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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:43:58 UTC

Update Date

2022-03-07 02:55:21 UTC

HMDB ID

HMDB0037481

Secondary Accession Numbers

HMDB37481

Metabolite Identification

Common Name

3',5-Dihydroxy-4',7-dimethoxyflavanone

Description

3',5-Dihydroxy-4',7-dimethoxyflavanone belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 3',5-dihydroxy-4',7-dimethoxyflavanone is considered to be a flavonoid. 3',5-Dihydroxy-4',7-dimethoxyflavanone has been detected, but not quantified in, peaches (Prunus persica). This could make 3',5-dihydroxy-4',7-dimethoxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3',5-Dihydroxy-4',7-dimethoxyflavanone.

Structure

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

HMDB0037481
     RDKit          3D
3',5-Dihydroxy-4',7-dimethoxyflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.2813   -1.3756    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -1.2022    2.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319   -0.8401    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -0.6489   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5971   -0.2868   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0621   -0.0978   -2.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727   -0.1290   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188   -0.3254    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.6815    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653   -0.1368    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.9262    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.7184    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.5106   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -0.6911   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870    0.3572    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    0.2296    0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626   -0.9550    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139    1.5821    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    2.6987    0.9085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499    1.7550    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    1.1226   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    0.2299   -1.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019   -0.2526   -2.9759 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897   -2.1620    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961   -1.7712    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438   -0.4600    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294   -0.7805   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068    0.1766   -3.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134   -0.8273    2.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200    1.8397    0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -1.3751   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -1.6755   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4931   -0.9774    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8920   -1.0944   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9872   -1.8649    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735    3.5951    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.7430    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    0.9871   -2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    2.1605   -1.5703 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
  8 10  1  0
 10 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  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 20 12  1  0
 22  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END


  Mrv0541 05061309482D          

 23 25  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
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    6.4302   -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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  2  0  0  0  0
 17 12  2  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 21  1  1  0  0  0  0
 21 10  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037481

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(OC)C=C1

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

> <INCHI_KEY>
LWBHKKLWSUFUNZ-UHFFFAOYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.3053

> <EXACT_MASS>
316.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.36443517914872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.8233308406666655

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.145853412099019

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.538408957079664

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9124889258484368

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
82.23530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
persicogenin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037481
     RDKit          3D
3',5-Dihydroxy-4',7-dimethoxyflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.2813   -1.3756    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -1.2022    2.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319   -0.8401    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -0.6489   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5971   -0.2868   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0621   -0.0978   -2.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727   -0.1290   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188   -0.3254    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.6815    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653   -0.1368    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.9262    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.7184    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.5106   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -0.6911   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870    0.3572    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    0.2296    0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626   -0.9550    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139    1.5821    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    2.6987    0.9085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499    1.7550    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    1.1226   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    0.2299   -1.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019   -0.2526   -2.9759 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897   -2.1620    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961   -1.7712    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438   -0.4600    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294   -0.7805   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068    0.1766   -3.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134   -0.8273    2.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200    1.8397    0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -1.3751   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -1.6755   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4931   -0.9774    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8920   -1.0944   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9872   -1.8649    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735    3.5951    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.7430    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    0.9871   -2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    2.1605   -1.5703 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
  8 10  1  0
 10 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  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 20 12  1  0
 22  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 21 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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    9                                                       
CONECT    4    3   14                                                       
CONECT    5    9   11                                                       
CONECT    6   10   12                                                       
CONECT    7   10   16                                                       
CONECT    8   13   15                                                       
CONECT    9    3    5   15                                                  
CONECT   10    6    7   21                                                  
CONECT   11    5   14   18                                                  
CONECT   12    6   17   19                                                  
CONECT   13    8   17   20                                                  
CONECT   14    4   11   22                                                  
CONECT   15    8    9   23                                                  
CONECT   16    7   17   23                                                  
CONECT   17   12   13   16                                                  
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21    1   10                                                       
CONECT   22    2   14                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037481
HETATM    1  C1  UNL     1       6.281  -1.376   1.926  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.895  -1.202   2.210  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.032  -0.840   1.164  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.486  -0.649  -0.121  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.597  -0.287  -1.146  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.062  -0.098  -2.416  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.273  -0.129  -0.841  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.819  -0.325   0.471  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.693  -0.682   1.481  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.465  -0.137   0.657  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.257   0.926   0.015  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.708   0.718   0.111  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.281  -0.511  -0.138  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.663  -0.691  -0.042  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.487   0.357   0.304  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.862   0.230   0.413  1.00  0.00           O  
HETATM   17  C13 UNL     1      -6.563  -0.955   0.189  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.914   1.582   0.552  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.668   2.699   0.909  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.550   1.755   0.456  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.145   1.123  -1.415  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.259   0.230  -1.824  1.00  0.00           C  
HETATM   23  O6  UNL     1       1.402  -0.253  -2.976  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.390  -2.162   1.128  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.796  -1.771   2.813  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.744  -0.460   1.521  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.529  -0.780  -0.329  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.507   0.177  -3.176  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.313  -0.827   2.489  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.020   1.840   0.593  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.695  -1.375  -0.414  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.083  -1.676  -0.245  1.00  0.00           H  
HETATM   33  H10 UNL     1      -7.493  -0.977   0.824  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.892  -1.094  -0.866  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.987  -1.865   0.461  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.273   3.595   1.093  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.102   2.743   0.657  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.739   0.987  -2.071  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.508   2.161  -1.570  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   22
CONECT    8    9    9   10
CONECT    9   29
CONECT   10   11
CONECT   11   12   21   30
CONECT   12   13   13   20
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   18
CONECT   16   17
CONECT   17   33   34   35
CONECT   18   19   20   20
CONECT   19   36
CONECT   20   37
CONECT   21   22   38   39
CONECT   22   23   23
END

HMDB0037481
     RDKit          3D
3',5-Dihydroxy-4',7-dimethoxyflavanone
 39 41  0  0  0  0  0  0  0  0999 V2000
    6.2813   -1.3756    1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -1.2022    2.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319   -0.8401    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -0.6489   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5971   -0.2868   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0621   -0.0978   -2.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727   -0.1290   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188   -0.3254    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932   -0.6815    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653   -0.1368    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.9262    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.7184    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.5106   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -0.6911   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870    0.3572    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    0.2296    0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626   -0.9550    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139    1.5821    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    2.6987    0.9085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499    1.7550    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    1.1226   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    0.2299   -1.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019   -0.2526   -2.9759 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3897   -2.1620    1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961   -1.7712    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438   -0.4600    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294   -0.7805   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068    0.1766   -3.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134   -0.8273    2.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0200    1.8397    0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945   -1.3751   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831   -1.6755   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4931   -0.9774    0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8920   -1.0944   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9872   -1.8649    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735    3.5951    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.7430    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    0.9871   -2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    2.1605   -1.5703 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
  8 10  1  0
 10 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  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 20 12  1  0
 22  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Persicogenin	HMDB

Chemical Formula

C₁₇H₁₆O₆

Average Molecular Weight

316.3053

Monoisotopic Molecular Weight

316.094688244

IUPAC Name

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

Traditional Name

persicogenin

CAS Registry Number

28590-40-1

SMILES

COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(OC)C=C1

InChI Identifier

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

InChI Key

LWBHKKLWSUFUNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Flavanone
Hydroxyflavonoid
5-hydroxyflavonoid
3'-hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Methoxybenzene
Aryl alkyl ketone
Anisole
Phenol ether
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140588 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037481)

Cellular substructure

Membrane (HMDB: HMDB0037481)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037481)

Source

Exogenous

Food

Food (HMDB: HMDB0037481)

Fruit

Drupe

Peach (FooDB: FOOD00149)

Endogenous

Plant

Plant (HMDB: HMDB0037481)

Not Available

Nutrient (HMDB: HMDB0037481)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	163 - 164 °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	0.073 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.82	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.54	ChemAxon
pKa (Strongest Basic)	-3.9	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	82.24 m³·mol⁻¹	ChemAxon
Polarizability	32.36 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]+	175.642	31661259
DarkChem	[M-H]-	177.471	31661259
DeepCCS	[M+H]+	179.162	30932474
DeepCCS	[M-H]-	176.804	30932474
DeepCCS	[M-2H]-	210.821	30932474
DeepCCS	[M+Na]+	186.048	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.3	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.5	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3',5-Dihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(OC)C=C1	4185.1	Standard polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(OC)C=C1	2933.3	Standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(OC)C=C1	2860.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3',5-Dihydroxy-4',7-dimethoxyflavanone,1TMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2985.5	Semi standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone,1TMS,isomer #2	COC1=CC(O)=C2C(=O)CC(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)OC2=C1	2948.1	Semi standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone,2TMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2915.2	Semi standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone,1TBDMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3219.9	Semi standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)CC(C3=CC=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3197.0	Semi standard non polar	33892256
3',5-Dihydroxy-4',7-dimethoxyflavanone,2TBDMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=CC=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3385.4	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 - 3',5-Dihydroxy-4',7-dimethoxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fe0-0985000000-5a60254b7e921790df8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone GC-MS (2 TMS) - 70eV, Positive	splash10-0072-5644900000-906d686534d2d16e7124	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 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 - 3',5-Dihydroxy-4',7-dimethoxyflavanone 10V, Positive-QTOF	splash10-014i-0339000000-3f3be595da09536dd66c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 20V, Positive-QTOF	splash10-014i-0954000000-2b4a34c4b4ce8287a3ef	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 40V, Positive-QTOF	splash10-0gbi-1910000000-6059e5a67f68bfe3d7c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 10V, Negative-QTOF	splash10-014i-0019000000-1d32dc7dcb611545c30b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 20V, Negative-QTOF	splash10-014i-0598000000-75df1641c5295734827b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 40V, Negative-QTOF	splash10-014i-3790000000-f644d67c481d9bf95987	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 10V, Positive-QTOF	splash10-014i-0409000000-5fca66afbf0ff3ca5066	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 20V, Positive-QTOF	splash10-014i-0900000000-9f86ac3d170b87bb9bc5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3',5-Dihydroxy-4',7-dimethoxyflavanone 40V, Positive-QTOF	splash10-014i-0900000000-ff30aa4d3f57671329de	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016552

KNApSAcK ID

C00008300

Chemspider ID

283330

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

320054

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3',5-Dihydroxy-4',7-dimethoxyflavanone (HMDB0037481)

MOL for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

3D MOL for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

3D SDF for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

3D-SDF for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

PDB for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

3D PDB for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

SMILES for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

INCHI for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

Structure for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

3D Structure for HMDB0037481 (3',5-Dihydroxy-4',7-dimethoxyflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra