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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:00:24 UTC

Update Date

2022-03-07 02:55:29 UTC

HMDB ID

HMDB0037749

Secondary Accession Numbers

HMDB37749

Metabolite Identification

Common Name

4',7-Dihydroxy-2',5-dimethoxyisoflavanone

Description

4',7-Dihydroxy-2',5-dimethoxyisoflavanone belongs to the class of organic compounds known as 5-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C5 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, 4',7-dihydroxy-2',5-dimethoxyisoflavanone is considered to be a flavonoid. 4',7-Dihydroxy-2',5-dimethoxyisoflavanone has been detected, but not quantified in, pulses and scarlet beans (Phaseolus coccineus). This could make 4',7-dihydroxy-2',5-dimethoxyisoflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4',7-Dihydroxy-2',5-dimethoxyisoflavanone.

Structure

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

HMDB0037749
     RDKit          3D
4',7-Dihydroxy-2',5-dimethoxyisoflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5711    1.9553   -2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    1.1014   -1.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794    0.2758   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012    0.1477    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3996   -0.7179    1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.7899    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.4690    1.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -1.3401    1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -0.4879    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928   -0.2994   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448   -1.5670   -1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9049   -1.1109   -2.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126   -0.6165   -1.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.6502   -2.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3536   -0.1750   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5906   -0.2240   -2.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.3523   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    0.4197    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802    0.9374    1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9461    1.4518    2.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091   -0.0689   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.0653    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    0.1207    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479    3.0016   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    1.4956   -1.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    1.8808   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7487    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309   -0.1776    2.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.1513    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -1.9364    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969    0.5128   -1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428   -2.3765   -0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -1.8149   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -1.0552   -3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.6286   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352    0.7251    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    0.7999    2.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888    1.3068    3.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2040    2.4890    2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 22 10  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
M  END


  Mrv0541 05061309592D          

 23 25  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    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
    0.7145    2.0625    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
    3.5724    1.2375    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
    0.7145    1.2375    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
    3.5724    2.0625    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
    1.4289    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
    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
    6.4302    3.7125    0.0000 O   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
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21  1  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  8  1  0  0  0  0
 23 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037749

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O6/c1-21-13-5-9(18)3-4-11(13)12-8-23-15-7-10(19)6-14(22-2)16(15)17(12)20/h3-7,12,18-19H,8H2,1-2H3

> <INCHI_KEY>
VXWBAOPTFLXYTN-UHFFFAOYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.3053

> <EXACT_MASS>
316.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.405116452731693

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.065880904333333

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.458669035844824

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.830760777491814

> <JCHEM_PKA_STRONGEST_BASIC>
-4.409211557235681

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
82.622

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037749
     RDKit          3D
4',7-Dihydroxy-2',5-dimethoxyisoflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5711    1.9553   -2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    1.1014   -1.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794    0.2758   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012    0.1477    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3996   -0.7179    1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.7899    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.4690    1.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -1.3401    1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -0.4879    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928   -0.2994   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448   -1.5670   -1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9049   -1.1109   -2.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126   -0.6165   -1.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.6502   -2.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3536   -0.1750   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5906   -0.2240   -2.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.3523   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    0.4197    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802    0.9374    1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9461    1.4518    2.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091   -0.0689   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.0653    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    0.1207    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479    3.0016   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    1.4956   -1.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    1.8808   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7487    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309   -0.1776    2.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.1513    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -1.9364    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969    0.5128   -1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428   -2.3765   -0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -1.8149   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -1.0552   -3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.6286   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352    0.7251    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    0.7999    2.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888    1.3068    3.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2040    2.4890    2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 22 10  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   6.930   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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   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      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   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       9.336   3.850   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   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   1.540   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       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    9                                                       
CONECT    4    3   11                                                       
CONECT    5    9   13                                                       
CONECT    6   10   14                                                       
CONECT    7   10   15                                                       
CONECT    8   12   23                                                       
CONECT    9    3    5   18                                                  
CONECT   10    6    7   19                                                  
CONECT   11    4   12   13                                                  
CONECT   12    8   11   17                                                  
CONECT   13    5   11   21                                                  
CONECT   14    6   16   22                                                  
CONECT   15    7   16   23                                                  
CONECT   16   14   15   17                                                  
CONECT   17   12   16   20                                                  
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   17                                                            
CONECT   21    1   13                                                       
CONECT   22    2   14                                                       
CONECT   23    8   15                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037749
HETATM    1  C1  UNL     1       3.571   1.955  -2.009  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.698   1.101  -1.285  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.979   0.276  -0.223  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.201   0.148   0.388  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.400  -0.718   1.449  1.00  0.00           C  
HETATM    6  O2  UNL     1       5.669  -0.790   2.020  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.348  -1.469   1.900  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.088  -1.340   1.281  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.867  -0.488   0.224  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.593  -0.299  -0.432  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.145  -1.567  -1.187  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.905  -1.111  -2.063  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.013  -0.617  -1.406  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.236  -0.650  -2.022  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.354  -0.175  -1.380  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.591  -0.224  -2.009  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.263   0.352  -0.102  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.040   0.420   0.568  1.00  0.00           C  
HETATM   19  O5  UNL     1      -2.880   0.937   1.830  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.946   1.452   2.604  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.909  -0.069  -0.094  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.580  -0.065   0.490  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.375   0.121   1.694  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.548   3.002  -1.699  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.593   1.496  -1.949  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.205   1.881  -3.084  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.055   0.749   0.003  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.931  -0.178   2.812  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.475  -2.151   2.716  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.244  -1.936   1.685  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.597   0.513  -1.157  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.243  -2.376  -0.573  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.989  -1.815  -1.882  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.321  -1.055  -3.030  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.701  -0.629  -2.941  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.135   0.725   0.425  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.810   0.800   2.375  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.689   1.307   3.682  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.204   2.489   2.381  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    6   28
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10
CONECT   10   11   22   31
CONECT   11   12   32   33
CONECT   12   13
CONECT   13   14   14   21
CONECT   14   15   34
CONECT   15   16   17   17
CONECT   16   35
CONECT   17   18   36
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   37   38   39
CONECT   21   22
CONECT   22   23   23
END

HMDB0037749
     RDKit          3D
4',7-Dihydroxy-2',5-dimethoxyisoflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5711    1.9553   -2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    1.1014   -1.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794    0.2758   -0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012    0.1477    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3996   -0.7179    1.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689   -0.7899    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.4690    1.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -1.3401    1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -0.4879    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5928   -0.2994   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448   -1.5670   -1.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9049   -1.1109   -2.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126   -0.6165   -1.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2363   -0.6502   -2.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3536   -0.1750   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5906   -0.2240   -2.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.3523   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    0.4197    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802    0.9374    1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9461    1.4518    2.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091   -0.0689   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801   -0.0653    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    0.1207    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479    3.0016   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    1.4956   -1.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    1.8808   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552    0.7487    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309   -0.1776    2.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.1513    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435   -1.9364    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969    0.5128   -1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428   -2.3765   -0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -1.8149   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -1.0552   -3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7008   -0.6286   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352    0.7251    0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    0.7999    2.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6888    1.3068    3.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2040    2.4890    2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 22 10  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,4'-Dihydroxy-5,2'-dimethoxyisoflavanone	HMDB

Chemical Formula

C₁₇H₁₆O₆

Average Molecular Weight

316.3053

Monoisotopic Molecular Weight

316.094688244

IUPAC Name

7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-5-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

99965-02-3

SMILES

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

InChI Identifier

InChI=1S/C17H16O6/c1-21-13-5-9(18)3-4-11(13)12-8-23-15-7-10(19)6-14(22-2)16(15)17(12)20/h3-7,12,18-19H,8H2,1-2H3

InChI Key

VXWBAOPTFLXYTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C5 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

5-O-methylated isoflavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050505 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037749)

Cellular substructure

Membrane (HMDB: HMDB0037749)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037749)

Source

Exogenous

Food

Food (HMDB: HMDB0037749)

Pulse

Bean

Scarlet bean (FooDB: FOOD00132)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0037749)
Fabaceae (HMDB: HMDB0037749)

Not Available

Nutrient (HMDB: HMDB0037749)

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	286.6 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	0.074 g/L	ALOGPS
logP	2.78	ALOGPS
logP	2.07	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.62 m³·mol⁻¹	ChemAxon
Polarizability	31.41 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]+	175.62	31661259
DarkChem	[M-H]-	172.549	31661259
DeepCCS	[M+H]+	172.639	30932474
DeepCCS	[M-H]-	170.281	30932474
DeepCCS	[M-2H]-	203.297	30932474
DeepCCS	[M+Na]+	178.732	30932474
AllCCS	[M+H]+	173.2	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.4	32859911
AllCCS	[M-H]-	175.9	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	175.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4',7-Dihydroxy-2',5-dimethoxyisoflavanone	COC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O	4192.3	Standard polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone	COC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O	2900.3	Standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone	COC1=C(C=CC(O)=C1)C1COC2=CC(O)=CC(OC)=C2C1=O	3107.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC=C1C1COC2=CC(O)=CC(OC)=C2C1=O	2895.7	Semi standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TMS,isomer #2	COC1=CC(O)=CC=C1C1COC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	2883.8	Semi standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC=C1C1COC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	2792.1	Semi standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C1COC2=CC(O)=CC(OC)=C2C1=O	3146.5	Semi standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,1TBDMS,isomer #2	COC1=CC(O)=CC=C1C1COC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3137.9	Semi standard non polar	33892256
4',7-Dihydroxy-2',5-dimethoxyisoflavanone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C1COC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3284.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0962000000-a76b8107fa718a8255e9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-0072-2774900000-833814de44241e6a2cff	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Positive-QTOF	splash10-014i-0439000000-7f53f047f070f95458a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Positive-QTOF	splash10-014r-0943000000-3ffe30fbff9b9fb02f74	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Positive-QTOF	splash10-014r-2910000000-53acc209a931cfe9c7c4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Negative-QTOF	splash10-014i-0019000000-d76383295855e42677e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Negative-QTOF	splash10-014i-0897000000-f9a87e05361cb27e2889	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Negative-QTOF	splash10-00xr-9870000000-cce6de031fa37955679a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Negative-QTOF	splash10-014i-0309000000-a46c2a9543854b286550	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Negative-QTOF	splash10-03xs-0988000000-b9940917318a76e8b208	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Negative-QTOF	splash10-03di-1975000000-cecab9961da5526df8f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 10V, Positive-QTOF	splash10-014i-0009000000-d70abb7d3eab21266d84	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 20V, Positive-QTOF	splash10-014i-0914000000-65f4a8edd63d9cf6455c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',7-Dihydroxy-2',5-dimethoxyisoflavanone 40V, Positive-QTOF	splash10-0arc-1930000000-af7d5df23ee33b1b2776	2021-09-24	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

FDB016888

KNApSAcK ID

C00009954

Chemspider ID

24842929

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257395

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1863401

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 4',7-Dihydroxy-2',5-dimethoxyisoflavanone (HMDB0037749)

MOL for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

3D MOL for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

3D SDF for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

3D-SDF for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

PDB for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

3D PDB for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

SMILES for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

INCHI for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

Structure for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

3D Structure for HMDB0037749 (4',7-Dihydroxy-2',5-dimethoxyisoflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra