Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:34:32 UTC

Update Date

2022-03-07 02:57:07 UTC

HMDB ID

HMDB0041657

Secondary Accession Numbers

HMDB41657

Metabolite Identification

Common Name

3'-Hydroxyequol

Description

3'-Hydroxyequol belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. Based on a literature review very few articles have been published on 3'-Hydroxyequol.

Structure

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

HMDB0041657
     RDKit          3D
3'-Hydroxyequol
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.9305    1.5296   -1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649    0.9202   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    1.4660    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.8377    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.3347    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632   -0.8875   -0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.2415   -1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -2.0435   -0.9880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1272   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3662   -1.6229    0.3134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3739   -0.5582    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665    0.6351   -0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382    1.6058   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    1.3711   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2847    2.3706   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    0.1874    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830   -0.0359    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -0.7731    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -1.0325    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    2.3763   -0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    2.3770    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    1.2184    2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -0.6819   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0471   -3.1826   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -1.5113   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8702   -2.5018    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.8178   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467    2.5160   -1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2344    2.1809   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2181   -0.9143    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.6818    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -1.8795    1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207   -0.3996    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  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
 10 19  1  0
  7  2  1  0
 18 11  1  0
 19  5  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
M  END


  Mrv0541 02271201302D          

 19 21  0  0  0  0            999 V2000
    0.9336   -1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481   -1.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625   -1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625   -0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481    0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336   -0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2191    0.1355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2191    0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954    1.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098    0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243    1.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388    0.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388    0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2098    0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954   -0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -1.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532    1.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770    0.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  7  6  1  6  0  0  0
  4 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041657

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C2C[C@H](COC2=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c16-12-3-1-10-5-11(8-19-15(10)7-12)9-2-4-13(17)14(18)6-9/h1-4,6-7,11,16-18H,5,8H2/t11-/m1/s1

> <INCHI_KEY>
BXUZHRKORIBRMQ-LLVKDONJSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.119801081254025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3S)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]benzene-1,2-diol

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.888112555666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.938163385318196

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.256566306078268

> <JCHEM_PKA_STRONGEST_BASIC>
-4.855541079431979

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
70.9411

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3S)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041657
     RDKit          3D
3'-Hydroxyequol
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.9305    1.5296   -1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649    0.9202   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    1.4660    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.8377    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.3347    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632   -0.8875   -0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.2415   -1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -2.0435   -0.9880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1272   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3662   -1.6229    0.3134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3739   -0.5582    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665    0.6351   -0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382    1.6058   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    1.3711   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2847    2.3706   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    0.1874    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830   -0.0359    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -0.7731    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -1.0325    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    2.3763   -0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    2.3770    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    1.2184    2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -0.6819   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0471   -3.1826   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -1.5113   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8702   -2.5018    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.8178   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467    2.5160   -1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2344    2.1809   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2181   -0.9143    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.6818    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -1.8795    1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207   -0.3996    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  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
 10 19  1  0
  7  2  1  0
 18 11  1  0
 19  5  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0       1.743  -2.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.076  -2.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.410  -2.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.410  -0.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.076   0.253   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.743  -0.517   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.409   0.253   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.409   1.793   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.925   2.563   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.258   1.793   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.592   2.563   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.926   1.793   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.926   0.253   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.592  -0.517   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.258   0.253   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.925  -0.517   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.744  -2.827   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.259   2.563   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.744   0.253   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    8   16    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   10   14   16                                                  
CONECT   16    7   15                                                       
CONECT   17    3                                                            
CONECT   18   12                                                            
CONECT   19    4                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0041657
HETATM    1  O1  UNL     1       4.931   1.530  -1.243  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.865   0.920  -0.598  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.352   1.466   0.559  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.293   0.838   1.178  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.752  -0.335   0.635  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.263  -0.887  -0.529  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.319  -0.241  -1.126  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.663  -2.043  -0.988  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.234  -2.127  -0.949  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.366  -1.623   0.313  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.374  -0.558   0.032  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.067   0.635  -0.576  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.038   1.606  -0.821  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.335   1.371  -0.449  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.285   2.371  -0.712  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.667   0.187   0.160  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.983  -0.036   0.530  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.685  -0.773   0.398  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.620  -1.033   1.280  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.338   2.376  -0.870  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.753   2.377   1.005  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.841   1.218   2.097  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.725  -0.682  -2.048  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.047  -3.183  -1.139  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.169  -1.511  -1.802  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.870  -2.502   0.817  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.050   0.818  -0.867  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.747   2.516  -1.297  1.00  0.00           H  
HETATM   29  H10 UNL     1      -5.234   2.181  -0.432  1.00  0.00           H  
HETATM   30  H11 UNL     1      -5.218  -0.914   0.980  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.014  -1.682   0.881  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.078  -1.880   1.871  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.121  -0.400   2.047  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   19
CONECT    6    7    7    8
CONECT    7   23
CONECT    8    9
CONECT    9   10   24   25
CONECT   10   11   19   26
CONECT   11   12   12   18
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   16
CONECT   15   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   31
CONECT   19   32   33
END

HMDB0041657
     RDKit          3D
3'-Hydroxyequol
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.9305    1.5296   -1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649    0.9202   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    1.4660    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.8377    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.3347    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632   -0.8875   -0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.2415   -1.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -2.0435   -0.9880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1272   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3662   -1.6229    0.3134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3739   -0.5582    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665    0.6351   -0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382    1.6058   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    1.3711   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2847    2.3706   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6668    0.1874    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830   -0.0359    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -0.7731    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204   -1.0325    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    2.3763   -0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    2.3770    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    1.2184    2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -0.6819   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0471   -3.1826   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -1.5113   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8702   -2.5018    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.8178   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467    2.5160   -1.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2344    2.1809   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2181   -0.9143    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0143   -1.6818    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -1.8795    1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207   -0.3996    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  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
 10 19  1  0
  7  2  1  0
 18 11  1  0
 19  5  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₄

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

IUPAC Name

4-[(3S)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]benzene-1,2-diol

Traditional Name

4-[(3S)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C[C@H](COC2=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H14O4/c16-12-3-1-10-5-11(8-19-15(10)7-12)9-2-4-13(17)14(18)6-9/h1-4,6-7,11,16-18H,5,8H2/t11-/m1/s1

InChI Key

BXUZHRKORIBRMQ-LLVKDONJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanols

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavanol
Chromane
Benzopyran
1-benzopyran
Catechol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0041657)

Excreta

Biofluid or Excreta

Urine (PMID: 15506819)

Cellular substructure

Extracellular (HMDB: HMDB0041657)
Cytoplasm (HMDB: HMDB0041657)

Source

Exogenous

Food

Food (HMDB: HMDB0041657)

Endogenous

Plant

Plant (HMDB: HMDB0041657)

Not Available

Nutrient (HMDB: HMDB0041657)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.08 g/L	ALOGPS
logP	2.24	ALOGPS
logP	2.89	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.94 m³·mol⁻¹	ChemAxon
Polarizability	27.12 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]+	159.696	31661259
DarkChem	[M-H]-	159.059	31661259
DeepCCS	[M+H]+	161.102	30932474
DeepCCS	[M-H]-	158.706	30932474
DeepCCS	[M-2H]-	191.591	30932474
DeepCCS	[M+Na]+	167.115	30932474
AllCCS	[M+H]+	159.9	32859911
AllCCS	[M+H-H2O]+	156.0	32859911
AllCCS	[M+NH4]+	163.6	32859911
AllCCS	[M+Na]+	164.6	32859911
AllCCS	[M-H]-	162.4	32859911
AllCCS	[M+Na-2H]-	161.8	32859911
AllCCS	[M+HCOO]-	161.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxyequol	OC1=CC=C2C[C@H](COC2=C1)C1=CC=C(O)C(O)=C1	3389.5	Standard polar	33892256
3'-Hydroxyequol	OC1=CC=C2C[C@H](COC2=C1)C1=CC=C(O)C(O)=C1	2664.9	Standard non polar	33892256
3'-Hydroxyequol	OC1=CC=C2C[C@H](COC2=C1)C1=CC=C(O)C(O)=C1	2806.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxyequol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O)C(O)=C3)COC2=C1	2705.8	Semi standard non polar	33892256
3'-Hydroxyequol,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1O	2718.0	Semi standard non polar	33892256
3'-Hydroxyequol,1TMS,isomer #3	C[Si](C)(C)OC1=CC([C@H]2COC3=CC(O)=CC=C3C2)=CC=C1O	2717.7	Semi standard non polar	33892256
3'-Hydroxyequol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)COC2=C1	2653.4	Semi standard non polar	33892256
3'-Hydroxyequol,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)COC2=C1	2647.5	Semi standard non polar	33892256
3'-Hydroxyequol,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1O[Si](C)(C)C	2701.3	Semi standard non polar	33892256
3'-Hydroxyequol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)COC2=C1	2662.4	Semi standard non polar	33892256
3'-Hydroxyequol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O)C(O)=C3)COC2=C1	2987.2	Semi standard non polar	33892256
3'-Hydroxyequol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1O	3007.9	Semi standard non polar	33892256
3'-Hydroxyequol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2COC3=CC(O)=CC=C3C2)=CC=C1O	3004.2	Semi standard non polar	33892256
3'-Hydroxyequol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)COC2=C1	3184.4	Semi standard non polar	33892256
3'-Hydroxyequol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)COC2=C1	3158.6	Semi standard non polar	33892256
3'-Hydroxyequol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2)C=C1O[Si](C)(C)C(C)(C)C	3214.2	Semi standard non polar	33892256
3'-Hydroxyequol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)COC2=C1	3345.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyequol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0970000000-576409a821ee92bfed22	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyequol GC-MS (3 TMS) - 70eV, Positive	splash10-0mb9-3022900000-aaf1ff9bdf49dde85552	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxyequol 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 - 3'-Hydroxyequol 10V, Positive-QTOF	splash10-05fr-0960000000-59545eb33d2370623741	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 20V, Positive-QTOF	splash10-00di-0930000000-fb7705b22bf901a80eca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 40V, Positive-QTOF	splash10-05fs-7910000000-0cacf6508c26cdf78a0a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 10V, Negative-QTOF	splash10-0a4i-0290000000-33d44eee8ddba669dd6a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 20V, Negative-QTOF	splash10-0a4i-0590000000-a5ebdbfc8e4fb816cc87	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 40V, Negative-QTOF	splash10-05fr-1930000000-e228d45b15e54874748a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 10V, Negative-QTOF	splash10-0a4i-0290000000-f70528963a84a4dfa370	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 20V, Negative-QTOF	splash10-0a4i-0490000000-7fff623a1b3d6b977b40	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 40V, Negative-QTOF	splash10-059g-1910000000-b8454a68902fe4e91686	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 10V, Positive-QTOF	splash10-0a4i-0090000000-7777d7e1d70ad2966bc9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 20V, Positive-QTOF	splash10-0aba-0960000000-65aeedacbba21b7788e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxyequol 40V, Positive-QTOF	splash10-0079-0910000000-caf3c3c3b1759964a599	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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 906	15506819	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

FDB029813

KNApSAcK ID

Not Available

Chemspider ID

30777590

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753178

PDB ID

Not Available

ChEBI ID

174381

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3'-Hydroxyequol (HMDB0041657)

MOL for HMDB0041657 (3'-Hydroxyequol)

3D MOL for HMDB0041657 (3'-Hydroxyequol)

3D SDF for HMDB0041657 (3'-Hydroxyequol)

3D-SDF for HMDB0041657 (3'-Hydroxyequol)

PDB for HMDB0041657 (3'-Hydroxyequol)

3D PDB for HMDB0041657 (3'-Hydroxyequol)

SMILES for HMDB0041657 (3'-Hydroxyequol)

INCHI for HMDB0041657 (3'-Hydroxyequol)

Structure for HMDB0041657 (3'-Hydroxyequol)

3D Structure for HMDB0041657 (3'-Hydroxyequol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra