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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:09 UTC

Update Date

2022-03-07 02:52:19 UTC

HMDB ID

HMDB0029870

Secondary Accession Numbers

HMDB29870

Metabolite Identification

Common Name

3',7-Dihydroxy-4'-methoxyisoflavanone

Description

3',7-Dihydroxy-4'-methoxyisoflavanone, also known as 3'-hydroxydihydroformononetin, belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. Thus, 3',7-dihydroxy-4'-methoxyisoflavanone is considered to be a flavonoid. Based on a literature review very few articles have been published on 3',7-Dihydroxy-4'-methoxyisoflavanone.

Structure

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

HMDB0029870
     RDKit          3D
3',7-Dihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6725   -0.4025    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948    0.3890   -0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7270    0.5244   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.1720    0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -0.1010    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.6737   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215    0.8044   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441    1.5177    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    1.4638    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    0.2904    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4104    0.0843    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0784   -1.1010    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215   -1.2522    1.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.0573    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.8423   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293   -0.6630   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201   -0.4447   -0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -1.3429   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.3611   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683    1.2974   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    2.0060   -2.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356   -1.4888    0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.1977    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7472   -0.1321    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757   -0.8110    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -0.6427    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304    1.4847   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995    1.0231    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    2.5776    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8386    0.8817    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9077   -2.0646    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -2.9848   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.6129   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    2.0065   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.9278   -1.9977 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
 17 18  2  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 21 35  1  0
M  END

  Mrv0541 02241210452D          

 21 23  0  0  0  0            999 V2000
    1.4433   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457   -2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    1.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4  5  2  0  0  0  0
  4 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6 16  2  0  0  0  0
  7  8  1  0  0  0  0
  7 19  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029870

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-7,12,17-18H,8H2,1H3

> <INCHI_KEY>
YGHJHKYZTVTYQW-UHFFFAOYSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.67451899122081

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.2235521700000005

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.862678919202892

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.780084643656316

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5973916434483275

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
76.15880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-hydroxydihydroformononetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029870
     RDKit          3D
3',7-Dihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6725   -0.4025    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948    0.3890   -0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7270    0.5244   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.1720    0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -0.1010    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.6737   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215    0.8044   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441    1.5177    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    1.4638    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    0.2904    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4104    0.0843    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0784   -1.1010    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215   -1.2522    1.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.0573    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.8423   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293   -0.6630   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201   -0.4447   -0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -1.3429   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.3611   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683    1.2974   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    2.0060   -2.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356   -1.4888    0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.1977    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7472   -0.1321    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757   -0.8110    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -0.6427    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304    1.4847   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995    1.0231    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    2.5776    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8386    0.8817    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9077   -2.0646    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -2.9848   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.6129   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    2.0065   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.9278   -1.9977 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
 17 18  2  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.694  -4.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.308  -3.849   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308  -2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.076  -1.539   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.308  -2.309   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.694  -0.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.926   0.769   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.312  -0.001   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.312  -4.619   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.080  -3.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.080  -2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.694  -1.539   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.694  -0.001   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.308   0.769   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.076  -0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.308   0.769   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.308   2.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.694   3.079   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.926   2.309   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.312   3.079   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.312   4.619   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4                                                            
CONECT    6    7   16                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    1    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12    3   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    4   14   16                                                  
CONECT   16    6   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19    7   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0029870
HETATM    1  C1  UNL     1       5.672  -0.403   0.913  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.095   0.389  -0.080  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.727   0.524  -0.265  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.892  -0.172   0.592  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.518  -0.101   0.486  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.932   0.674  -0.486  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.522   0.804  -0.667  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.044   1.518   0.569  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.453   1.464   0.664  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.164   0.290   0.463  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.410   0.084   1.014  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.078  -1.101   0.785  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.321  -1.252   1.361  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.475  -2.057   0.004  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.242  -1.842  -0.536  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.529  -0.663  -0.333  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.220  -0.445  -0.911  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.715  -1.343  -1.613  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.772   1.361  -1.332  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.168   1.297  -1.235  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.975   2.006  -2.108  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.636  -1.489   0.677  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.182  -0.198   1.907  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.747  -0.132   0.975  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.276  -0.811   1.392  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.878  -0.643   1.152  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.730   1.485  -1.526  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.600   1.023   1.448  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.765   2.578   0.454  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.839   0.882   1.627  1.00  0.00           H  
HETATM   31  H10 UNL     1      -6.908  -2.065   1.271  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.039  -2.985  -0.154  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.796  -2.613  -1.145  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.407   2.007  -2.141  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.974   1.928  -1.998  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   19
CONECT    7    8   17   27
CONECT    8    9   28   29
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   30
CONECT   12   13   14   14
CONECT   13   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17
CONECT   17   18   18
CONECT   19   20   20   34
CONECT   20   21
CONECT   21   35
END

HMDB0029870
     RDKit          3D
3',7-Dihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6725   -0.4025    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948    0.3890   -0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7270    0.5244   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -0.1720    0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -0.1010    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.6737   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215    0.8044   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441    1.5177    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    1.4638    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    0.2904    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4104    0.0843    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0784   -1.1010    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215   -1.2522    1.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.0573    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2421   -1.8423   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293   -0.6630   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201   -0.4447   -0.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -1.3429   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.3611   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683    1.2974   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    2.0060   -2.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356   -1.4888    0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.1977    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7472   -0.1321    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757   -0.8110    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -0.6427    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304    1.4847   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995    1.0231    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    2.5776    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8386    0.8817    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9077   -2.0646    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   -2.9848   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.6129   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    2.0065   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.9278   -1.9977 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
 17 18  2  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Hydroxydihydroformononetin	HMDB

Chemical Formula

C₁₆H₁₄O₅

Average Molecular Weight

286.2794

Monoisotopic Molecular Weight

286.084123558

IUPAC Name

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

Traditional Name

3'-hydroxydihydroformononetin

CAS Registry Number

67492-31-3

SMILES

COC1=C(O)C=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O

InChI Identifier

InChI=1S/C16H14O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-7,12,17-18H,8H2,1H3

InChI Key

YGHJHKYZTVTYQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

3'-hydroxy,4'-methoxyisoflavonoids

Alternative Parents

Substituents

3'-hydroxy,4'-methoxyisoflavonoid
Hydroxyisoflavonoid
Isoflavanol
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050449 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029870)
Cell membrane (HMDB: HMDB0029870)

Source

Endogenous

Endogenous (HMDB: HMDB0029870)

Plant

Plant (HMDB: HMDB0029870)

Exogenous

Food

Food (HMDB: HMDB0029870)

Exogenous (HMDB: HMDB0029870)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	185 - 188 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	832.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	2.82	ALOGPS
logP	2.22	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.16 m³·mol⁻¹	ChemAxon
Polarizability	28.67 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]+	167.193	31661259
DarkChem	[M-H]-	169.316	31661259
DeepCCS	[M+H]+	169.753	30932474
DeepCCS	[M-H]-	167.395	30932474
DeepCCS	[M-2H]-	200.281	30932474
DeepCCS	[M+Na]+	175.846	30932474
AllCCS	[M+H]+	166.4	32859911
AllCCS	[M+H-H2O]+	162.7	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.8	32859911
AllCCS	[M-H]-	168.8	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	167.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',7-Dihydroxy-4'-methoxyisoflavanone	COC1=C(O)C=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	4051.6	Standard polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone	COC1=C(O)C=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2750.8	Standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone	COC1=C(O)C=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2860.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',7-Dihydroxy-4'-methoxyisoflavanone,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C	2832.1	Semi standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone,1TMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C=C1O	2880.0	Semi standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone,2TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C	2833.6	Semi standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3093.9	Semi standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone,1TBDMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O	3139.9	Semi standard non polar	33892256
3',7-Dihydroxy-4'-methoxyisoflavanone,2TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C	3327.5	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 - 3',7-Dihydroxy-4'-methoxyisoflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-059i-0980000000-5bfe0968496a4ec9d840	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-0603-3953400000-9cae79b64f35b60cf019	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 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',7-Dihydroxy-4'-methoxyisoflavanone 10V, Positive-QTOF	splash10-000i-0390000000-ef23e6b591117fc8a6eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 20V, Positive-QTOF	splash10-000i-0970000000-a6a8ac1e1ba2e096c8cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 40V, Positive-QTOF	splash10-00ds-5900000000-9ad42978fbeb1697e05d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 10V, Negative-QTOF	splash10-000i-0090000000-83041012c9616b4a86dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 20V, Negative-QTOF	splash10-000i-0590000000-5a26a2430f91c1781e0e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 40V, Negative-QTOF	splash10-07br-2920000000-e6cf7da444340fca8055	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 10V, Negative-QTOF	splash10-000i-0090000000-14912e1703be5edd027d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 20V, Negative-QTOF	splash10-000i-0090000000-79e65327c1cedd180beb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 40V, Negative-QTOF	splash10-03dr-0980000000-f45c861d98c1f3cd4333	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 10V, Positive-QTOF	splash10-000i-0190000000-8de831cac671573833b5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 20V, Positive-QTOF	splash10-000i-0690000000-5e4b558b53950dbdd5f7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',7-Dihydroxy-4'-methoxyisoflavanone 40V, Positive-QTOF	splash10-05g0-4970000000-e0c7889514f0b6719d08	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB001099

KNApSAcK ID

C00009536

Chemspider ID

24663833

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13963918

PDB ID

Not Available

ChEBI ID

714247

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1811881

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 3',7-Dihydroxy-4'-methoxyisoflavanone (HMDB0029870)

MOL for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

3D MOL for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

3D SDF for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

3D-SDF for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

PDB for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

3D PDB for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

SMILES for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

INCHI for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

Structure for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

3D Structure for HMDB0029870 (3',7-Dihydroxy-4'-methoxyisoflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra