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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:35:15 UTC

Update Date

2022-03-07 02:57:07 UTC

HMDB ID

HMDB0041669

Secondary Accession Numbers

HMDB41669

Metabolite Identification

Common Name

4',7-Dihydroxy-3'-methoxyisoflavan

Description

4',7-Dihydroxy-3'-methoxyisoflavan belongs to the class of organic compounds known as 3'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C3' 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',7-Dihydroxy-3'-methoxyisoflavan.

Structure

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

HMDB0041669
     RDKit          3D
4',7-Dihydroxy-3'-methoxyisoflavan
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7139    1.6704   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7939    0.2977    0.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -0.4347    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    0.1413   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.5566   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043    0.0449   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -0.6635   -1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509   -0.9631   -1.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1187   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.1967   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    1.0470   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2280    1.3772   -0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    1.5705    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    1.2701    1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.4150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258    0.0229    0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -1.8915    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4953    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.7669    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405   -2.3552    0.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.1757    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9613    2.2076    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    1.7619   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3479    1.2016   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0570    1.1154   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.6154   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777   -0.0153   -2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428   -0.2362   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.8414   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    2.2347    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    1.6689    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    0.7031    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697   -1.0236    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.4624    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -3.5360    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6862   -1.8295    0.9236 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
M  END

  Mrv0541 02271201312D          

 20 22  0  0  0  0            999 V2000
    0.3864    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    1.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3280    1.3921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    1.3921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1009   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1009   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154    0.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -2.3204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299   -2.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  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
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041669

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1COC2=CC(O)=CC=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-19-16-7-10(3-5-14(16)18)12-6-11-2-4-13(17)8-15(11)20-9-12/h2-5,7-8,12,17-18H,6,9H2,1H3

> <INCHI_KEY>
BMADVHDZKAZTNF-UHFFFAOYSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.2958

> <EXACT_MASS>
272.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.18267267143424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
3.0340066116666664

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.298070019479178

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.626404427026676

> <JCHEM_PKA_STRONGEST_BASIC>
-4.572248850864139

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
75.42340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041669
     RDKit          3D
4',7-Dihydroxy-3'-methoxyisoflavan
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7139    1.6704   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7939    0.2977    0.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -0.4347    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    0.1413   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.5566   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043    0.0449   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -0.6635   -1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509   -0.9631   -1.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1187   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.1967   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    1.0470   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2280    1.3772   -0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    1.5705    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    1.2701    1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.4150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258    0.0229    0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -1.8915    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4953    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.7669    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405   -2.3552    0.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.1757    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9613    2.2076    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    1.7619   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3479    1.2016   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0570    1.1154   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.6154   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777   -0.0153   -2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428   -0.2362   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.8414   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    2.2347    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    1.6689    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    0.7031    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697   -1.0236    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.4624    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -3.5360    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6862   -1.8295    0.9236 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  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       0.721   1.829   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.721   0.289   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.612  -0.481   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.946   0.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.280  -0.481   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.613   0.289   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.613   1.829   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.280   2.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.946   1.829   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.612   2.599   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -5.947   2.599   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.055  -2.021   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.055  -0.481   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.389   0.289   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.722  -0.481   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.722  -2.021   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.389  -2.791   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.056  -2.791   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.389  -4.331   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.722  -5.101   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    1    9                                                       
CONECT   11    7                                                            
CONECT   12   13   17                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   12   16   19                                                  
CONECT   18   16                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0041669
HETATM    1  C1  UNL     1      -4.714   1.670  -0.112  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.794   0.298   0.254  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.613  -0.435   0.285  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.388   0.141  -0.028  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.204  -0.557  -0.005  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.104   0.045  -0.336  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.677  -0.664  -1.517  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.051  -0.963  -1.398  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.905  -0.119  -0.701  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.176   0.197  -1.121  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.947   1.047  -0.357  1.00  0.00           C  
HETATM   12  O3  UNL     1       6.228   1.377  -0.761  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.440   1.570   0.815  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.170   1.270   1.258  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.410   0.415   0.478  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.026   0.023   0.865  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.266  -1.892   0.348  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.468  -2.495   0.665  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.645  -1.767   0.634  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.840  -2.355   0.946  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.691   2.176   0.000  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.961   2.208   0.494  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.410   1.762  -1.177  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.348   1.202  -0.307  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.057   1.115  -0.591  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.143  -1.615  -1.771  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.578  -0.015  -2.436  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.543  -0.236  -2.050  1.00  0.00           H  
HETATM   29  H9  UNL     1       7.058   0.841  -0.493  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.054   2.235   1.404  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.753   1.669   2.173  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.632   0.703   1.635  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.070  -1.024   1.234  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.342  -2.462   0.372  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.536  -3.536   0.944  1.00  0.00           H  
HETATM   36  H16 UNL     1      -5.686  -1.829   0.924  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6   17   17
CONECT    6    7   16   25
CONECT    7    8   26   27
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   28
CONECT   11   12   13   13
CONECT   12   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   32   33
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20
CONECT   20   36
END

HMDB0041669
     RDKit          3D
4',7-Dihydroxy-3'-methoxyisoflavan
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7139    1.6704   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7939    0.2977    0.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -0.4347    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    0.1413   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.5566   -0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043    0.0449   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -0.6635   -1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509   -0.9631   -1.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.1187   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.1967   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    1.0470   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2280    1.3772   -0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    1.5705    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    1.2701    1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.4150    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258    0.0229    0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -1.8915    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679   -2.4953    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.7669    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405   -2.3552    0.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    2.1757    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9613    2.2076    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    1.7619   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3479    1.2016   -0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0570    1.1154   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.6154   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777   -0.0153   -2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428   -0.2362   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582    0.8414   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    2.2347    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    1.6689    2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    0.7031    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697   -1.0236    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -2.4624    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -3.5360    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6862   -1.8295    0.9236 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₄

Average Molecular Weight

272.2958

Monoisotopic Molecular Weight

272.104859

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C1COC2=CC(O)=CC=C2C1

InChI Identifier

InChI=1S/C16H16O4/c1-19-16-7-10(3-5-14(16)18)12-6-11-2-4-13(17)8-15(11)20-9-12/h2-5,7-8,12,17-18H,6,9H2,1H3

InChI Key

BMADVHDZKAZTNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C3' 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

3'-O-methylated isoflavonoids

Alternative Parents

Substituents

3p-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
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: HMDB0041669)
Cell membrane (HMDB: HMDB0041669)

Excreta

Biofluid or Excreta

Urine (PMID: 14698210)

Source

Exogenous

Exogenous (HMDB: HMDB0041669)

Food

Food (HMDB: HMDB0041669)

Endogenous

Plant

Plant (HMDB: HMDB0041669)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041669)

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	0.047 g/L	ALOGPS
logP	2.97	ALOGPS
logP	3.03	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.63	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.42 m³·mol⁻¹	ChemAxon
Polarizability	29.18 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]+	164.845	31661259
DarkChem	[M-H]-	167.235	31661259
DeepCCS	[M+H]+	162.141	30932474
DeepCCS	[M-H]-	159.783	30932474
DeepCCS	[M-2H]-	192.669	30932474
DeepCCS	[M+Na]+	168.234	30932474
AllCCS	[M+H]+	163.6	32859911
AllCCS	[M+H-H2O]+	159.7	32859911
AllCCS	[M+NH4]+	167.1	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	167.3	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4',7-Dihydroxy-3'-methoxyisoflavan	COC1=C(O)C=CC(=C1)C1COC2=CC(O)=CC=C2C1	3558.2	Standard polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan	COC1=C(O)C=CC(=C1)C1COC2=CC(O)=CC=C2C1	2514.6	Standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan	COC1=C(O)C=CC(=C1)C1COC2=CC(O)=CC=C2C1	2719.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4',7-Dihydroxy-3'-methoxyisoflavan,1TMS,isomer #1	COC1=CC(C2COC3=CC(O)=CC=C3C2)=CC=C1O[Si](C)(C)C	2659.7	Semi standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan,1TMS,isomer #2	COC1=CC(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)=CC=C1O	2655.0	Semi standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan,2TMS,isomer #1	COC1=CC(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)=CC=C1O[Si](C)(C)C	2644.9	Semi standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan,1TBDMS,isomer #1	COC1=CC(C2COC3=CC(O)=CC=C3C2)=CC=C1O[Si](C)(C)C(C)(C)C	2942.6	Semi standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan,1TBDMS,isomer #2	COC1=CC(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)=CC=C1O	2930.5	Semi standard non polar	33892256
4',7-Dihydroxy-3'-methoxyisoflavan,2TBDMS,isomer #1	COC1=CC(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)=CC=C1O[Si](C)(C)C(C)(C)C	3122.7	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',7-Dihydroxy-3'-methoxyisoflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0970000000-5ba1184f8a772aa63f79	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan GC-MS (2 TMS) - 70eV, Positive	splash10-0ukc-6847900000-21ea77ded24a3a273671	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 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',7-Dihydroxy-3'-methoxyisoflavan 10V, Positive-QTOF	splash10-00di-0960000000-3854a4fabb2c6da47aaf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 20V, Positive-QTOF	splash10-00di-0930000000-9f3237b51e09dd3c8b79	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 40V, Positive-QTOF	splash10-0aba-4900000000-d2653ebcd826853f22da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 10V, Negative-QTOF	splash10-00di-0290000000-a1122cc5c82bdf519566	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 20V, Negative-QTOF	splash10-00di-0490000000-f53bf4327eda66d2601f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 40V, Negative-QTOF	splash10-05fr-1930000000-f606abf5a1d199e06bb9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 10V, Negative-QTOF	splash10-00di-0090000000-e13f3bc08ebc38c670c7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 20V, Negative-QTOF	splash10-05g0-0390000000-cad9678858a3dd441df9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 40V, Negative-QTOF	splash10-014i-1790000000-57bb3e7a2bb665f6f93d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 10V, Positive-QTOF	splash10-00di-0190000000-82e54074787192cc3748	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 20V, Positive-QTOF	splash10-00dm-0690000000-d18724590c8fbb8bf5cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-3'-methoxyisoflavan 40V, Positive-QTOF	splash10-0kmr-0930000000-5c69336697710e9398d6	2021-09-24	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 835	14698210	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029829

KNApSAcK ID

Not Available

Chemspider ID

8977426

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10802120

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',7-Dihydroxy-3'-methoxyisoflavan (HMDB0041669)

MOL for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

3D MOL for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

3D SDF for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

3D-SDF for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

PDB for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

3D PDB for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

SMILES for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

INCHI for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

Structure for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

3D Structure for HMDB0041669 (4',7-Dihydroxy-3'-methoxyisoflavan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra