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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:49 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003312

Secondary Accession Numbers

HMDB03312

Metabolite Identification

Common Name

Daidzein

Description

Daidzein is one of several known isoflavones. Isoflavones compounds are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Up until recently, daidzein was considered to be one of the most important and most studied isoflavones, however more recently attention has shifted to isoflavone metabolites. Equol represents the main active product of daidzein metabolism, produced via specific microflora in the gut. The clinical effectiveness of soy isoflavones may be a function of the ability to biotransform soy isoflavones to the more potent estrogenic metabolite, equol, which may enhance the actions of soy isoflavones, owing to its greater affinity for estrogen receptors, unique antiandrogenic properties, and superior antioxidant activity. However, not all individuals consuming daidzein produce equol. Only approximately one-third to one-half of the population is able to metabolize daidzein to equol. This high variability in equol production is presumably attributable to interindividual differences in the composition of the intestinal microflora, which may play an important role in the mechanisms of action of isoflavones. But, the specific bacterial species in the colon involved in the production of equol are yet to be discovered. (PMID:18045128 , 17579894 ). Daidzein is a biomarker for the consumption of soy beans and other soy products.

Structure

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

HMDB0003312
     RDKit          3D
Daidzein
 29 31  0  0  0  0  0  0  0  0999 V2000
    0.2536   -0.0173    1.8469 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5825   -0.0359    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3798   -0.0310   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8086   -0.0043   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718    0.8437   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    0.8650   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    0.0495    0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9127    0.0692    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288   -0.8026    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788   -0.8103    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -0.0519   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837   -0.0761   -1.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -0.0815   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.1073   -1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.1131   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -0.1395   -0.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.0930    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9164   -0.0674    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144   -0.0615    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    1.4947   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.5246   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3023    0.7039    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -1.4465    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -1.4801    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102   -0.0492   -2.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -0.1232   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375    0.7609   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -0.0981    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0512    2.3322 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
 18 19  2  0
 19  2  1  0
 10  4  1  0
 19 13  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END


  Mrv1652308261919002D          

 19 21  0  0  0  0            999 V2000
   21.1299  -23.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4154  -22.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431  -23.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8444  -23.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1299  -22.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575  -23.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575  -25.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7009  -24.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4154  -23.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431  -24.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8444  -22.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2720  -23.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7009  -23.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2720  -24.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9865  -23.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1286  -25.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9865  -22.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5588  -22.2024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9865  -25.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  1  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003312

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

> <INCHI_KEY>
ZQSIJRDFPHDXIC-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.241

> <EXACT_MASS>
254.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.749073574949946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
2.730437711333333

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.96496507357039

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.476840159725478

> <JCHEM_PKA_STRONGEST_BASIC>
-5.336102454110623

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
69.70200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
daidzein

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003312
     RDKit          3D
Daidzein
 29 31  0  0  0  0  0  0  0  0999 V2000
    0.2536   -0.0173    1.8469 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5825   -0.0359    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3798   -0.0310   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8086   -0.0043   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718    0.8437   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    0.8650   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    0.0495    0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9127    0.0692    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288   -0.8026    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788   -0.8103    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -0.0519   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837   -0.0761   -1.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -0.0815   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.1073   -1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.1131   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -0.1395   -0.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.0930    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9164   -0.0674    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144   -0.0615    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    1.4947   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.5246   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3023    0.7039    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -1.4465    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -1.4801    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102   -0.0492   -2.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -0.1232   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375    0.7609   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -0.0981    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0512    2.3322 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
 18 19  2  0
 19  2  1  0
 10  4  1  0
 19 13  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 26-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-AUG-19         0                                  
HETATM    1  C   UNK     0      39.442 -44.524   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.109 -42.214   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.440 -44.524   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.776 -43.754   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      39.442 -41.444   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.774 -43.754   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.774 -46.834   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.775 -46.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.109 -43.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.440 -46.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.776 -42.214   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.108 -44.524   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.775 -44.524   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.108 -46.064   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.441 -43.754   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      30.107 -46.834   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      35.441 -42.214   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      42.110 -41.444   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      35.441 -46.834   0.000  0.00  0.00           O+0
CONECT    1    4    9                                                       
CONECT    2    5    9                                                       
CONECT    3    6   10                                                       
CONECT    4    1   11                                                       
CONECT    5    2   11                                                       
CONECT    6    3   12                                                       
CONECT    7   10   14                                                       
CONECT    8   13   19                                                       
CONECT    9    1    2   13                                                  
CONECT   10    3    7   16                                                  
CONECT   11    4    5   18                                                  
CONECT   12    6   14   15                                                  
CONECT   13    8    9   15                                                  
CONECT   14    7   12   19                                                  
CONECT   15   12   13   17                                                  
CONECT   16   10                                                            
CONECT   17   15                                                            
CONECT   18   11                                                            
CONECT   19    8   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0003312
HETATM    1  O1  UNL     1       0.254  -0.017   1.847  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.582  -0.036   0.651  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.380  -0.031  -0.338  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.809  -0.004  -0.058  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.672   0.844  -0.753  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.023   0.865  -0.485  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.549   0.049   0.475  1.00  0.00           C  
HETATM    8  O2  UNL     1      -5.913   0.069   0.748  1.00  0.00           O  
HETATM    9  C7  UNL     1      -3.729  -0.803   1.183  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.379  -0.810   0.901  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.004  -0.052  -1.662  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.284  -0.076  -1.947  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.229  -0.082  -1.023  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.571  -0.107  -1.358  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.564  -0.113  -0.396  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.891  -0.139  -0.806  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.247  -0.093   0.949  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.916  -0.067   1.289  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.914  -0.062   0.320  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.241   1.495  -1.522  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.676   1.525  -1.029  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.302   0.704   1.456  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.173  -1.446   1.947  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.731  -1.480   1.457  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.710  -0.049  -2.488  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.821  -0.123  -2.420  1.00  0.00           H  
HETATM   27  H8  UNL     1       6.338   0.761  -0.949  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.041  -0.098   1.678  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.632  -0.051   2.332  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   11   11
CONECT    4    5    5   10
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8    9
CONECT    8   22
CONECT    9   10   10   23
CONECT   10   24
CONECT   11   12   25
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   26
CONECT   15   16   17   17
CONECT   16   27
CONECT   17   18   28
CONECT   18   19   19   29
END

HMDB0003312
     RDKit          3D
Daidzein
 29 31  0  0  0  0  0  0  0  0999 V2000
    0.2536   -0.0173    1.8469 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5825   -0.0359    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3798   -0.0310   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8086   -0.0043   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6718    0.8437   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    0.8650   -0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5494    0.0495    0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9127    0.0692    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288   -0.8026    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788   -0.8103    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -0.0519   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837   -0.0761   -1.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -0.0815   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.1073   -1.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -0.1131   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -0.1395   -0.8057 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -0.0930    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9164   -0.0674    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144   -0.0615    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    1.4947   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.5246   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3023    0.7039    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -1.4465    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -1.4801    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102   -0.0492   -2.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -0.1232   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375    0.7609   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -0.0981    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.0512    2.3322 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
 18 19  2  0
 19  2  1  0
 10  4  1  0
 19 13  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4',7-Dihydroxyisoflavone	ChEBI
7,4'-Dihydroxyisoflavone	ChEBI
7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone	ChEBI
7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Daidzeol	ChEBI
Isoaurostatin	ChEBI
Diadzein	MeSH
4',7-Dihydroxy-isoflavone	HMDB

Chemical Formula

C₁₅H₁₀O₄

Average Molecular Weight

254.241

Monoisotopic Molecular Weight

254.057908802

IUPAC Name

7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

daidzein

CAS Registry Number

486-66-8

SMILES

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

InChI Identifier

InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

InChI Key

ZQSIJRDFPHDXIC-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:28197 )
isoflavones (C10208 )
Isoflavonoids (C10208 )
Isoflavonoids (LMPK12050038 )
an isoflavone (DAIDZEIN )
a 4'-hydroxyisoflavone (DAIDZEIN )

Ontology

Physiological effect

Organoleptic effect

Odor

bitter

Disposition

Biological location

Biofluid or Excreta

Non-excretory biofluid

Blood (PMID: 17449595)

Excreta

Urine (PMID: 17413104)
Feces (PMID: 27543620)

Blood (HMDB: HMDB0003312)
Urine (HMDB: HMDB0003312)

Cellular substructure

Membrane (HMDB: HMDB0003312)

Membrane (HMDB: HMDB0003312)
Cell membrane (HMDB: HMDB0003312)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003312)

Source

Exogenous

Food

Food (HMDB: HMDB0003312)
Legumes (HMDB: HMDB0003312)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)

Cereal

Cereal product

Flat bread

Crisp bread (FooDB: FOOD00640)

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)
Soy (HMDB: HMDB0003312)

Soy product

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Confectionery

Dessert

Pastry (FooDB: FOOD00641)
Cake (FooDB: FOOD00636)

Milk and milk product

Fermented milk product

Yogurt (FooDB: FOOD00620)

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Other milk product

Salted butter (FooDB: FOOD00939)

Baking good

Sauce

Sauce (FooDB: FOOD00646)

Snack

Other snack food (FooDB: FOOD00639)
Snack bar (FooDB: FOOD00701)

Dish

Other dish

Soup (FooDB: FOOD00670)
Vegetarian food (FooDB: FOOD00768)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Plant

Animal

Animal (HMDB: HMDB0003312)

Process

Not Available

Role

Biological role

anti alcoholic (HMDB: HMDB0003312)
anti arrhythmic (HMDB: HMDB0003312)
anti cancer (HMDB: HMDB0003312)
anti cephalagic (HMDB: HMDB0003312)
anti dipsomanic (HMDB: HMDB0003312)
anti estrogenic (HMDB: HMDB0003312)
anti hemolytic (HMDB: HMDB0003312)
anti inflammatory (HMDB: HMDB0003312)
anti leukemic (HMDB: HMDB0003312)
anti melanomic (HMDB: HMDB0003312)
anti microbial (HMDB: HMDB0003312)
anti mutagenic (HMDB: HMDB0003312)
anti osteoporotic (HMDB: HMDB0003312)
Antioxidant (HMDB: HMDB0003312)
anti proliferative (HMDB: HMDB0003312)
anti radicular (HMDB: HMDB0003312)
anti spasmodic (HMDB: HMDB0003312)
antitumor promoter (HMDB: HMDB0003312)
antiviral agent (HMDB: HMDB0003312)
cancer preventive (HMDB: HMDB0003312)
coronarydilator (HMDB: HMDB0003312)
estrogen agonist (HMDB: HMDB0003312)
estrogen receptor agonist (HMDB: HMDB0003312)
estrogenic (HMDB: HMDB0003312)
fungicide (HMDB: HMDB0003312)
hypotensive (HMDB: HMDB0003312)
quinone-reductase inducer (HMDB: HMDB0003312)
utero trophic (HMDB: HMDB0003312)
plant metabolite (HMDB: HMDB0003312)
phytoestrogen (HMDB: HMDB0003312)

Modulator

Inhibitor

Enzyme inhibitor

EC 1.14.14.14 (aromatase) inhibitor (HMDB: HMDB0003312)
lipase inhibitor (HMDB: HMDB0003312)
topoisomerase-II inhibitor (HMDB: HMDB0003312)
EC 5.99.1.2 (DNA topoisomerase) inhibitor (HMDB: HMDB0003312)
VEGF inhibitor (HMDB: HMDB0003312)
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor (HMDB: HMDB0003312)

Indirect biological role

antioxidant (HMDB: HMDB0003312)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antiviral agent (HMDB: HMDB0003312)
fungicide (HMDB: HMDB0003312)
antineoplastic agent (HMDB: HMDB0003312)

Pharmaceutical industry

Antineoplastic agent

Antitumor (HMDB: HMDB0003312)

Pharmaceutical (HMDB: HMDB0003312)

Biomarker

Fruits Consumption (MarkerDB: MDB00000418)
Vegetables Consumption (MarkerDB: MDB00000418)
Soy Foods Consumption (MarkerDB: MDB00000418)
Fats Consumption (MarkerDB: MDB00000418)
Dietary Fibre Consumption (MarkerDB: MDB00000418)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	323 °C	Not Available
Boiling Point	512.00 to 513.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	568.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.632 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	162.333	30932474
[M+H]+	Baker	157.233	30932474
[M-H]-	Not Available	162.333	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001941
[M+H]+	Not Available	157.233	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001941

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.085 g/L	ALOGPS
logP	3.3	ALOGPS
logP	2.73	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.48	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.7 m³·mol⁻¹	ChemAxon
Polarizability	25.75 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]+	158.356	31661259
DarkChem	[M-H]-	159.563	31661259
DeepCCS	[M+H]+	161.323	30932474
DeepCCS	[M-H]-	158.965	30932474
DeepCCS	[M-2H]-	191.851	30932474
DeepCCS	[M+Na]+	167.416	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	161.1	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	158.8	32859911
AllCCS	[M+Na-2H]-	158.0	32859911
AllCCS	[M+HCOO]-	157.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Daidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O	3825.4	Standard polar	33892256
Daidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O	2649.3	Standard non polar	33892256
Daidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O	2948.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Daidzein,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1	2919.4	Semi standard non polar	33892256
Daidzein,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1	2940.3	Semi standard non polar	33892256
Daidzein,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C=C1	2938.2	Semi standard non polar	33892256
Daidzein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O)=CC=C3C2=O)C=C1	3137.8	Semi standard non polar	33892256
Daidzein,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1	3160.2	Semi standard non polar	33892256
Daidzein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1	3414.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Daidzein GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-001j-1928000000-f956e5fd0e616ef96161	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Daidzein GC-MS (2 TMS)	splash10-000t-1619000000-eb2f87cd7d535b4d0446	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Daidzein GC-EI-TOF (Non-derivatized)	splash10-001j-1928000000-f956e5fd0e616ef96161	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Daidzein GC-MS (Non-derivatized)	splash10-000t-1619000000-eb2f87cd7d535b4d0446	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Daidzein GC-EI-TOF (Non-derivatized)	splash10-001j-1927000000-87f11afa0cde5b353147	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Daidzein GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1390000000-0ff8f0de4d2d339f9357	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Daidzein GC-MS (2 TMS) - 70eV, Positive	splash10-00gi-4229000000-71c73470904ad7b680ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Daidzein 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 - Daidzein Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0udi-0090000000-20d2c8ade6aac1f46e8a	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0udi-0970000000-a2349152106bd9da1257	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0006-9100000000-691c394958fd19d47510	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0f7x-4900000000-5acb56232432597c00e5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0pej-1930000000-89bedfb39603a12f3c75	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0a4i-0490000000-c633d3449d8bb0206fc2	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0a4i-0190000000-3a5de741e814e47d5cbe	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0a4i-0090000000-fb84819005f7f65b4fc8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-APPI-QQ (API2000) , Positive-QTOF	splash10-0a4i-0090000000-b3ae695d217c756a5f8f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 5V, Positive-QTOF	splash10-0a4i-0090000000-d25bba2f5a1ac12e3d86	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0udi-0190000000-a9b6c8c416cb482a5dc1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0089-1970000000-f6070acf0fd663c4ae6f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0uem-1900000000-fa199caebb806e9eb0f9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0a4i-0490000000-3defe1cbaf29e0cd2d1f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0a4i-1790000000-2502633932fc66220039	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0udi-0290000000-56b4c039a64ab57d3e70	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Daidzein LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Negative-QTOF	splash10-0089-2970000000-f32e85ba94cb6621d4f1	2012-08-31	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 10V, Positive-QTOF	splash10-0a4i-0090000000-7dcbed418d38de120895	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 20V, Positive-QTOF	splash10-0a4i-0090000000-c522d590074eabe8c4c4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 40V, Positive-QTOF	splash10-002r-6950000000-7b85969731514bf2d0bc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 10V, Negative-QTOF	splash10-0udi-0090000000-388d21c85a84d4e0988a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 20V, Negative-QTOF	splash10-0udi-0090000000-cc8371583b5ba50a4f0d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 40V, Negative-QTOF	splash10-0gbi-3950000000-cb120c48a579b9363f74	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 10V, Positive-QTOF	splash10-0a4i-0090000000-7dcbed418d38de120895	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daidzein 20V, Positive-QTOF	splash10-0a4i-0090000000-c522d590074eabe8c4c4	2015-05-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0426 uM	Adult (>18 years old)	Female	Normal	10778038	details
Blood	Detected and Quantified	0.0969 uM	Adult (>18 years old)	Female	Normal	10778038	details
Blood	Detected and Quantified	0.0069 uM	Adult (>18 years old)	Female	Normal	12600860	details
Blood	Detected and Quantified	0.00805 uM	Adult (>18 years old)	Female	Normal	11570994	details
Blood	Detected and Quantified	0.0237 uM	Adult (>18 years old)	Female	Normal	11570994	details
Blood	Detected and Quantified	0.0942 uM	Adult (>18 years old)	Female	Normal	11570994	details
Blood	Detected and Quantified	0.178 uM	Adult (>18 years old)	Female	Normal	11570994	details
Blood	Detected and Quantified	0.0088 uM	Adult (>18 years old)	Both	Normal	12396157	details
Blood	Detected and Quantified	0.218 uM	Adult (>18 years old)	Both	Normal	15005831	details
Blood	Detected and Quantified	0.120 +/- 0.136 uM	Adult (>18 years old)	Both	Normal	11584098	details
Blood	Detected and Quantified	0.0021 uM	Adult (>18 years old)	Female	Normal	9796633	details
Blood	Detected and Quantified	0.00367 uM	Adult (>18 years old)	Female	Normal	9796633	details
Blood	Detected and Quantified	0.00405 uM	Adult (>18 years old)	Female	Normal	20332276	details
Blood	Detected and Quantified	0.00787 uM	Adult (>18 years old)	Female	Normal	15159299	details
Blood	Detected and Quantified	0.00780 +/- 0.0110 uM	Adult (>18 years old)	Female	Normal	15623842	details
Blood	Detected and Quantified	0.112 +/- 0.188 uM	Adult (>18 years old)	Female	Normal	10778038	details
Blood	Detected and Quantified	0.018 uM	Adult (>18 years old)	Male	Normal	16205743	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.0035 (0.0031 - 0.0040) uM	Adult (>18 years old)	Male	Normal	17449595	details
Blood	Detected and Quantified	0.0031 (0.0028 - 0.0035) uM	Adult (>18 years old)	Female	Normal	17449595	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.86 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	10778038	details
Urine	Detected and Quantified	1.633 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	10778038	details
Urine	Detected and Quantified	0.0373 +/- 0.0573 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	10744130	details
Urine	Detected and Quantified	0.0373 +/- 0.0400 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	10744130	details
Urine	Detected and Quantified	0.587 +/- 0.833 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	17353586	details
Urine	Detected and Quantified	633.249 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18469267	details
Urine	Detected and Quantified	0.139 +/- 0.275 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	18791925	details
Urine	Detected and Quantified	0.187 +/- 0.394 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	18791925	details
Urine	Detected and Quantified	0.00157 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19167951	details
Urine	Detected and Quantified	0.0272 umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	17976571	details
Urine	Detected and Quantified	0.459 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15005831	details
Urine	Detected and Quantified	314.533 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18469267	details
Urine	Detected and Quantified	0.112 +/- 0.291 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	10744130	details
Urine	Detected and Quantified	1.133 +/- 1.0200 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	11584098	details
Urine	Detected and Quantified	0.026 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	20332276	details
Urine	Detected and Quantified	0.0441 umol/mmol creatinine	Children (1 - 13 years old)	Female	Normal	17366830	details
Urine	Detected and Quantified	0.0629 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	15159299	details
Urine	Detected and Quantified	0.564 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	22493748	details
Urine	Detected and Quantified	0.577 umol/mmol creatinine	Children (1-13 years old)	Female	Normal	20385037	details
Urine	Detected and Quantified	1.843 umol/mmol creatinine	Children (1-13 years old)	Female	Normal	20385037	details
Urine	Detected and Quantified	0.0672 +/- 0.104 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	0.0704 +/- 0.106 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	0.026 (0.002-0.064) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0.126 +/- 0.251 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	0.286 +/- 0.685 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	0.299 +/- 0.488 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	0.707 +/- 1.0576 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9681530	details
Urine	Detected and Quantified	1.553 +/- 1.360 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	10778038	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23657156	details
Urine	Detected and Quantified	0.036 +/- 0.008 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	10822017	details
Urine	Detected and Quantified	0.13 +/- 0.021 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	10822017	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	11410004	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	18469255	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	16920843	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	8017326	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	10798213	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	10952094	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	15506819	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	15113171	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	10527518	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	14698210	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	10509897	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	20164315	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	17579895	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	7662591	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	17499260	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	7722188	details
Urine	Detected and Quantified	0.0787 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	27273479	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	7930998	details
Urine	Detected and Quantified	0.195 +/- 0.420 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	26814424	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 394	20067656	details
Urine	Detected and Quantified	4.11 +/- 0.54 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	17413104	details
Urine	Detected and Quantified	0.0284 (0.0249-0.0324) umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	National Health a...	details
Urine	Detected and Quantified	0.0569 (0.0449-0.0729) umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	National Health a...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Urine	Detected and Quantified	2.43 +/- 0.65 umol/mmol creatinine	Adult (>18 years old)	Both	Soy consumption (ileostomies)	17413104	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Ileostomy
Walsh KR, Haak SJ, Bohn T, Tian Q, Schwartz SJ, Failla ML: Isoflavonoid glucosides are deconjugated and absorbed in the small intestine of human subjects with ileostomies. Am J Clin Nutr. 2007 Apr;85(4):1050-6. [PubMed:17413104 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB13182

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Daidzein

METLIN ID

Not Available

PubChem Compound

5281708

PDB ID

Not Available

ChEBI ID

28197

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000418

Good Scents ID

rw1504461

References

Synthesis Reference

Baker, Wilson; Robinson, Robert; Simpson, N. M. Synthetical experiments in the isoflavone group. VII. Synthesis of daidzein. Journal of the Chemical Society (1933), 274-5.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Jackman KA, Woodman OL, Sobey CG: Isoflavones, equol and cardiovascular disease: pharmacological and therapeutic insights. Curr Med Chem. 2007;14(26):2824-30. [PubMed:18045128 ]
Yuan JP, Wang JH, Liu X: Metabolism of dietary soy isoflavones to equol by human intestinal microflora--implications for health. Mol Nutr Food Res. 2007 Jul;51(7):765-81. [PubMed:17579894 ]

Showing metabocard for Daidzein (HMDB0003312)

MOL for HMDB0003312 (Daidzein)

3D MOL for HMDB0003312 (Daidzein)

3D SDF for HMDB0003312 (Daidzein)

3D-SDF for HMDB0003312 (Daidzein)

PDB for HMDB0003312 (Daidzein)

3D PDB for HMDB0003312 (Daidzein)

SMILES for HMDB0003312 (Daidzein)

INCHI for HMDB0003312 (Daidzein)

Structure for HMDB0003312 (Daidzein)

3D Structure for HMDB0003312 (Daidzein)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra