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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:40:31 UTC

Update Date

2021-09-24 06:40:31 UTC

HMDB ID

HMDB0304042

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,5,7-trihydroxy-4'-methoxyisoflavanone

Description

2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-olate 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. Based on a literature review very few articles have been published on 2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-olate.

Structure

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

HMDB0304042
     RDKit          3D
2,5,7-trihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6755   -0.2914   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0726   -0.8063    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259   -0.6097    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879    0.0904   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.2683   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.2420    0.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -0.0557    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1522   -0.7085   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6786   -1.6324   -0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -0.2868   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.9114   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020   -2.0064   -1.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5971   -0.4890   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.6081   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.0742   -1.0279 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3124    1.2683    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0258    0.8010    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    1.4282    1.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.3975    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233    2.1305    2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960   -0.9423    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -1.1188    1.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6951    0.8317   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -0.6155   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0571   -0.5991   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.5079   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    0.8227   -1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074   -0.5176    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660   -2.4964   -2.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2564   -0.9510   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6754    2.1228    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    1.8846    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    3.0683    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -1.3604    2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7688   -1.6634    2.1798 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 17 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
 12 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  1  15  -1
M  END


  Mrv1533005141512312D          

 22 24  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
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    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   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 13  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 11 20  2  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
HMDB0304042

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1C(O)OC2=CC([O-])=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-21-10-4-2-8(3-5-10)13-15(19)14-11(18)6-9(17)7-12(14)22-16(13)20/h2-7,13,16-18,20H,1H3/p-1

> <INCHI_KEY>
IIQJLBKXWGKSKE-UHFFFAOYSA-M

> <FORMULA>
C16H13O6

> <MOLECULAR_WEIGHT>
301.275

> <EXACT_MASS>
301.071761719

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.489330453773356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-olate

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
2.5093282283333327

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.436399485203136

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.802662934395586

> <JCHEM_PKA_STRONGEST_BASIC>
-4.256448733393547

> <JCHEM_POLAR_SURFACE_AREA>
99.05

> <JCHEM_REFRACTIVITY>
87.73900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-7-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304042
     RDKit          3D
2,5,7-trihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6755   -0.2914   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0726   -0.8063    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259   -0.6097    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879    0.0904   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.2683   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.2420    0.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -0.0557    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1522   -0.7085   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6786   -1.6324   -0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -0.2868   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.9114   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020   -2.0064   -1.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5971   -0.4890   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.6081   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.0742   -1.0279 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3124    1.2683    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0258    0.8010    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    1.4282    1.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.3975    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233    2.1305    2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960   -0.9423    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -1.1188    1.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6951    0.8317   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -0.6155   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0571   -0.5991   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.5079   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    0.8227   -1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074   -0.5176    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660   -2.4964   -2.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2564   -0.9510   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6754    2.1228    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    1.8846    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    3.0683    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -1.3604    2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7688   -1.6634    2.1798 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 17 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
 12 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  1  15  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O-1
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14    7                                                  
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11                                                       
CONECT   21    6   22                                                       
CONECT   22   21    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0304042
HETATM    1  C1  UNL     1       5.675  -0.291  -1.042  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.073  -0.806   0.120  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.726  -0.610   0.338  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.988   0.090  -0.588  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.626   0.268  -0.331  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.049  -0.242   0.812  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.391  -0.056   1.088  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.152  -0.709  -0.012  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.679  -1.632  -0.724  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.516  -0.287  -0.314  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.316  -0.911  -1.231  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.802  -2.006  -1.912  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.597  -0.489  -1.492  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.087   0.608  -0.797  1.00  0.00           C  
HETATM   15  O4  UNL     1      -6.384   1.074  -1.028  1.00  0.00           O1-
HETATM   16  C12 UNL     1      -4.312   1.268   0.138  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.026   0.801   0.364  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.206   1.428   1.293  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.803   1.398   1.096  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.223   2.130   2.098  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.796  -0.942   1.735  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.140  -1.119   1.482  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.695   0.832  -1.035  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.716  -0.616  -1.169  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.057  -0.599  -1.917  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.396   0.508  -1.496  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.035   0.823  -1.061  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.707  -0.518   2.036  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.366  -2.496  -2.601  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.256  -0.951  -2.203  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.675   2.123   0.689  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.577   1.885   0.123  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.044   3.068   1.849  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.379  -1.360   2.648  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.769  -1.663   2.180  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    9   10
CONECT   10   11   11   17
CONECT   11   12   13
CONECT   12   29
CONECT   13   14   14   30
CONECT   14   15   16
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   19
CONECT   19   20   32
CONECT   20   33
CONECT   21   22   22   34
CONECT   22   35
END

HMDB0304042
     RDKit          3D
2,5,7-trihydroxy-4'-methoxyisoflavanone
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.6755   -0.2914   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0726   -0.8063    0.1197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259   -0.6097    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879    0.0904   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.2683   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -0.2420    0.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -0.0557    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1522   -0.7085   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6786   -1.6324   -0.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -0.2868   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3164   -0.9114   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020   -2.0064   -1.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5971   -0.4890   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.6081   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.0742   -1.0279 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3124    1.2683    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0258    0.8010    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    1.4282    1.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8026    1.3975    1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233    2.1305    2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7960   -0.9423    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -1.1188    1.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6951    0.8317   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -0.6155   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0571   -0.5991   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.5079   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    0.8227   -1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7074   -0.5176    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660   -2.4964   -2.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2564   -0.9510   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6754    2.1228    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    1.8846    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443    3.0683    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -1.3604    2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7688   -1.6634    2.1798 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 19  7  1  0
 17 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
 12 29  1  0
 13 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-Dihydroxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-olic acid	Generator

Chemical Formula

C₁₆H₁₃O₆

Average Molecular Weight

301.275

Monoisotopic Molecular Weight

301.071761719

IUPAC Name

2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-olate

Traditional Name

2,5-dihydroxy-3-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-7-olate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1C(O)OC2=CC([O-])=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C16H14O6/c1-21-10-4-2-8(3-5-10)13-15(19)14-11(18)6-9(17)7-12(14)22-16(13)20/h2-7,13,16-18,20H,1H3/p-1

InChI Key

IIQJLBKXWGKSKE-UHFFFAOYSA-M

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
2-hydroxyisoflavanone
Hydroxyisoflavonoid
Isoflavanol
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl ketone
Aryl alkyl ketone
Phenoxide
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Hemiacetal
Oxacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an isoflavone (CPD-5421 )

Ontology

Not Available

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
logP	1.9	ALOGPS
logP	2.51	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.74 m³·mol⁻¹	ChemAxon
Polarizability	29.49 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
AllCCS	[M+H]+	170.254	32859911
AllCCS	[M+H-H2O]+	166.618	32859911
AllCCS	[M+Na]+	174.599	32859911
AllCCS	[M+NH4]+	173.628	32859911
AllCCS	[M-H]-	169.571	32859911
AllCCS	[M+Na-2H]-	169.065	32859911
AllCCS	[M+HCOO]-	168.643	32859911
DeepCCS	[M+H]+	170.32	30932474
DeepCCS	[M-H]-	167.06	30932474
DeepCCS	[M-2H]-	202.285	30932474
DeepCCS	[M+Na]+	178.575	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7-trihydroxy-4'-methoxyisoflavanone 10V, Negative-QTOF	splash10-0udi-0198000000-861120139cc38d37306d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7-trihydroxy-4'-methoxyisoflavanone 20V, Negative-QTOF	splash10-000i-0391000000-689210a0e125ef8a847b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5,7-trihydroxy-4'-methoxyisoflavanone 40V, Negative-QTOF	splash10-052g-3790000000-bfda2f6af007538e0430	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB030301

KNApSAcK ID

Not Available

Chemspider ID

24785484

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74428143

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2,5,7-trihydroxy-4'-methoxyisoflavanone (HMDB0304042)

MOL for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

3D MOL for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

3D SDF for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

3D-SDF for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

PDB for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

3D PDB for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

SMILES for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

INCHI for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

Structure for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

3D Structure for HMDB0304042 (2,5,7-trihydroxy-4'-methoxyisoflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra