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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:38:43 UTC

Update Date

2022-03-07 02:57:10 UTC

HMDB ID

HMDB0041726

Secondary Accession Numbers

HMDB41726

Metabolite Identification

Common Name

Dihydroglycitein

Description

Dihydroglycitein belongs to the class of organic compounds known as 6-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C6 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 Dihydroglycitein.

Structure

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

HMDB0041726
     RDKit          3D
Dihydroglycitein
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.7366    1.0141    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -0.1674    1.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341   -0.6455    0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529    0.0512    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166   -0.3962    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4036   -1.5677   -0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -2.2556   -0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416   -1.8044   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -2.4813   -0.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -1.9922   -1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0546   -1.5341   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0278   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073    0.5681   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    1.4283   -1.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.9707   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130    1.6562    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.2104    0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1915    0.7829    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    0.2449    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.3110    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792    1.1514    1.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207    1.8107    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544    0.8367    2.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    1.3864    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651    0.9672    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396   -3.1709   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828   -3.3198   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -1.9732    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548   -1.8657   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    0.3495   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687    1.7117   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6656    2.6596   -1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    1.9875    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6893    0.5335    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -0.4303    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  8  3  1  0
 19 13  1  0
 20  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv0541 02271201302D          

 21 23  0  0  0  0            999 V2000
    2.1096   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3952   -1.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3952   -0.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    0.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -0.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -1.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338   -1.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338   -0.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6807    0.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338    1.3652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772    0.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627    1.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    0.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    0.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -0.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772    0.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -0.2848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -1.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -1.5223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041726

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OCC(C(=O)C2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-7,12,17-18H,8H2,1H3

> <INCHI_KEY>
HEZSALBPROZVOO-UHFFFAOYSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.880454150445324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.2235521700000005

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.515660932117463

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.204948030486277

> <JCHEM_PKA_STRONGEST_BASIC>
-4.587152086748583

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
76.1588

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041726
     RDKit          3D
Dihydroglycitein
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.7366    1.0141    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -0.1674    1.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341   -0.6455    0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529    0.0512    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166   -0.3962    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4036   -1.5677   -0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -2.2556   -0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416   -1.8044   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -2.4813   -0.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -1.9922   -1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0546   -1.5341   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0278   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073    0.5681   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    1.4283   -1.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.9707   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130    1.6562    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.2104    0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1915    0.7829    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    0.2449    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.3110    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792    1.1514    1.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207    1.8107    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544    0.8367    2.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    1.3864    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651    0.9672    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396   -3.1709   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828   -3.3198   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -1.9732    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548   -1.8657   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    0.3495   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687    1.7117   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6656    2.6596   -1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    1.9875    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6893    0.5335    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -0.4303    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  8  3  1  0
 19 13  1  0
 20  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0       3.938  -2.842   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.604  -2.072   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.604  -0.532   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.938   0.238   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.272  -0.532   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.272  -2.072   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.063  -2.072   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.063  -0.532   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.271   0.238   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.271   1.778   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.063   2.548   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.398   2.548   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.064   1.778   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.730   2.548   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.397   1.778   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.397   0.238   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.730  -0.532   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.064   0.238   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.398  -0.532   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.398  -2.072   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.605  -2.842   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5   21                                                  
CONECT    7    8                                                            
CONECT    8    7    9   16                                                  
CONECT    9    3    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   15                                                       
CONECT   12   13                                                            
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   11   14   16                                                  
CONECT   16    8   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21    6                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0041726
HETATM    1  C1  UNL     1       4.737   1.014   1.926  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.763  -0.167   1.146  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.634  -0.646   0.516  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.453   0.051   0.655  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.317  -0.396   0.044  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.404  -1.568  -0.713  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.593  -2.256  -0.844  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.742  -1.804  -0.227  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.960  -2.481  -0.342  1.00  0.00           O  
HETATM   10  O3  UNL     1       0.229  -1.992  -1.320  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.055  -1.534  -0.933  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.003  -0.028  -0.817  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.307   0.568  -0.532  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.924   1.428  -1.383  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.169   1.971  -1.066  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.813   1.656   0.111  1.00  0.00           C  
HETATM   17  O4  UNL     1      -6.052   2.210   0.401  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.191   0.783   0.979  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.946   0.245   0.655  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.042   0.311   0.164  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.079   1.151   1.083  1.00  0.00           O  
HETATM   22  H1  UNL     1       4.221   1.811   1.318  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.254   0.837   2.893  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.754   1.386   2.126  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.365   0.967   1.241  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.640  -3.171  -1.441  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.983  -3.320  -0.895  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.315  -1.973   0.064  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.755  -1.866  -1.731  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.652   0.349  -1.808  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.469   1.712  -2.319  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.666   2.660  -1.745  1.00  0.00           H  
HETATM   33  H12 UNL     1      -6.523   1.987   1.249  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.689   0.533   1.900  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.481  -0.430   1.341  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   25
CONECT    5    6    6   20
CONECT    6    7   10
CONECT    7    8    8   26
CONECT    8    9
CONECT    9   27
CONECT   10   11
CONECT   11   12   28   29
CONECT   12   13   20   30
CONECT   13   14   14   19
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   35
CONECT   20   21   21
END

HMDB0041726
     RDKit          3D
Dihydroglycitein
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.7366    1.0141    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -0.1674    1.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6341   -0.6455    0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529    0.0512    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166   -0.3962    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4036   -1.5677   -0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -2.2556   -0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416   -1.8044   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9596   -2.4813   -0.3422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -1.9922   -1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0546   -1.5341   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0278   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073    0.5681   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    1.4283   -1.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.9707   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130    1.6562    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.2104    0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1915    0.7829    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    0.2449    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.3110    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792    1.1514    1.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2207    1.8107    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544    0.8367    2.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    1.3864    2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651    0.9672    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396   -3.1709   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828   -3.3198   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -1.9732    0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548   -1.8657   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    0.3495   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687    1.7117   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6656    2.6596   -1.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5229    1.9875    1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6893    0.5335    1.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808   -0.4303    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  8  3  1  0
 19 13  1  0
 20  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₅

Average Molecular Weight

286.2794

Monoisotopic Molecular Weight

286.084123558

IUPAC Name

7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OCC(C(=O)C2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H14O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-7,12,17-18H,8H2,1H3

InChI Key

HEZSALBPROZVOO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C6 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

6-O-methylated isoflavonoids

Alternative Parents

Substituents

6-methoxyisoflavonoid-skeleton
Isoflavanol
Hydroxyisoflavonoid
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041726)

Biofluid or Excreta

Urine (HMDB: HMDB0041726)

Excreta

Biofluid or Excreta

Urine (PMID: 14698210)

Cellular substructure

Membrane (HMDB: HMDB0041726)

Source

Exogenous

Food

Food (HMDB: HMDB0041726)

Endogenous

Plant

Plant (HMDB: HMDB0041726)

Not Available

Nutrient (HMDB: HMDB0041726)

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	0.082 g/L	ALOGPS
logP	2.83	ALOGPS
logP	2.22	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.2	ChemAxon
pKa (Strongest Basic)	-4.6	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	76.16 m³·mol⁻¹	ChemAxon
Polarizability	28.88 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]+	166.769	31661259
DarkChem	[M-H]-	167.974	31661259
DeepCCS	[M+H]+	171.665	30932474
DeepCCS	[M-H]-	169.307	30932474
DeepCCS	[M-2H]-	202.264	30932474
DeepCCS	[M+Na]+	177.759	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	169.5	32859911
AllCCS	[M+Na]+	170.5	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	167.9	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroglycitein	COC1=C(O)C=C2OCC(C(=O)C2=C1)C1=CC=C(O)C=C1	3979.0	Standard polar	33892256
Dihydroglycitein	COC1=C(O)C=C2OCC(C(=O)C2=C1)C1=CC=C(O)C=C1	2728.9	Standard non polar	33892256
Dihydroglycitein	COC1=C(O)C=C2OCC(C(=O)C2=C1)C1=CC=C(O)C=C1	2868.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroglycitein,1TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OCC(C1=CC=C(O)C=C1)C2=O	2815.8	Semi standard non polar	33892256
Dihydroglycitein,1TMS,isomer #2	COC1=CC2=C(C=C1O)OCC(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	2866.4	Semi standard non polar	33892256
Dihydroglycitein,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OCC(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	2847.3	Semi standard non polar	33892256
Dihydroglycitein,1TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OCC(C1=CC=C(O)C=C1)C2=O	3091.9	Semi standard non polar	33892256
Dihydroglycitein,1TBDMS,isomer #2	COC1=CC2=C(C=C1O)OCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	3118.3	Semi standard non polar	33892256
Dihydroglycitein,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	3330.6	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 - Dihydroglycitein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1790000000-9baf0d641b56745f1f6f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroglycitein GC-MS (2 TMS) - 70eV, Positive	splash10-066r-5925500000-780c4ddbf7fb7cd20efc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroglycitein 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 - Dihydroglycitein 10V, Positive-QTOF	splash10-000i-0390000000-66de58c2046baa329fc2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 20V, Positive-QTOF	splash10-0ap0-0930000000-0023c60a9be703f894e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 40V, Positive-QTOF	splash10-0691-6900000000-5dafef7415c9a02fb149	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 10V, Negative-QTOF	splash10-000i-0090000000-b11453be01d5cb82da78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 20V, Negative-QTOF	splash10-000i-0290000000-6716eae0f30409e858bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 40V, Negative-QTOF	splash10-0006-4980000000-df00c85321507ef53c16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 10V, Positive-QTOF	splash10-000i-0090000000-b239d41c6032c85540b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 20V, Positive-QTOF	splash10-000i-0690000000-f628f5990a71a0f94083	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 40V, Positive-QTOF	splash10-01bl-2930000000-c0bca912f824a949f30c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 10V, Negative-QTOF	splash10-000i-0090000000-14912e1703be5edd027d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 20V, Negative-QTOF	splash10-0udi-0090000000-0b4423e1e3c90fe34287	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroglycitein 40V, Negative-QTOF	splash10-000i-1890000000-b8f9fd198cbb432c81be	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 865	14698210	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 865	17499260	details

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

FDB029892

KNApSAcK ID

Not Available

Chemspider ID

35015224

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101101166

PDB ID

Not Available

ChEBI ID

174736

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for Dihydroglycitein (HMDB0041726)

MOL for HMDB0041726 (Dihydroglycitein)

3D MOL for HMDB0041726 (Dihydroglycitein)

3D SDF for HMDB0041726 (Dihydroglycitein)

3D-SDF for HMDB0041726 (Dihydroglycitein)

PDB for HMDB0041726 (Dihydroglycitein)

3D PDB for HMDB0041726 (Dihydroglycitein)

SMILES for HMDB0041726 (Dihydroglycitein)

INCHI for HMDB0041726 (Dihydroglycitein)

Structure for HMDB0041726 (Dihydroglycitein)

3D Structure for HMDB0041726 (Dihydroglycitein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra