Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:46:11 UTC

Update Date

2022-03-07 02:53:56 UTC

HMDB ID

HMDB0033994

Secondary Accession Numbers

HMDB33994

Metabolite Identification

Common Name

Isoformononetin

Description

Isoformononetin belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, isoformononetin is considered to be a flavonoid. Isoformononetin has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make isoformononetin a potential biomarker for the consumption of these foods. Isoformononetin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Isoformononetin.

Structure

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

HMDB0033994
     RDKit          3D
Isoformononetin
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2438   -0.5184    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152   -1.3646    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121   -0.8533    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.4845    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    1.0096   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377    0.1369   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785    0.6089   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2929    1.8180   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -0.2795   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    0.1271   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    1.0260   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060    1.3866   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.8807   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5856    1.2472   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7912   -0.0187    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4622   -0.3785    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -1.6114    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427   -2.0190    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -1.2101    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.7267    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4234    0.0127    1.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1181   -1.1822   -0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698    0.2284   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    1.1553   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    2.0701   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    1.4140   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6469    2.1008   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    2.0608    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335   -0.4182    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1190   -1.0941    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406   -2.3119    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -2.7811    0.3660 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  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
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END


  Mrv0541 02231217312D          

 20 22  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  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
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
  9 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
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033994

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c1-19-12-6-7-13-15(8-12)20-9-14(16(13)18)10-2-4-11(17)5-3-10/h2-9,17H,1H3

> <INCHI_KEY>
LNIQZRIHAMVRJA-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.2641

> <EXACT_MASS>
268.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.890268091475065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
2.8763317673333333

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.96323576181295

> <JCHEM_PKA_STRONGEST_BASIC>
-4.727839407052927

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
74.18430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoformononetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033994
     RDKit          3D
Isoformononetin
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2438   -0.5184    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152   -1.3646    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121   -0.8533    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.4845    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    1.0096   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377    0.1369   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785    0.6089   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2929    1.8180   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -0.2795   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    0.1271   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    1.0260   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060    1.3866   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.8807   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5856    1.2472   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7912   -0.0187    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4622   -0.3785    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -1.6114    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427   -2.0190    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -1.2101    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.7267    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4234    0.0127    1.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1181   -1.1822   -0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698    0.2284   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    1.1553   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    2.0701   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    1.4140   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6469    2.1008   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    2.0608    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335   -0.4182    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1190   -1.0941    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406   -2.3119    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -2.7811    0.3660 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  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
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12    3                                                       
CONECT   14    9   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0033994
HETATM    1  C1  UNL     1       6.244  -0.518   0.187  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.115  -1.365   0.257  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.812  -0.853   0.166  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.591   0.485   0.006  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.308   1.010  -0.086  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.238   0.137  -0.012  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.078   0.609  -0.099  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.293   1.818  -0.243  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.129  -0.280  -0.023  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.524   0.127  -0.104  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.974   1.026  -1.051  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.306   1.387  -1.095  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.242   0.881  -0.216  1.00  0.00           C  
HETATM   14  O3  UNL     1      -6.586   1.247  -0.264  1.00  0.00           O  
HETATM   15  C12 UNL     1      -4.791  -0.019   0.731  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.462  -0.379   0.775  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.813  -1.611   0.138  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.443  -2.019   0.216  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.459  -1.210   0.148  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.749  -1.727   0.240  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.423   0.013   1.144  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.118  -1.182  -0.023  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.170   0.228  -0.611  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.441   1.155  -0.050  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.148   2.070  -0.212  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.227   1.414  -1.733  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.647   2.101  -1.852  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.843   2.061   0.302  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.533  -0.418   1.426  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.119  -1.094   1.533  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.641  -2.312   0.198  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.949  -2.781   0.366  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    8    9
CONECT    9   10   17   17
CONECT   10   11   11   16
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   15
CONECT   14   28
CONECT   15   16   16   29
CONECT   16   30
CONECT   17   18   31
CONECT   18   19
CONECT   19   20   20
CONECT   20   32
END

HMDB0033994
     RDKit          3D
Isoformononetin
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2438   -0.5184    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152   -1.3646    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121   -0.8533    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.4845    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    1.0096   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377    0.1369   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785    0.6089   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2929    1.8180   -0.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -0.2795   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    0.1271   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    1.0260   -1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3060    1.3866   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.8807   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5856    1.2472   -0.2639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7912   -0.0187    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4622   -0.3785    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -1.6114    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4427   -2.0190    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -1.2101    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.7267    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4234    0.0127    1.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1181   -1.1822   -0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698    0.2284   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409    1.1553   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    2.0701   -0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    1.4140   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6469    2.1008   -1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    2.0608    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335   -0.4182    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1190   -1.0941    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406   -2.3119    0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -2.7811    0.3660 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  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
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4'-Hydroxy-7-methoxyisoflavone	ChEBI
7-O-Methyldaidzein	ChEBI

Chemical Formula

C₁₆H₁₂O₄

Average Molecular Weight

268.2641

Monoisotopic Molecular Weight

268.073558872

IUPAC Name

3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

Traditional Name

isoformononetin

CAS Registry Number

486-63-5

SMILES

COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H12O4/c1-19-12-6-7-13-15(8-12)20-9-14(16(13)18)10-2-4-11(17)5-3-10/h2-9,17H,1H3

InChI Key

LNIQZRIHAMVRJA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylisoflavones

Alternative Parents

Substituents

7-o-methylisoflavone
Isoflavone
Chromone
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavone (CHEBI:29608 )
methoxyisoflavone (CHEBI:29608 )
isoflavones (C12125 )
Isoflavonoids (C12125 )
Isoflavonoids (LMPK12050039 )
a small molecule (CPD-3343 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033994)

Cellular substructure

Membrane (HMDB: HMDB0033994)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033994)

Source

Exogenous

Food

Food (HMDB: HMDB0033994)

Soy

Soy bean (FooDB: FOOD00085)

Pulse

Pulses (FooDB: FOOD00867)

Not Available

Nutrient (HMDB: HMDB0033994)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0033994)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 - 220 °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	0.04 g/L	ALOGPS
logP	3.53	ALOGPS
logP	2.88	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-4.7	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	27.89 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]+	163.929	31661259
DarkChem	[M-H]-	162.802	31661259
DeepCCS	[M+H]+	163.851	30932474
DeepCCS	[M-H]-	161.49	30932474
DeepCCS	[M-2H]-	194.376	30932474
DeepCCS	[M+Na]+	169.942	30932474
AllCCS	[M+H]+	161.5	32859911
AllCCS	[M+H-H2O]+	157.6	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	162.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoformononetin	COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1	3593.2	Standard polar	33892256
Isoformononetin	COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1	2610.5	Standard non polar	33892256
Isoformononetin	COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1	2837.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoformononetin,1TMS,isomer #1	COC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C=C3)=COC2=C1	2968.1	Semi standard non polar	33892256
Isoformononetin,1TBDMS,isomer #1	COC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	3161.8	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 - Isoformononetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ku-0590000000-8943acc79b51c379ae52	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoformononetin GC-MS (1 TMS) - 70eV, Positive	splash10-00g1-3897000000-5d8baf291909476a703f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoformononetin 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 - Isoformononetin 10V, Positive-QTOF	splash10-014i-0090000000-93ea0ff4edcf015827a6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 20V, Positive-QTOF	splash10-014i-0090000000-917f82cee237a0ffb938	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 40V, Positive-QTOF	splash10-0wmr-4890000000-f399232f207fd2f68655	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 10V, Negative-QTOF	splash10-014i-0090000000-7db2de417f2af41f939e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 20V, Negative-QTOF	splash10-014i-0090000000-9b1e14feba0894a02c79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 40V, Negative-QTOF	splash10-014r-4890000000-280dfafc8254994f10dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 10V, Negative-QTOF	splash10-014i-0090000000-40ddcbafe3b3d6485788	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 20V, Negative-QTOF	splash10-014i-0090000000-2501b4d31d98c3b83c0a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 40V, Negative-QTOF	splash10-0910-0590000000-e9ab86e92f02a4ad9ce9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 10V, Positive-QTOF	splash10-014i-0090000000-30b0502b3411ee2af0fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 20V, Positive-QTOF	splash10-014i-0090000000-30b0502b3411ee2af0fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoformononetin 40V, Positive-QTOF	splash10-07g0-1590000000-421e5ac2a020e966e28f	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

DB04202

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3764

PDB ID

HMO

ChEBI ID

29608

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 Isoformononetin (HMDB0033994)

MOL for HMDB0033994 (Isoformononetin)

3D MOL for HMDB0033994 (Isoformononetin)

3D SDF for HMDB0033994 (Isoformononetin)

3D-SDF for HMDB0033994 (Isoformononetin)

PDB for HMDB0033994 (Isoformononetin)

3D PDB for HMDB0033994 (Isoformononetin)

SMILES for HMDB0033994 (Isoformononetin)

INCHI for HMDB0033994 (Isoformononetin)

Structure for HMDB0033994 (Isoformononetin)

3D Structure for HMDB0033994 (Isoformononetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra