Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:01:47 UTC

Update Date

2022-03-07 02:56:36 UTC

HMDB ID

HMDB0040482

Secondary Accession Numbers

HMDB40482

Metabolite Identification

Common Name

2',3,5-Trihydroxy-5',7-dimethoxyflavanone

Description

2',3,5-Trihydroxy-5',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. 2',3,5-Trihydroxy-5',7-dimethoxyflavanone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make 2',3,5-trihydroxy-5',7-dimethoxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2',3,5-Trihydroxy-5',7-dimethoxyflavanone.

Structure

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

HMDB0040482
     RDKit          3D
2',3,5-Trihydroxy-5',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4770    1.5629   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4227    0.2882   -0.2119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -0.3512    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1648   -1.5973    0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -2.2204    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323   -3.4611    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912   -1.5391    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.2696   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0554    0.3231   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    0.3183   -0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5171    0.1648    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    0.8127   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810    0.3494   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.9963   -0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3225    0.4507   -0.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7448    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    2.1659   -1.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925    2.6499   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240    2.0081   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2315    2.4942   -0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -1.2319    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -1.3067    2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -2.0910    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -3.3269    0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5492    1.7200   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    2.3281   -0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.7104   -1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -2.0998    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -3.9732    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0514    1.3165   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493    0.7485    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.5763    0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5541   -1.0343    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600   -0.6647    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9144   -1.5930   -0.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215    2.6848   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338    3.5736   -2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783    3.3550   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893   -1.6895    0.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.2506    2.5335 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  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  3  1  0
 19 12  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

  Mrv0541 05061311522D          

 24 26  0  0  0  0            999 V2000
    5.7158    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    0.0000    0.0000    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
   -0.7145   -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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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 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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  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 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22  8  1  0  0  0  0
 23  2  1  0  0  0  0
 23  9  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040482

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C2OC3=CC(OC)=CC(O)=C3C(=O)C2O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-22-8-3-4-11(18)10(5-8)17-16(21)15(20)14-12(19)6-9(23-2)7-13(14)24-17/h3-7,16-19,21H,1-2H3

> <INCHI_KEY>
IDHBLUADTOWECE-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.3047

> <EXACT_MASS>
332.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.887718936308815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
2.108172379999999

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.938117566038537

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.284531335010598

> <JCHEM_PKA_STRONGEST_BASIC>
-3.929275674659732

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
83.57350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.94e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040482
     RDKit          3D
2',3,5-Trihydroxy-5',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4770    1.5629   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4227    0.2882   -0.2119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -0.3512    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1648   -1.5973    0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -2.2204    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323   -3.4611    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912   -1.5391    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.2696   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0554    0.3231   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    0.3183   -0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5171    0.1648    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    0.8127   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810    0.3494   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.9963   -0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3225    0.4507   -0.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7448    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    2.1659   -1.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925    2.6499   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240    2.0081   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2315    2.4942   -0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -1.2319    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -1.3067    2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -2.0910    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -3.3269    0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5492    1.7200   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    2.3281   -0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.7104   -1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -2.0998    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -3.9732    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0514    1.3165   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493    0.7485    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.5763    0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5541   -1.0343    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600   -0.6647    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9144   -1.5930   -0.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215    2.6848   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338    3.5736   -2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783    3.3550   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893   -1.6895    0.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.2506    2.5335 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  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  3  1  0
 19 12  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  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      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    8                                                       
CONECT    4    3   11                                                       
CONECT    5    8   10                                                       
CONECT    6    9   12                                                       
CONECT    7    9   13                                                       
CONECT    8    3    5   22                                                  
CONECT    9    6    7   23                                                  
CONECT   10    5   11   17                                                  
CONECT   11    4   10   18                                                  
CONECT   12    6   14   19                                                  
CONECT   13    7   14   24                                                  
CONECT   14   12   13   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   21                                                  
CONECT   17   10   16   24                                                  
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22    1    8                                                       
CONECT   23    2    9                                                       
CONECT   24   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0040482
HETATM    1  C1  UNL     1      -5.477   1.563  -0.798  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.423   0.288  -0.212  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.213  -0.351   0.056  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.165  -1.597   0.637  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.931  -2.220   0.895  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.932  -3.461   1.477  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.791  -1.539   0.546  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.841  -0.270  -0.046  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.055   0.323  -0.289  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.632   0.318  -0.352  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.517   0.165   0.464  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.694   0.813  -0.159  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.981   0.349  -0.084  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.072   0.996  -0.671  1.00  0.00           C  
HETATM   15  O4  UNL     1       5.322   0.451  -0.538  1.00  0.00           O  
HETATM   16  C12 UNL     1       5.485  -0.745   0.185  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.878   2.166  -1.372  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.592   2.650  -1.460  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.524   2.008  -0.879  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.231   2.494  -0.968  1.00  0.00           O  
HETATM   21  C16 UNL     1       0.736  -1.232   0.911  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.117  -1.307   2.249  1.00  0.00           O  
HETATM   23  C17 UNL     1      -0.473  -2.091   0.746  1.00  0.00           C  
HETATM   24  O7  UNL     1      -0.321  -3.327   0.784  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.549   1.720  -1.081  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.223   2.328  -0.015  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.807   1.710  -1.643  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.102  -2.100   0.896  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.135  -3.973   1.714  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.051   1.316  -0.750  1.00  0.00           H  
HETATM   31  H7  UNL     1       0.249   0.749   1.409  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.173  -0.576   0.477  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.554  -1.034   0.212  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.060  -0.665   1.214  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.914  -1.593  -0.289  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.722   2.685  -1.839  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.434   3.574  -2.013  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.078   3.355  -1.484  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.589  -1.690   0.320  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.200  -2.251   2.534  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   28
CONECT    5    6    7    7
CONECT    6   29
CONECT    7    8   23
CONECT    8    9    9   10
CONECT    9   30
CONECT   10   11
CONECT   11   12   21   31
CONECT   12   13   13   19
CONECT   13   14   32
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   33   34   35
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20
CONECT   20   38
CONECT   21   22   23   39
CONECT   22   40
CONECT   23   24   24
END

HMDB0040482
     RDKit          3D
2',3,5-Trihydroxy-5',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4770    1.5629   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4227    0.2882   -0.2119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2134   -0.3512    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1648   -1.5973    0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313   -2.2204    0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323   -3.4611    1.4773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912   -1.5391    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.2696   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0554    0.3231   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    0.3183   -0.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5171    0.1648    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    0.8127   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810    0.3494   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.9963   -0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3225    0.4507   -0.5378 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7448    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777    2.1659   -1.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925    2.6499   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5240    2.0081   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2315    2.4942   -0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -1.2319    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -1.3067    2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -2.0910    0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -3.3269    0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5492    1.7200   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    2.3281   -0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.7104   -1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -2.0998    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -3.9732    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0514    1.3165   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493    0.7485    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -0.5763    0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5541   -1.0343    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600   -0.6647    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9144   -1.5930   -0.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215    2.6848   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338    3.5736   -2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783    3.3550   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893   -1.6895    0.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -2.2506    2.5335 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  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  3  1  0
 19 12  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5,2'-Trihydroxy-7,5'-dimethoxyflavanone	HMDB

Chemical Formula

C₁₇H₁₆O₇

Average Molecular Weight

332.3047

Monoisotopic Molecular Weight

332.089602866

IUPAC Name

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

Traditional Name

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

CAS Registry Number

74175-80-7

SMILES

COC1=CC(C2OC3=CC(OC)=CC(O)=C3C(=O)C2O)=C(O)C=C1

InChI Identifier

InChI=1S/C17H16O7/c1-22-8-3-4-11(18)10(5-8)17-16(21)15(20)14-12(19)6-9(23-2)7-13(14)24-17/h3-7,16-19,21H,1-2H3

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040482)
Cytoplasm (HMDB: HMDB0040482)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040482)

Source

Exogenous

Exogenous (HMDB: HMDB0040482)

Food

Food (HMDB: HMDB0040482)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0040482)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040482)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	158 °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	0.49 g/L	ALOGPS
logP	1.96	ALOGPS
logP	2.11	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.57 m³·mol⁻¹	ChemAxon
Polarizability	32.89 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]+	179.58	31661259
DarkChem	[M-H]-	180.065	31661259
DeepCCS	[M+H]+	182.832	30932474
DeepCCS	[M-H]-	180.368	30932474
DeepCCS	[M-2H]-	215.343	30932474
DeepCCS	[M+Na]+	191.632	30932474
AllCCS	[M+H]+	178.2	32859911
AllCCS	[M+H-H2O]+	174.9	32859911
AllCCS	[M+NH4]+	181.4	32859911
AllCCS	[M+Na]+	182.3	32859911
AllCCS	[M-H]-	178.4	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',3,5-Trihydroxy-5',7-dimethoxyflavanone	COC1=CC(C2OC3=CC(OC)=CC(O)=C3C(=O)C2O)=C(O)C=C1	4588.5	Standard polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone	COC1=CC(C2OC3=CC(OC)=CC(O)=C3C(=O)C2O)=C(O)C=C1	3022.6	Standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone	COC1=CC(C2OC3=CC(OC)=CC(O)=C3C(=O)C2O)=C(O)C=C1	3006.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TMS,isomer #1	COC1=CC2=C(C(=O)C(O)C(C3=CC(OC)=CC=C3O)O2)C(O[Si](C)(C)C)=C1	3077.7	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)C(C3=CC(OC)=CC=C3O)OC2=C1	2939.8	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TMS,isomer #3	COC1=CC(O)=C2C(=O)C(O)C(C3=CC(OC)=CC=C3O[Si](C)(C)C)OC2=C1	3000.4	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C)C(C3=CC(OC)=CC=C3O)O2)C(O[Si](C)(C)C)=C1	2914.8	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TMS,isomer #2	COC1=CC2=C(C(=O)C(O)C(C3=CC(OC)=CC=C3O[Si](C)(C)C)O2)C(O[Si](C)(C)C)=C1	2959.3	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TMS,isomer #3	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)C(C3=CC(OC)=CC=C3O[Si](C)(C)C)OC2=C1	2867.0	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,3TMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C)C(C3=CC(OC)=CC=C3O[Si](C)(C)C)O2)C(O[Si](C)(C)C)=C1	2863.6	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O)C(C3=CC(OC)=CC=C3O)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3315.1	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC(OC)=CC=C3O)OC2=C1	3207.0	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,1TBDMS,isomer #3	COC1=CC(O)=C2C(=O)C(O)C(C3=CC(OC)=CC=C3O[Si](C)(C)C(C)(C)C)OC2=C1	3255.2	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC(OC)=CC=C3O)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3395.0	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TBDMS,isomer #2	COC1=CC2=C(C(=O)C(O)C(C3=CC(OC)=CC=C3O[Si](C)(C)C(C)(C)C)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3453.9	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,2TBDMS,isomer #3	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC(OC)=CC=C3O[Si](C)(C)C(C)(C)C)OC2=C1	3376.1	Semi standard non polar	33892256
2',3,5-Trihydroxy-5',7-dimethoxyflavanone,3TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC(OC)=CC=C3O[Si](C)(C)C(C)(C)C)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3564.2	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 - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0916000000-71dd9b9c224b412b40c4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-0059-9480480000-cb84d63211a640629fcf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3,5-Trihydroxy-5',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 - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 10V, Positive-QTOF	splash10-001i-0109000000-1312b468e9607cf20c25	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 20V, Positive-QTOF	splash10-0uyr-0915000000-6b4e1fc53e0354709593	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 40V, Positive-QTOF	splash10-00ds-2900000000-987ecef896a3bb204541	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 10V, Negative-QTOF	splash10-001i-0209000000-cb7770d70945fe4a3428	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 20V, Negative-QTOF	splash10-0159-0937000000-578ec541c00c8d58907e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 40V, Negative-QTOF	splash10-0abj-4940000000-6226e0f286bc4a3e6425	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 10V, Negative-QTOF	splash10-001i-0009000000-672be3fb3a916b6e4ef5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 20V, Negative-QTOF	splash10-001i-0309000000-57fff495dfdf8e17fe0c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3,5-Trihydroxy-5',7-dimethoxyflavanone 40V, Negative-QTOF	splash10-0udi-0900000000-2b842a891a8d3805a937	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020241

KNApSAcK ID

C00008573

Chemspider ID

35014947

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752832

PDB ID

Not Available

ChEBI ID

175240

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 2',3,5-Trihydroxy-5',7-dimethoxyflavanone (HMDB0040482)

MOL for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

3D MOL for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

3D SDF for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

3D-SDF for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

PDB for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

3D PDB for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

SMILES for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

INCHI for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

Structure for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

3D Structure for HMDB0040482 (2',3,5-Trihydroxy-5',7-dimethoxyflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra