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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:35:53 UTC

Update Date

2022-03-07 02:57:08 UTC

HMDB ID

HMDB0041678

Secondary Accession Numbers

HMDB41678

Metabolite Identification

Common Name

4'-O-Methylequol

Description

4'-O-Methylequol belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Based on a literature review very few articles have been published on 4'-O-Methylequol.

Structure

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

HMDB0041678
     RDKit          3D
4'-O-Methylequol
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9812    0.5864   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.3200    0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -0.4588    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.3612    1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.4888    1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739   -0.6952    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -0.7842    0.3417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7858   -1.3013   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -1.5256   -0.8562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9450   -0.4539   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.4040   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    0.6450   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4549    0.6721   -0.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6392    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1794    1.6277    0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728    0.5495    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413    0.5226    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7627    0.2314   -0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579    0.3374   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377    0.1607   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4826    1.5777   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9792    0.8061   -0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -1.9784    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563   -2.1957    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -1.5657    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -0.4612   -1.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -2.2112   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -1.2316   -1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352    0.2444   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1320    2.4619    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6929    2.4052    1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    1.3981    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.6500    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663    0.8576   -1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704    1.0639   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  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
    3.7915   -1.1020    0.0000 C   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
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041678

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c1-18-15-6-3-11(4-7-15)13-8-12-2-5-14(17)9-16(12)19-10-13/h2-7,9,13,17H,8,10H2,1H3/t13-/m1/s1

> <INCHI_KEY>
FPRFNXQLWQOWED-CYBMUJFWSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.2964

> <EXACT_MASS>
256.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.383952842887084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.337571933333333

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.78650158070161

> <JCHEM_PKA_STRONGEST_BASIC>
-4.536621229699285

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
73.4425

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041678
     RDKit          3D
4'-O-Methylequol
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9812    0.5864   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.3200    0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -0.4588    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.3612    1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.4888    1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739   -0.6952    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -0.7842    0.3417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7858   -1.3013   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -1.5256   -0.8562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9450   -0.4539   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.4040   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    0.6450   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4549    0.6721   -0.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6392    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1794    1.6277    0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728    0.5495    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413    0.5226    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7627    0.2314   -0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579    0.3374   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377    0.1607   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4826    1.5777   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9792    0.8061   -0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -1.9784    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563   -2.1957    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -1.5657    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -0.4612   -1.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -2.2112   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -1.2316   -1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352    0.2444   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1320    2.4619    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6929    2.4052    1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    1.3981    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.6500    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663    0.8576   -1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704    1.0639   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  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  C   UNK     0       7.077  -2.057   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
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   19                                                       
CONECT   18   12                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0041678
HETATM    1  C1  UNL     1      -5.981   0.586  -0.677  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.329  -0.320   0.157  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.951  -0.459   0.226  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.330  -1.361   1.058  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.957  -1.489   1.117  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.174  -0.695   0.325  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.311  -0.784   0.342  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.786  -1.301  -1.025  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.170  -1.526  -0.856  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.945  -0.454  -0.443  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.310  -0.404  -0.778  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.105   0.645  -0.383  1.00  0.00           C  
HETATM   13  O3  UNL     1       6.455   0.672  -0.727  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.500   1.639   0.354  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.179   1.628   0.700  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.373   0.549   0.291  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.941   0.523   0.656  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.763   0.231  -0.531  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.158   0.337  -0.569  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.238   0.161  -1.674  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.483   1.578  -0.752  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.979   0.806  -0.200  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.955  -1.978   1.675  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.456  -2.196   1.768  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.600  -1.566   1.074  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.618  -0.461  -1.735  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.224  -2.211  -1.277  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.712  -1.232  -1.364  1.00  0.00           H  
HETATM   29  H10 UNL     1       7.135   0.244  -0.094  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.132   2.462   0.662  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.693   2.405   1.280  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.385   1.398   0.260  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.918   0.650   1.779  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.166   0.858  -1.155  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.570   1.064  -1.242  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   18
CONECT    7    8   17   25
CONECT    8    9   26   27
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   28
CONECT   12   13   14   14
CONECT   13   29
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   32   33
CONECT   18   19   19   34
CONECT   19   35
END

HMDB0041678
     RDKit          3D
4'-O-Methylequol
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9812    0.5864   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.3200    0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -0.4588    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.3612    1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.4888    1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739   -0.6952    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -0.7842    0.3417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7858   -1.3013   -1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -1.5256   -0.8562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9450   -0.4539   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.4040   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047    0.6450   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4549    0.6721   -0.7273 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6392    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1794    1.6277    0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728    0.5495    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413    0.5226    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7627    0.2314   -0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1579    0.3374   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377    0.1607   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4826    1.5777   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9792    0.8061   -0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -1.9784    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563   -2.1957    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003   -1.5657    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -0.4612   -1.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -2.2112   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -1.2316   -1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352    0.2444   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1320    2.4619    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6929    2.4052    1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    1.3981    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.6500    1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663    0.8576   -1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704    1.0639   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₃

Average Molecular Weight

256.2964

Monoisotopic Molecular Weight

256.109944378

IUPAC Name

(3S)-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

Traditional Name

(3S)-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1

InChI Identifier

InChI=1S/C16H16O3/c1-18-15-6-3-11(4-7-15)13-8-12-2-5-14(17)9-16(12)19-10-13/h2-7,9,13,17H,8,10H2,1H3/t13-/m1/s1

InChI Key

FPRFNXQLWQOWED-CYBMUJFWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041678)
Cell membrane (HMDB: HMDB0041678)

Excreta

Biofluid or Excreta

Urine (PMID: 15506819)

Source

Exogenous

Exogenous (HMDB: HMDB0041678)

Food

Food (HMDB: HMDB0041678)

Endogenous

Plant

Plant (HMDB: HMDB0041678)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041678)

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	0.018 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.34	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.44 m³·mol⁻¹	ChemAxon
Polarizability	28.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	162.45	31661259
DarkChem	[M-H]-	164.602	31661259
DeepCCS	[M+H]+	159.977	30932474
DeepCCS	[M-H]-	157.619	30932474
DeepCCS	[M-2H]-	190.532	30932474
DeepCCS	[M+Na]+	166.07	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.5	32859911
AllCCS	[M+NH4]+	164.1	32859911
AllCCS	[M+Na]+	165.1	32859911
AllCCS	[M-H]-	165.2	32859911
AllCCS	[M+Na-2H]-	164.7	32859911
AllCCS	[M+HCOO]-	164.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-O-Methylequol	COC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1	3240.6	Standard polar	33892256
4'-O-Methylequol	COC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1	2368.4	Standard non polar	33892256
4'-O-Methylequol	COC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1	2533.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4'-O-Methylequol,1TMS,isomer #1	COC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C=C1	2417.2	Semi standard non polar	33892256
4'-O-Methylequol,1TBDMS,isomer #1	COC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C=C1	2699.2	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 - 4'-O-Methylequol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0970000000-636e4690981b703357b6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-O-Methylequol GC-MS (1 TMS) - 70eV, Positive	splash10-03k9-5977000000-b27732b0df5d12cc8308	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-O-Methylequol 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 - 4'-O-Methylequol 10V, Positive-QTOF	splash10-05fr-0970000000-47c826b90e34a184436d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 20V, Positive-QTOF	splash10-00di-0930000000-2de6a229817f13c7cf23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 40V, Positive-QTOF	splash10-0adi-5910000000-c251cbe009ce50d97570	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 10V, Negative-QTOF	splash10-0a4i-0390000000-b52d077b0ccfbf7fe09e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 20V, Negative-QTOF	splash10-0a4i-0490000000-63360d8eb0a0ebf9ad6f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 40V, Negative-QTOF	splash10-0229-2940000000-a7be39192caf7906deb0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 10V, Negative-QTOF	splash10-0ab9-0190000000-d26e17e9530a58c47821	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 20V, Negative-QTOF	splash10-0a4i-0490000000-a677de76a390686a722b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 40V, Negative-QTOF	splash10-014j-1920000000-09fde62c9884347f4bf9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 10V, Positive-QTOF	splash10-0a4i-0190000000-ee801454cdfcfd7aae97	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 20V, Positive-QTOF	splash10-0a4i-0690000000-29be6e8eadff9cfc998e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-O-Methylequol 40V, Positive-QTOF	splash10-05cl-3950000000-fcee87007502da3eb271	2021-09-25	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 838	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

FDB029839

KNApSAcK ID

Not Available

Chemspider ID

4956545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6454212

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

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 4'-O-Methylequol (HMDB0041678)

MOL for HMDB0041678 (4'-O-Methylequol)

3D MOL for HMDB0041678 (4'-O-Methylequol)

3D SDF for HMDB0041678 (4'-O-Methylequol)

3D-SDF for HMDB0041678 (4'-O-Methylequol)

PDB for HMDB0041678 (4'-O-Methylequol)

3D PDB for HMDB0041678 (4'-O-Methylequol)

SMILES for HMDB0041678 (4'-O-Methylequol)

INCHI for HMDB0041678 (4'-O-Methylequol)

Structure for HMDB0041678 (4'-O-Methylequol)

3D Structure for HMDB0041678 (4'-O-Methylequol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra