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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:29 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030698

Secondary Accession Numbers

HMDB30698

Metabolite Identification

Common Name

5,7-Dimethoxyisoflavone

Description

5,7-Dimethoxyisoflavone 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, 5,7-dimethoxyisoflavone is considered to be a flavonoid. 5,7-Dimethoxyisoflavone has been detected, but not quantified in, nuts and peanuts (Arachis hypogaea). This could make 5,7-dimethoxyisoflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dimethoxyisoflavone.

Structure

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

HMDB0030698
     RDKit          3D
5,7-Dimethoxyisoflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.4369    0.5988    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -0.4057    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -0.3702    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7471   -1.3413   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778   -1.3276   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -2.2965   -1.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3638   -3.3533   -2.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.3169   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.2438   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -1.1054   -0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    0.7892    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    0.8838    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    2.1211    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076    2.2561   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    1.1329    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9319   -0.0980    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.2302    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6401    1.7168    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.6370    1.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245    0.6692    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6783    0.6275    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    0.3230    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3693    1.5959    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9575    0.6964    2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.0955   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.1656   -2.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643   -3.6748   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471   -4.2452   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    3.0151   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    3.2155   -0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    1.2496    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540   -0.9871    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -1.2095    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    2.5335    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704    1.4052    1.3176 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061305272D          

 21 23  0  0  0  0            999 V2000
    0.0000    0.0000    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
    5.7158    3.3000    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
    5.7158    2.4750    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
    5.0013    2.0625    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
    4.2868    2.4750    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
    3.5724    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
    2.8579    3.3000    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
    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
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19  1  1  0  0  0  0
 19 12  1  0  0  0  0
 20  2  1  0  0  0  0
 20 14  1  0  0  0  0
 21 10  1  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030698

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O4/c1-19-12-8-14(20-2)16-15(9-12)21-10-13(17(16)18)11-6-4-3-5-7-11/h3-10H,1-2H3

> <INCHI_KEY>
CDSSYLTXYXEANW-UHFFFAOYSA-N

> <FORMULA>
C17H14O4

> <MOLECULAR_WEIGHT>
282.2907

> <EXACT_MASS>
282.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.593186871036227

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dimethoxy-3-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.022225823333333

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.509971900223491

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
78.6666

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dimethoxy-3-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030698
     RDKit          3D
5,7-Dimethoxyisoflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.4369    0.5988    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -0.4057    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -0.3702    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7471   -1.3413   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778   -1.3276   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -2.2965   -1.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3638   -3.3533   -2.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.3169   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.2438   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -1.1054   -0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    0.7892    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    0.8838    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    2.1211    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076    2.2561   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    1.1329    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9319   -0.0980    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.2302    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6401    1.7168    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.6370    1.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245    0.6692    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6783    0.6275    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    0.3230    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3693    1.5959    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9575    0.6964    2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.0955   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.1656   -2.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643   -3.6748   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471   -4.2452   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    3.0151   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    3.2155   -0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    1.2496    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540   -0.9871    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -1.2095    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    2.5335    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704    1.4052    1.3176 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  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       0.000   0.000   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      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   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       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   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       6.668   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   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       5.335   6.160   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       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   12   14                                                       
CONECT    9   12   15                                                       
CONECT   10   13   21                                                       
CONECT   11    6    7   13                                                  
CONECT   12    8    9   19                                                  
CONECT   13   10   11   17                                                  
CONECT   14    8   16   20                                                  
CONECT   15    9   16   21                                                  
CONECT   16   14   15   17                                                  
CONECT   17   13   16   18                                                  
CONECT   18   17                                                            
CONECT   19    1   12                                                       
CONECT   20    2   14                                                       
CONECT   21   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030698
HETATM    1  C1  UNL     1      -5.437   0.599   1.009  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.811  -0.406   0.249  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.429  -0.370   0.123  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.747  -1.341  -0.619  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.378  -1.328  -0.759  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.744  -2.296  -1.495  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.364  -3.353  -2.155  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.681  -0.317  -0.139  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.690  -0.244  -0.237  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.290  -1.105  -0.896  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.343   0.789   0.403  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.781   0.884   0.312  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.332   2.121   0.054  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.708   2.256  -0.041  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.502   1.133   0.126  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.932  -0.098   0.384  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.580  -0.230   0.478  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.640   1.717   1.118  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.663   1.637   1.205  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.325   0.669   0.610  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.678   0.628   0.729  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.510   0.323   1.210  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.369   1.596   0.520  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.957   0.696   2.009  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.390  -2.095  -1.069  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.389  -3.166  -2.488  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.764  -3.675  -3.039  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.347  -4.245  -1.466  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.723   3.015  -0.081  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.188   3.215  -0.244  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.587   1.250   0.049  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.554  -0.987   0.517  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.127  -1.209   0.683  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.178   2.533   1.622  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.170   1.405   1.318  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   26   27   28
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   12   18   18
CONECT   12   13   13   17
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   33
CONECT   18   19   34
CONECT   19   20
CONECT   20   21   21
CONECT   21   35
END

HMDB0030698
     RDKit          3D
5,7-Dimethoxyisoflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.4369    0.5988    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -0.4057    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -0.3702    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7471   -1.3413   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778   -1.3276   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -2.2965   -1.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3638   -3.3533   -2.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.3169   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.2438   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -1.1054   -0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426    0.7892    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    0.8838    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    2.1211    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076    2.2561   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019    1.1329    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9319   -0.0980    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.2302    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6401    1.7168    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    1.6370    1.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245    0.6692    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6783    0.6275    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5102    0.3230    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3693    1.5959    0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9575    0.6964    2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.0955   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -3.1656   -2.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643   -3.6748   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471   -4.2452   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    3.0151   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1884    3.2155   -0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    1.2496    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540   -0.9871    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -1.2095    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    2.5335    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704    1.4052    1.3176 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 20  8  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₄

Average Molecular Weight

282.2907

Monoisotopic Molecular Weight

282.089208936

IUPAC Name

5,7-dimethoxy-3-phenyl-4H-chromen-4-one

Traditional Name

5,7-dimethoxy-3-phenylchromen-4-one

CAS Registry Number

26964-35-2

SMILES

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

InChI Identifier

InChI=1S/C17H14O4/c1-19-12-8-14(20-2)16-15(9-12)21-10-13(17(16)18)11-6-4-3-5-7-11/h3-10H,1-2H3

InChI Key

CDSSYLTXYXEANW-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
Alkyl aryl ether
Pyranone
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050159 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030698)
Cell membrane (HMDB: HMDB0030698)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030698)

Source

Endogenous

Endogenous (HMDB: HMDB0030698)

Plant

Plant (HMDB: HMDB0030698)

Exogenous

Food

Food (HMDB: HMDB0030698)

Nut

Peanut (FooDB: FOOD00016)
Nuts (FooDB: FOOD00869)

Exogenous (HMDB: HMDB0030698)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122 - 123 °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	0.016 g/L	ALOGPS
logP	3.26	ALOGPS
logP	3.02	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.67 m³·mol⁻¹	ChemAxon
Polarizability	29.59 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]+	166.584	31661259
DarkChem	[M-H]-	168.238	31661259
DeepCCS	[M+H]+	165.723	30932474
DeepCCS	[M-H]-	163.365	30932474
DeepCCS	[M-2H]-	196.259	30932474
DeepCCS	[M+Na]+	171.816	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	160.8	32859911
AllCCS	[M+NH4]+	168.2	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.7	32859911
AllCCS	[M+HCOO]-	167.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.28 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6908 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2495.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	473.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	212.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	258.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	560.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	746.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1480.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	493.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1436.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	451.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	448.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	390.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	420.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,7-Dimethoxyisoflavone	COC1=CC(OC)=C2C(=O)C(=COC2=C1)C1=CC=CC=C1	3530.1	Standard polar	33892256
5,7-Dimethoxyisoflavone	COC1=CC(OC)=C2C(=O)C(=COC2=C1)C1=CC=CC=C1	2530.8	Standard non polar	33892256
5,7-Dimethoxyisoflavone	COC1=CC(OC)=C2C(=O)C(=COC2=C1)C1=CC=CC=C1	2650.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 5,7-Dimethoxyisoflavone EI-B (Non-derivatized)	splash10-001i-4490000000-d226be6c9c9d0ea23924	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 5,7-Dimethoxyisoflavone EI-B (Non-derivatized)	splash10-001i-4490000000-d226be6c9c9d0ea23924	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dimethoxyisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0790000000-03a667b4e912039c3e4c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,7-Dimethoxyisoflavone 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-Dimethoxyisoflavone 10V, Positive-QTOF	splash10-001i-0090000000-f8fdffd82e9d5cf09d76	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 20V, Positive-QTOF	splash10-001i-0090000000-b3de20e03e4efffa07e4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 40V, Positive-QTOF	splash10-0udi-2890000000-c627af855eb738aa8e67	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 10V, Negative-QTOF	splash10-001i-0090000000-f12b88521d263953ad3e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 20V, Negative-QTOF	splash10-001i-0090000000-92cf7225188e88ac54ff	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 40V, Negative-QTOF	splash10-0udi-1790000000-94139c4cff7e1e08b769	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 10V, Negative-QTOF	splash10-001i-0090000000-46d524a659b3d5408572	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 20V, Negative-QTOF	splash10-001i-0090000000-46d524a659b3d5408572	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 40V, Negative-QTOF	splash10-0fk9-0290000000-5d0b5354b1b4ea0c547d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 10V, Positive-QTOF	splash10-001i-0090000000-a4e135478b32ac929153	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 20V, Positive-QTOF	splash10-001i-0090000000-a4e135478b32ac929153	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,7-Dimethoxyisoflavone 40V, Positive-QTOF	splash10-0fri-0490000000-733749582c7fe9314ecc	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

FDB002619

KNApSAcK ID

C00009451

Chemspider ID

5142856

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6710704

PDB ID

Not Available

ChEBI ID

205093

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-Dimethoxyisoflavone (HMDB0030698)

MOL for HMDB0030698 (5,7-Dimethoxyisoflavone)

3D MOL for HMDB0030698 (5,7-Dimethoxyisoflavone)

3D SDF for HMDB0030698 (5,7-Dimethoxyisoflavone)

3D-SDF for HMDB0030698 (5,7-Dimethoxyisoflavone)

PDB for HMDB0030698 (5,7-Dimethoxyisoflavone)

3D PDB for HMDB0030698 (5,7-Dimethoxyisoflavone)

SMILES for HMDB0030698 (5,7-Dimethoxyisoflavone)

INCHI for HMDB0030698 (5,7-Dimethoxyisoflavone)

Structure for HMDB0030698 (5,7-Dimethoxyisoflavone)

3D Structure for HMDB0030698 (5,7-Dimethoxyisoflavone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra