)

Source

Endogenous

Endogenous (HMDB: HMDB0031715)

Plant

Exogenous

Food

Food (HMDB: HMDB0031715)

Soy

Soy bean (FooDB: FOOD00085)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0031715)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0031715)
Antioxidant (HMDB: HMDB0031715)

Agriculture

Pesticide

Fungicide (HMDB: HMDB0031715)

Biological role

Anti hemolytic (HMDB: HMDB0031715)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	322 °C	Not Available
Boiling Point	587.10 °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	2.170 (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	3.08	ALOGPS
logP	2.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.58	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	26.72 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]+	161.962	31661259
DarkChem	[M-H]-	161.984	31661259
DeepCCS	[M+H]+	164.115	30932474
DeepCCS	[M-H]-	161.757	30932474
DeepCCS	[M-2H]-	194.643	30932474
DeepCCS	[M+Na]+	170.208	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
6-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O	4167.2	Standard polar	33892256
6-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O	2865.0	Standard non polar	33892256
6-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=C(O)C(O)=C2)C1=O	3074.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxydaidzein,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O)C=C3C2=O)C=C1	3142.8	Semi standard non polar	33892256
6-Hydroxydaidzein,1TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C=C1O)OC=C(C1=CC=C(O)C=C1)C2=O	3096.3	Semi standard non polar	33892256
6-Hydroxydaidzein,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)=CO2	3121.2	Semi standard non polar	33892256
6-Hydroxydaidzein,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=C(O)C=C3C2=O)C=C1	3061.1	Semi standard non polar	33892256
6-Hydroxydaidzein,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O[Si](C)(C)C)C=C3C2=O)C=C1	3033.5	Semi standard non polar	33892256
6-Hydroxydaidzein,2TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(=O)C(C1=CC=C(O)C=C1)=CO2	3008.0	Semi standard non polar	33892256
6-Hydroxydaidzein,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C2=O)C=C1	2927.5	Semi standard non polar	33892256
6-Hydroxydaidzein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O)C=C3C2=O)C=C1	3361.8	Semi standard non polar	33892256
6-Hydroxydaidzein,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)OC=C(C1=CC=C(O)C=C1)C2=O	3335.7	Semi standard non polar	33892256
6-Hydroxydaidzein,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C(=O)C(C1=CC=C(O)C=C1)=CO2	3352.7	Semi standard non polar	33892256
6-Hydroxydaidzein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C2=O)C=C1	3575.4	Semi standard non polar	33892256
6-Hydroxydaidzein,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C1	3549.6	Semi standard non polar	33892256
6-Hydroxydaidzein,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(=O)C(C1=CC=C(O)C=C1)=CO2	3547.1	Semi standard non polar	33892256
6-Hydroxydaidzein,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C1	3681.0	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 - 6-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0490000000-a1f185fa96edbcc8953f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxydaidzein GC-MS (3 TMS) - 70eV, Positive	splash10-0229-3234900000-f8b9a10d0f91aae831ef	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-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 - 6-Hydroxydaidzein ESI-TOF 50V, Negative-QTOF	splash10-014i-0950000000-d88b6d0e6c196be0a768	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 10V, Negative-QTOF	splash10-014i-0950000000-d88b6d0e6c196be0a768	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 60V, Negative-QTOF	splash10-014i-0920000000-8fc67ab4e075cb1ef684	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 40V, Negative-QTOF	splash10-006x-0890000000-e320c8ded6c2cac7e2da	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 50V, Negative-QTOF	splash10-014i-0950000000-d88b6d0e6c196be0a768	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 10V, Negative-QTOF	splash10-014i-0090000000-9c88a28592263b8079df	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 60V, Negative-QTOF	splash10-014i-0920000000-8fc67ab4e075cb1ef684	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein ESI-TOF 40V, Negative-QTOF	splash10-006x-0890000000-e320c8ded6c2cac7e2da	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-014i-0950000000-d88b6d0e6c196be0a768	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-014i-0920000000-8fc67ab4e075cb1ef684	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-TOF , negative-QTOF	splash10-006x-0890000000-e320c8ded6c2cac7e2da	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-QFT 18V, positive-QTOF	splash10-0uxr-0390000000-0ded6f74af3bcc5c49f9	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein LC-ESI-IT 18V, positive-QTOF	splash10-0uxs-0490000000-061faa4a87ef67ea63a9	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein 60V, Positive-QTOF	splash10-014i-0920000000-8fc67ab4e075cb1ef684	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein 50V, Positive-QTOF	splash10-014i-0950000000-d88b6d0e6c196be0a768	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOF	splash10-006x-0890000000-df763ebc8becfc7e2cb0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-4d73547081ecc1571e2c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Positive-QTOF	splash10-00di-0090000000-ea1191b0dca31188c43a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOF	splash10-0v00-9760000000-98680ac30908f6b30ab4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Negative-QTOF	splash10-014i-0090000000-d460abf11f0fb6445ab0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Negative-QTOF	splash10-014i-0190000000-31258eef47ef727ae699	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Negative-QTOF	splash10-002f-7940000000-14258b5d81404a258a1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-ae6e5e86465295cd0332	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 20V, Positive-QTOF	splash10-00di-0090000000-b3fd58cd48e538f6faa8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxydaidzein 40V, Positive-QTOF	splash10-0ar0-0890000000-3b6f481132e5c2abbf92	2021-09-23	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 846	11410004	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 846	18469255	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 846	15506819	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 846	15113171	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 846	14698210	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5284649

PDB ID

Not Available

ChEBI ID

74957

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1698521

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 6-Hydroxydaidzein (HMDB0031715)

MOL for HMDB0031715 (6-Hydroxydaidzein)

3D MOL for HMDB0031715 (6-Hydroxydaidzein)

3D SDF for HMDB0031715 (6-Hydroxydaidzein)

3D-SDF for HMDB0031715 (6-Hydroxydaidzein)

PDB for HMDB0031715 (6-Hydroxydaidzein)

3D PDB for HMDB0031715 (6-Hydroxydaidzein)

SMILES for HMDB0031715 (6-Hydroxydaidzein)

INCHI for HMDB0031715 (6-Hydroxydaidzein)

Structure for HMDB0031715 (6-Hydroxydaidzein)

3D Structure for HMDB0031715 (6-Hydroxydaidzein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra