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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:31:14 UTC

Update Date

2022-03-07 02:53:51 UTC

HMDB ID

HMDB0033759

Secondary Accession Numbers

HMDB33759

Metabolite Identification

Common Name

Dihydroformononetin

Description

Dihydroformononetin 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. Thus, dihydroformononetin is considered to be a flavonoid. Based on a literature review very few articles have been published on Dihydroformononetin.

Structure

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

HMDB0033759
     RDKit          3D
Dihydroformononetin
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.0387    1.3930   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.2724   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    0.2225   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.8914   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.9574   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961    0.0762    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.0151    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -1.0865    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.7782    2.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8980   -0.6000    1.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.7355    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2178   -0.5485    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5549   -0.7008    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8836   -0.2166   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540   -0.0761   -0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -0.2636   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -0.1166   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.1158   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    1.1767    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988    1.2645    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    1.3073    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455    2.3579   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9725    1.3621   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -1.7109   -1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.8549   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    0.9681    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -1.1411    2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -2.0396    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4601   -1.0004    2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054    0.1474    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6366   -0.0650   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420    0.1826   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5413    2.0346    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9142    2.1184    0.5607 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  3  1  0
 17  7  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 02241208202D          

 20 22  0  0  0  0            999 V2000
   -2.3956    0.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9667    0.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2522   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2522   -0.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767   -0.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -0.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912    0.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623    0.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623    1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2522    1.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9667    1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811    1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3956    1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101    1.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202   -1.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3202   -2.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  4  5  2  0  0  0  0
  4 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 19  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033759

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-8,14,17H,9H2,1H3

> <INCHI_KEY>
INYISIYHXQDCPK-UHFFFAOYSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.28

> <EXACT_MASS>
270.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.789397238488775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.527117491666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.859226024467638

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.783726759495664

> <JCHEM_PKA_STRONGEST_BASIC>
-4.562453771114429

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
74.1779

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydroformononetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033759
     RDKit          3D
Dihydroformononetin
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.0387    1.3930   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.2724   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    0.2225   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.8914   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.9574   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961    0.0762    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.0151    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -1.0865    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.7782    2.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8980   -0.6000    1.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.7355    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2178   -0.5485    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5549   -0.7008    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8836   -0.2166   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540   -0.0761   -0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -0.2636   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -0.1166   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.1158   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    1.1767    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988    1.2645    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    1.3073    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455    2.3579   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9725    1.3621   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -1.7109   -1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.8549   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    0.9681    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -1.1411    2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -2.0396    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4601   -1.0004    2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054    0.1474    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6366   -0.0650   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420    0.1826   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5413    2.0346    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9142    2.1184    0.5607 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  3  1  0
 17  7  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 19 33  1  0
 20 34  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      -4.472   0.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.138  -0.118   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.805   0.652   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.471  -0.118   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.471  -1.658   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.197  -1.658   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.530  -2.428   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.864  -1.658   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.864  -0.118   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.530   0.652   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.197  -0.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.863   0.652   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.863   2.192   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.471   2.962   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.805   2.192   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.138   2.962   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.472   2.192   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.806   2.962   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.198  -2.428   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.198  -3.968   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    3   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17    1   16   18                                                  
CONECT   18   17                                                            
CONECT   19    8   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0033759
HETATM    1  C1  UNL     1       6.039   1.393  -0.404  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.238   0.272  -0.711  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.893   0.222  -0.346  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.154  -0.891  -0.668  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.801  -0.957  -0.308  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.196   0.076   0.365  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.195   0.015   0.738  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.534  -1.086   1.723  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.852  -0.778   2.204  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.898  -0.600   1.305  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.214  -0.736   1.639  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.218  -0.548   0.710  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.555  -0.701   1.110  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.884  -0.217  -0.587  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.554  -0.076  -0.940  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.545  -0.264  -0.009  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.143  -0.117  -0.376  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.876  -0.116  -1.598  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.954   1.177   0.675  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.299   1.264   0.328  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.331   1.307   0.658  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.546   2.358  -0.641  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.972   1.362  -0.993  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.612  -1.711  -1.195  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.293  -1.855  -0.592  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.475   0.968   1.279  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.156  -1.141   2.564  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.651  -2.040   1.162  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.460  -1.000   2.679  1.00  0.00           H  
HETATM   30  H10 UNL     1      -7.005   0.147   1.454  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.637  -0.065  -1.330  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.242   0.183  -1.944  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.541   2.035   1.208  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.914   2.118   0.561  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   19
CONECT    7    8   17   26
CONECT    8    9   27   28
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   14   14
CONECT   13   30
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17
CONECT   17   18   18
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0033759
     RDKit          3D
Dihydroformononetin
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.0387    1.3930   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    0.2724   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    0.2225   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.8914   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013   -0.9574   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961    0.0762    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.0151    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -1.0865    1.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.7782    2.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8980   -0.6000    1.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.7355    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2178   -0.5485    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5549   -0.7008    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8836   -0.2166   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5540   -0.0761   -0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -0.2636   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -0.1166   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.1158   -1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    1.1767    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988    1.2645    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    1.3073    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455    2.3579   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9725    1.3621   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -1.7109   -1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -1.8549   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    0.9681    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560   -1.1411    2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -2.0396    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4601   -1.0004    2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054    0.1474    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6366   -0.0650   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420    0.1826   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5413    2.0346    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9142    2.1184    0.5607 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  3  1  0
 17  7  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Hydroxy-4'-methoxyisoflavanone	HMDB

Chemical Formula

C₁₆H₁₄O₄

Average Molecular Weight

270.28

Monoisotopic Molecular Weight

270.089208936

IUPAC Name

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

Traditional Name

dihydroformononetin

CAS Registry Number

4626-22-6

SMILES

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

InChI Identifier

InChI=1S/C16H14O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-8,14,17H,9H2,1H3

InChI Key

INYISIYHXQDCPK-UHFFFAOYSA-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
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050448 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033759)
Cell membrane (HMDB: HMDB0033759)

Excreta

Biofluid or Excreta

Urine (PMID: 15506819)

Source

Exogenous

Exogenous (HMDB: HMDB0033759)

Food

Food (HMDB: HMDB0033759)

Endogenous

Plant

Plant (HMDB: HMDB0033759)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033759)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.53	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.18 m³·mol⁻¹	ChemAxon
Polarizability	27.79 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]+	165.181	31661259
DarkChem	[M-H]-	164.861	31661259
DeepCCS	[M+H]+	166.217	30932474
DeepCCS	[M-H]-	163.859	30932474
DeepCCS	[M-2H]-	196.745	30932474
DeepCCS	[M+Na]+	172.31	30932474
AllCCS	[M+H]+	162.9	32859911
AllCCS	[M+H-H2O]+	159.0	32859911
AllCCS	[M+NH4]+	166.5	32859911
AllCCS	[M+Na]+	167.5	32859911
AllCCS	[M-H]-	166.4	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroformononetin	COC1=CC=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	3710.2	Standard polar	33892256
Dihydroformononetin	COC1=CC=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2580.3	Standard non polar	33892256
Dihydroformononetin	COC1=CC=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2654.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroformononetin,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C=C1	2671.8	Semi standard non polar	33892256
Dihydroformononetin,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C=C1	2932.7	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 - Dihydroformononetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-0980000000-a3746fce3163882a7cfa	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroformononetin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-2923000000-990d6c323f11c5ca7c23	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroformononetin 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 - Dihydroformononetin 10V, Positive-QTOF	splash10-00di-0290000000-d6b4f76d90875db6c591	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 20V, Positive-QTOF	splash10-0079-0790000000-9e095663e11b836c64f5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 40V, Positive-QTOF	splash10-0fe0-4910000000-102fb9d9ff20ff0068d8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 10V, Negative-QTOF	splash10-014i-0090000000-4e78599f5b5acde6ece4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 20V, Negative-QTOF	splash10-014i-0290000000-b4680f255e7cb0d2cd9e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 40V, Negative-QTOF	splash10-05n0-3930000000-b2a7e2aefa90440bca7b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 10V, Negative-QTOF	splash10-014i-0090000000-6871b36f9793cdefd019	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 20V, Negative-QTOF	splash10-014r-0090000000-d2a41c78d3fec819d7d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 40V, Negative-QTOF	splash10-0079-1970000000-5e765cb1d85fde93e8d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 10V, Positive-QTOF	splash10-00di-0090000000-cfedaa36beb953194222	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 20V, Positive-QTOF	splash10-00di-0790000000-3f45f1e7e13f792f0b38	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroformononetin 40V, Positive-QTOF	splash10-00fu-4950000000-f7070e1ddcf8c32a63ef	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 863	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

FDB011895

KNApSAcK ID

C00009534

Chemspider ID

10211379

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14730796

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Dihydroformononetin (HMDB0033759)

MOL for HMDB0033759 (Dihydroformononetin)

3D MOL for HMDB0033759 (Dihydroformononetin)

3D SDF for HMDB0033759 (Dihydroformononetin)

3D-SDF for HMDB0033759 (Dihydroformononetin)

PDB for HMDB0033759 (Dihydroformononetin)

3D PDB for HMDB0033759 (Dihydroformononetin)

SMILES for HMDB0033759 (Dihydroformononetin)

INCHI for HMDB0033759 (Dihydroformononetin)

Structure for HMDB0033759 (Dihydroformononetin)

3D Structure for HMDB0033759 (Dihydroformononetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra