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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:24 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041322

Secondary Accession Numbers

HMDB41322

Metabolite Identification

Common Name

5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone

Description

5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 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. 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and green vegetables. This could make 5,7-dihydroxy-4'-methoxy-8-methylisoflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone.

Structure

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

HMDB0041322
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6028    0.9399   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4593    1.4684    0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0395    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737    1.5669    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.1018    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.1306   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.3701   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    0.7463   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456    0.2912   -1.5965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5746   -0.2808   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9510   -0.1847   -0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6971    0.5290   -1.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332   -0.7675    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0287   -0.6755    0.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.4292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5243   -1.5145    1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -2.1790    2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -0.9410    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -1.0090    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.6166    1.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -0.3697   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484    0.0628   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5725    1.1598   -1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -0.1843   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5353    1.2587    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307    2.3212    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    1.5262    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4130   -1.1422   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313    0.9174   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4216    1.6758   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    1.0619   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251    1.2301   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222   -0.1692   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5188   -0.1782   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -1.8894    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2341   -2.6258    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237   -1.1451   -1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327   -0.3556   -1.2739 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END

  Mrv0541 05061312342D          

 22 24  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   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
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17  9  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 16  2  0  0  0  0
 21  2  1  0  0  0  0
 21 11  1  0  0  0  0
 22  8  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041322

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-9-13(18)7-14(19)15-16(20)12(8-22-17(9)15)10-3-5-11(21-2)6-4-10/h3-7,12,18-19H,8H2,1-2H3

> <INCHI_KEY>
QDPNXXWOKFBCPC-UHFFFAOYSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.3059

> <EXACT_MASS>
300.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.71908914104756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-(4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
3.3869735593333328

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.070061129608625

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.280056448939131

> <JCHEM_PKA_STRONGEST_BASIC>
-3.80909218846869

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
81.19999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-3-(4-methoxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041322
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6028    0.9399   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4593    1.4684    0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0395    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737    1.5669    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.1018    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.1306   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.3701   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    0.7463   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456    0.2912   -1.5965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5746   -0.2808   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9510   -0.1847   -0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6971    0.5290   -1.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332   -0.7675    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0287   -0.6755    0.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.4292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5243   -1.5145    1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -2.1790    2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -0.9410    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -1.0090    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.6166    1.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -0.3697   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484    0.0628   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5725    1.1598   -1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -0.1843   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5353    1.2587    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307    2.3212    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    1.5262    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4130   -1.1422   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313    0.9174   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4216    1.6758   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    1.0619   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251    1.2301   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222   -0.1692   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5188   -0.1782   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -1.8894    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2341   -2.6258    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237   -1.1451   -1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327   -0.3556   -1.2739 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   21                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7   13   14                                                       
CONECT    8   12   22                                                       
CONECT    9    1   13   17                                                  
CONECT   10    3    4   12                                                  
CONECT   11    5    6   21                                                  
CONECT   12    8   10   16                                                  
CONECT   13    7    9   18                                                  
CONECT   14    7   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   12   15   20                                                  
CONECT   17    9   15   22                                                  
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   16                                                            
CONECT   21    2   11                                                       
CONECT   22    8   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041322
HETATM    1  C1  UNL     1       6.603   0.940  -0.127  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.459   1.468   0.508  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.186   1.039   0.195  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.074   1.567   0.826  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.827   1.102   0.474  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.643   0.131  -0.484  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.318  -0.370  -0.865  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.535   0.746  -1.458  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.846   0.291  -1.597  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.575  -0.281  -0.543  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.951  -0.185  -0.474  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.697   0.529  -1.516  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.633  -0.767   0.589  1.00  0.00           C  
HETATM   14  O3  UNL     1      -6.029  -0.675   0.668  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.897  -1.429   1.548  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.524  -1.514   1.462  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.791  -2.179   2.426  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.832  -0.941   0.412  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.383  -1.009   0.285  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.270  -1.617   1.163  1.00  0.00           O  
HETATM   21  C16 UNL     1       2.775  -0.370  -1.090  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.048   0.063  -0.773  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.573   1.160  -1.213  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.560  -0.184  -0.057  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.535   1.259   0.360  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.231   2.321   1.569  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.967   1.526   0.978  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.413  -1.142  -1.648  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.131   0.917  -2.485  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.422   1.676  -0.897  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.989   1.062  -2.181  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.425   1.230  -1.053  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.322  -0.169  -2.145  1.00  0.00           H  
HETATM   34  H12 UNL     1      -6.519  -0.178  -0.063  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.404  -1.889   2.382  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.234  -2.626   3.228  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.724  -1.145  -1.863  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.933  -0.356  -1.274  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   21
CONECT    7    8   19   28
CONECT    8    9   29   30
CONECT    9   10
CONECT   10   11   11   18
CONECT   11   12   13
CONECT   12   31   32   33
CONECT   13   14   15   15
CONECT   14   34
CONECT   15   16   35
CONECT   16   17   18   18
CONECT   17   36
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   22   37
CONECT   22   38
END

HMDB0041322
     RDKit          3D
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6028    0.9399   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4593    1.4684    0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0395    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737    1.5669    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    1.1018    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6434    0.1306   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.3701   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    0.7463   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456    0.2912   -1.5965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5746   -0.2808   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9510   -0.1847   -0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6971    0.5290   -1.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332   -0.7675    0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0287   -0.6755    0.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967   -1.4292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5243   -1.5145    1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -2.1790    2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -0.9410    0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -1.0090    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.6166    1.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -0.3697   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484    0.0628   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5725    1.1598   -1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -0.1843   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5353    1.2587    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307    2.3212    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    1.5262    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4130   -1.1422   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313    0.9174   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4216    1.6758   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    1.0619   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251    1.2301   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222   -0.1692   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5188   -0.1782   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -1.8894    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2341   -2.6258    3.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237   -1.1451   -1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9327   -0.3556   -1.2739 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 18 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Molecular Weight

300.3059

Monoisotopic Molecular Weight

300.099773622

IUPAC Name

5,7-dihydroxy-3-(4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5,7-dihydroxy-3-(4-methoxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

163021-16-7

SMILES

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

InChI Identifier

InChI=1S/C17H16O5/c1-9-13(18)7-14(19)15-16(20)12(8-22-17(9)15)10-3-5-11(21-2)6-4-10/h3-7,12,18-19H,8H2,1-2H3

InChI Key

QDPNXXWOKFBCPC-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
Vinylogous acid
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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: HMDB0041322)
Cell membrane (HMDB: HMDB0041322)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041322)

Source

Exogenous

Exogenous (HMDB: HMDB0041322)

Food

Food (HMDB: HMDB0041322)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041322)
Poaceae (HMDB: HMDB0041322)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041322)

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	0.05 g/L	ALOGPS
logP	3.04	ALOGPS
logP	3.39	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.28	ChemAxon
pKa (Strongest Basic)	-3.8	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	81.2 m³·mol⁻¹	ChemAxon
Polarizability	30.72 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]+	171.635	31661259
DarkChem	[M-H]-	172.066	31661259
DeepCCS	[M+H]+	171.067	30932474
DeepCCS	[M-H]-	168.709	30932474
DeepCCS	[M-2H]-	201.595	30932474
DeepCCS	[M+Na]+	177.16	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	166.5	32859911
AllCCS	[M+NH4]+	173.4	32859911
AllCCS	[M+Na]+	174.4	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	172.9	32859911
AllCCS	[M+HCOO]-	172.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone	COC1=CC=C(C=C1)C1COC2=C(C)C(O)=CC(O)=C2C1=O	3878.3	Standard polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone	COC1=CC=C(C=C1)C1COC2=C(C)C(O)=CC(O)=C2C1=O	2807.8	Standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone	COC1=CC=C(C=C1)C1COC2=C(C)C(O)=CC(O)=C2C1=O	2817.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,1TMS,isomer #1	COC1=CC=C(C2COC3=C(C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	2833.2	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,1TMS,isomer #2	COC1=CC=C(C2COC3=C(C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	2849.3	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,2TMS,isomer #1	COC1=CC=C(C2COC3=C(C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	2790.8	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,1TBDMS,isomer #1	COC1=CC=C(C2COC3=C(C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	3084.2	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,1TBDMS,isomer #2	COC1=CC=C(C2COC3=C(C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	3108.1	Semi standard non polar	33892256
5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone,2TBDMS,isomer #1	COC1=CC=C(C2COC3=C(C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	3296.7	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 - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0960000000-bca7d158e66a58d24b48	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-2932400000-59ecab966194f0507f13	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 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 - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 10V, Positive-QTOF	splash10-0udi-0529000000-6b54995f79cd83f6eaee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 20V, Positive-QTOF	splash10-106r-0921000000-64bc850b90d9157e5842	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 40V, Positive-QTOF	splash10-0ul1-3900000000-5739d91bd7ce6d8f8d5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 10V, Negative-QTOF	splash10-0002-0090000000-4f8fc123798a8dec2728	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 20V, Negative-QTOF	splash10-0002-0970000000-c1ebc46b74192ea8d559	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 40V, Negative-QTOF	splash10-0609-3940000000-7402659d067a220751bf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 10V, Negative-QTOF	splash10-0002-0090000000-c8e04b941de97dd002f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 20V, Negative-QTOF	splash10-00kb-0090000000-28aab6a6a1ded7298f7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 40V, Negative-QTOF	splash10-102c-2390000000-5cde6ae32e34852eea59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 10V, Positive-QTOF	splash10-0udi-0009000000-7fd5921050e52686aed7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 20V, Positive-QTOF	splash10-0udi-0309000000-56b03ae224c2e9b418bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone 40V, Positive-QTOF	splash10-00li-5910000000-9c61f5c7c9bba697d08e	2021-09-22	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

FDB021242

KNApSAcK ID

Not Available

Chemspider ID

35015153

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129685429

PDB ID

Not Available

ChEBI ID

174870

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 5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone (HMDB0041322)

MOL for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

3D MOL for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

3D SDF for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

3D-SDF for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

PDB for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

3D PDB for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

SMILES for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

INCHI for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

Structure for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

3D Structure for HMDB0041322 (5,7-Dihydroxy-4'-methoxy-8-methylisoflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra