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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:38:02 UTC

Update Date

2022-03-07 02:53:53 UTC

HMDB ID

HMDB0033860

Secondary Accession Numbers

HMDB33860

Metabolite Identification

Common Name

8-Hydroxydaidzein

Description

8-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, 8-hydroxydaidzein is considered to be a flavonoid. 8-Hydroxydaidzein has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make 8-hydroxydaidzein a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 8-Hydroxydaidzein.

Structure

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

HMDB0033860
     RDKit          3D
8-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.1281    1.8927    0.5182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399    0.7687    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607   -0.2922   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.0759   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169    0.5963    0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.8157    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.3497   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692    0.5753   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9901   -0.3267   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -0.5526   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -1.5396   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325   -1.6972   -0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.7229   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110   -0.9605    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837   -2.2236   -0.3002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4066    0.0374    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7607   -0.2113    0.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357    1.2749    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    1.5629    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098    0.5439    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.9576    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727    1.3549    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5604   -0.1242    0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5540   -0.6845   -2.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271   -1.0890   -2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -2.3523   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438   -2.9498   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4326    0.4774    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5919    2.0864    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    2.5084    0.8964 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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 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
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

  Mrv1652310011709192D          

 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
   10.0675   -4.8719    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
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033860

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2O)C1=O

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

> <INCHI_KEY>
BMZFZTMWBCFKSS-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.663264493709512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
2.4268723896666664

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.964902814600421

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.7007541937492885

> <JCHEM_PKA_STRONGEST_BASIC>
-5.390418760554791

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
71.6829

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxydaidzein

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033860
     RDKit          3D
8-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.1281    1.8927    0.5182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399    0.7687    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607   -0.2922   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.0759   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169    0.5963    0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.8157    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.3497   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692    0.5753   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9901   -0.3267   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -0.5526   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -1.5396   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325   -1.6972   -0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.7229   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110   -0.9605    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837   -2.2236   -0.3002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4066    0.0374    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7607   -0.2113    0.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357    1.2749    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    1.5629    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098    0.5439    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.9576    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727    1.3549    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5604   -0.1242    0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5540   -0.6845   -2.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271   -1.0890   -2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -2.3523   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438   -2.9498   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4326    0.4774    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5919    2.0864    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    2.5084    0.8964 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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 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
 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      18.793  -9.094   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7   20                                                  
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                                                       
CONECT   16   14   17                                                       
CONECT   17   15   18   16                                                  
CONECT   18   17                                                            
CONECT   19    7                                                            
CONECT   20    3                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0033860
HETATM    1  O1  UNL     1       0.128   1.893   0.518  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.340   0.769   0.237  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.461  -0.292  -0.138  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.923  -0.076  -0.204  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.517   0.596   0.831  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.875   0.816   0.802  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.600   0.350  -0.272  1.00  0.00           C  
HETATM    8  O2  UNL     1       5.969   0.575  -0.293  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.990  -0.327  -1.310  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.625  -0.553  -1.291  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.036  -1.540  -0.451  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.333  -1.697  -0.383  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.146  -0.723  -0.032  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.511  -0.961   0.020  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.984  -2.224  -0.300  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.407   0.037   0.385  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.761  -0.211   0.433  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.936   1.275   0.699  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.587   1.563   0.663  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.710   0.544   0.293  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.940   0.958   1.669  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.373   1.355   1.626  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.560  -0.124   0.127  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.554  -0.684  -2.137  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.127  -1.089  -2.110  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.639  -2.352  -0.744  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.344  -2.950  -0.565  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.433   0.477   0.690  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.592   2.086   0.989  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.164   2.508   0.896  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   16
CONECT   15   27
CONECT   16   17   18   18
CONECT   17   28
CONECT   18   19   29
CONECT   19   20   20   30
END

HMDB0033860
     RDKit          3D
8-Hydroxydaidzein
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.1281    1.8927    0.5182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399    0.7687    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607   -0.2922   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.0759   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169    0.5963    0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748    0.8157    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    0.3497   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692    0.5753   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9901   -0.3267   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -0.5526   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -1.5396   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325   -1.6972   -0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.7229   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110   -0.9605    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837   -2.2236   -0.3002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4066    0.0374    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7607   -0.2113    0.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357    1.2749    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    1.5629    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098    0.5439    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.9576    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727    1.3549    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5604   -0.1242    0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5540   -0.6845   -2.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271   -1.0890   -2.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -2.3523   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438   -2.9498   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4326    0.4774    0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5919    2.0864    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635    2.5084    0.8964 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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 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
 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
4'78-Trihydroxyisoflavone	ChEMBL, HMDB
784'-Trihydroxyisoflavone	ChEMBL, HMDB
4',7,8-Trihydroxyisoflavone	HMDB, MeSH
7,8,4'-Trihydroxyisoflavone	HMDB
7,8-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-one	HMDB
7,8-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
7,8-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
7,8-Dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one	HMDB
7,8-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one	HMDB
NSC 678112	HMDB

Chemical Formula

C₁₅H₁₀O₅

Average Molecular Weight

270.2369

Monoisotopic Molecular Weight

270.05282343

IUPAC Name

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

Traditional Name

8-hydroxydaidzein

CAS Registry Number

75187-63-2

SMILES

OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2O)C1=O

InChI Identifier

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

InChI Key

BMZFZTMWBCFKSS-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050137 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033860)
Cell membrane (HMDB: HMDB0033860)

Excreta

Biofluid or Excreta

Urine (PMID: 17499260)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033860)

Source

Exogenous

Exogenous (HMDB: HMDB0033860)

Food

Food (HMDB: HMDB0033860)

Soy

Soy bean (FooDB: FOOD00085)

Pulse

Pulses (FooDB: FOOD00867)

Not Available

Nutrient (HMDB: HMDB0033860)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	210 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.09	ALOGPS
logP	2.43	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.7	ChemAxon
pKa (Strongest Basic)	-5.4	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]+	162.106	31661259
DarkChem	[M-H]-	161.66	31661259
DeepCCS	[M+H]+	163.049	30932474
DeepCCS	[M-H]-	160.691	30932474
DeepCCS	[M-2H]-	193.577	30932474
DeepCCS	[M+Na]+	169.142	30932474
AllCCS	[M+H]+	160.9	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	161.2	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2O)C1=O	3905.9	Standard polar	33892256
8-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2O)C1=O	2848.3	Standard non polar	33892256
8-Hydroxydaidzein	OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2O)C1=O	2992.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxydaidzein,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1	3115.9	Semi standard non polar	33892256
8-Hydroxydaidzein,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1O	3099.8	Semi standard non polar	33892256
8-Hydroxydaidzein,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C=C1)C2=O	3051.4	Semi standard non polar	33892256
8-Hydroxydaidzein,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O)=CC=C3C2=O)C=C1	3014.9	Semi standard non polar	33892256
8-Hydroxydaidzein,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1	3067.2	Semi standard non polar	33892256
8-Hydroxydaidzein,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1O[Si](C)(C)C	2990.7	Semi standard non polar	33892256
8-Hydroxydaidzein,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C3C2=O)C=C1	2914.9	Semi standard non polar	33892256
8-Hydroxydaidzein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O)=CC=C3C2=O)C=C1	3344.4	Semi standard non polar	33892256
8-Hydroxydaidzein,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1O	3347.9	Semi standard non polar	33892256
8-Hydroxydaidzein,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1OC=C(C1=CC=C(O)C=C1)C2=O	3300.2	Semi standard non polar	33892256
8-Hydroxydaidzein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C3C2=O)C=C1	3524.8	Semi standard non polar	33892256
8-Hydroxydaidzein,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1	3587.1	Semi standard non polar	33892256
8-Hydroxydaidzein,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)C(C3=CC=C(O)C=C3)=COC2=C1O[Si](C)(C)C(C)(C)C	3511.4	Semi standard non polar	33892256
8-Hydroxydaidzein,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=COC3=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1	3659.5	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 - 8-Hydroxydaidzein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0490000000-f750d45a7e040a600f58	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxydaidzein GC-MS (3 TMS) - 70eV, Positive	splash10-00di-3132900000-4eeeec592a177168731f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-5efad59f08e4178ef298	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 20V, Positive-QTOF	splash10-00di-1090000000-afb26d4d2291c07e480f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 40V, Positive-QTOF	splash10-0uxs-9740000000-37fac6e953806b0565ab	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 10V, Negative-QTOF	splash10-014i-0090000000-21c0d38cb0290b77517d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 20V, Negative-QTOF	splash10-014i-0190000000-98ebbeb6735ac5d483d6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 40V, Negative-QTOF	splash10-052o-7930000000-942bf9b3a8d4d2bcdcef	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 10V, Positive-QTOF	splash10-00di-0090000000-ae6e5e86465295cd0332	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 20V, Positive-QTOF	splash10-00di-0090000000-0dfe0b844ca2083b00a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 40V, Positive-QTOF	splash10-0cdl-2950000000-38d3da8f1fe21643a163	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 10V, Negative-QTOF	splash10-014i-0090000000-4e65ba44fc45f7e80f5a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 20V, Negative-QTOF	splash10-014i-0090000000-733eeeabb31c76ef8443	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxydaidzein 40V, Negative-QTOF	splash10-0a4i-0930000000-c68f0743ee061c350e4a	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 895	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

FDB012044

KNApSAcK ID

C00009852

Chemspider ID

4577542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5466139

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 8-Hydroxydaidzein (HMDB0033860)

MOL for HMDB0033860 (8-Hydroxydaidzein)

3D MOL for HMDB0033860 (8-Hydroxydaidzein)

3D SDF for HMDB0033860 (8-Hydroxydaidzein)

3D-SDF for HMDB0033860 (8-Hydroxydaidzein)

PDB for HMDB0033860 (8-Hydroxydaidzein)

3D PDB for HMDB0033860 (8-Hydroxydaidzein)

SMILES for HMDB0033860 (8-Hydroxydaidzein)

INCHI for HMDB0033860 (8-Hydroxydaidzein)

Structure for HMDB0033860 (8-Hydroxydaidzein)

3D Structure for HMDB0033860 (8-Hydroxydaidzein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra