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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:51:12 UTC

Update Date

2022-03-07 02:56:33 UTC

HMDB ID

HMDB0040320

Secondary Accession Numbers

HMDB40320

Metabolite Identification

Common Name

3,5,7-Trihydroxy-4',6-dimethoxyflavanone

Description

3,5,7-Trihydroxy-4',6-dimethoxyflavanone belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. 3,5,7-Trihydroxy-4',6-dimethoxyflavanone has been detected, but not quantified in, european plums (Prunus domestica) and fruits. This could make 3,5,7-trihydroxy-4',6-dimethoxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,5,7-Trihydroxy-4',6-dimethoxyflavanone.

Structure

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

HMDB0040320
     RDKit          3D
3,5,7-Trihydroxy-4',6-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4643    3.9704    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    2.7452    1.6324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    1.7278    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.5492    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -0.4730    1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655   -0.3733   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.4462   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2020   -0.8820   -1.6747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.8189   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -0.0924   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3287   -0.0189   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.6823   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.6716   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781   -0.6161    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1570    0.4450    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205   -1.4033    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.0223    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -1.4698    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -2.2023    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3758   -2.5138    1.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160   -2.5642   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -3.6844   -0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.8218   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495    1.8578   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    4.5881    0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    3.7942    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917    4.5746    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    0.4243    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -1.3596    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921   -1.8365   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8191    0.4112   -2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2598    0.7041   -1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.6777    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9593    0.1996    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4555    1.3744    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -2.5650    2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -2.8922    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -3.4190   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0756    0.9945   -1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806    2.7826   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

  Mrv0541 05061311452D          

 24 26  0  0  0  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    4.2868    0.0000    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
    0.0000    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
    4.2868    0.8250    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   -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
    0.0000   -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
   -0.7145   -1.2375    0.0000 C   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   -2.4750    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 10  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040320

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1OC2=C(C(=O)C1O)C(O)=C(OC)C(O)=C2

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

> <INCHI_KEY>
MEROIHPPFMVPPD-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.3047

> <EXACT_MASS>
332.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.25703939473725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
2.108172379999999

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.010863326746357

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.3360862895896

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0208278894862657

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
83.57350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040320
     RDKit          3D
3,5,7-Trihydroxy-4',6-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4643    3.9704    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    2.7452    1.6324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    1.7278    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.5492    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -0.4730    1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655   -0.3733   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.4462   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2020   -0.8820   -1.6747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.8189   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -0.0924   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3287   -0.0189   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.6823   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.6716   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781   -0.6161    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1570    0.4450    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205   -1.4033    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.0223    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -1.4698    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -2.2023    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3758   -2.5138    1.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160   -2.5642   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -3.6844   -0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.8218   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495    1.8578   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    4.5881    0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    3.7942    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917    4.5746    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    0.4243    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -1.3596    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921   -1.8365   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8191    0.4112   -2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2598    0.7041   -1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.6777    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9593    0.1996    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4555    1.3744    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -2.5650    2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -2.8922    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -3.4190   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0756    0.9945   -1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806    2.7826   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -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   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   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    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7   10   11                                                       
CONECT    8    3    4   16                                                  
CONECT    9    5    6   22                                                  
CONECT   10    7   17   18                                                  
CONECT   11    7   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   15   19                                                  
CONECT   14   12   17   20                                                  
CONECT   15   13   16   21                                                  
CONECT   16    8   15   24                                                  
CONECT   17   10   14   23                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22    1    9                                                       
CONECT   23    2   17                                                       
CONECT   24   11   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0040320
HETATM    1  C1  UNL     1       4.464   3.970   0.985  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.151   2.745   1.632  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.461   1.728   0.981  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.170   0.549   1.640  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.486  -0.473   1.007  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.065  -0.373  -0.292  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.337  -1.446  -1.001  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.202  -0.882  -1.675  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.062  -0.819  -1.165  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.047  -0.092  -1.857  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.329  -0.019  -1.355  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.339   0.682  -1.993  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.590  -0.672  -0.180  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.878  -0.616   0.353  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.157   0.445   1.243  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.621  -1.403   0.528  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.973  -2.022   1.691  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.354  -1.470   0.023  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.288  -2.202   0.687  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.376  -2.514   1.864  1.00  0.00           O  
HETATM   21  C15 UNL     1       0.916  -2.564  -0.102  1.00  0.00           C  
HETATM   22  O7  UNL     1       0.585  -3.684  -0.903  1.00  0.00           O  
HETATM   23  C16 UNL     1       2.368   0.822  -0.940  1.00  0.00           C  
HETATM   24  C17 UNL     1       3.049   1.858  -0.332  1.00  0.00           C  
HETATM   25  H1  UNL     1       3.543   4.588   0.825  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.996   3.794   0.031  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.092   4.575   1.688  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.476   0.424   2.651  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.295  -1.360   1.596  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.992  -1.837  -1.808  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.819   0.411  -2.776  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.260   0.704  -1.582  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.231   0.678   1.831  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.959   0.200   1.964  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.455   1.374   0.716  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.524  -2.565   2.346  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.731  -2.892   0.539  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.523  -3.419  -1.848  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.076   0.995  -1.975  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.281   2.783  -0.841  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   23
CONECT    7    8   21   30
CONECT    8    9
CONECT    9   10   10   18
CONECT   10   11   31
CONECT   11   12   13   13
CONECT   12   32
CONECT   13   14   16
CONECT   14   15
CONECT   15   33   34   35
CONECT   16   17   18   18
CONECT   17   36
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   37
CONECT   22   38
CONECT   23   24   24   39
CONECT   24   40
END

HMDB0040320
     RDKit          3D
3,5,7-Trihydroxy-4',6-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4643    3.9704    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508    2.7452    1.6324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    1.7278    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.5492    1.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -0.4730    1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655   -0.3733   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3368   -1.4462   -1.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2020   -0.8820   -1.6747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.8189   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -0.0924   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3287   -0.0189   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    0.6823   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.6716   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781   -0.6161    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1570    0.4450    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205   -1.4033    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9734   -2.0223    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -1.4698    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -2.2023    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3758   -2.5138    1.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160   -2.5642   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -3.6844   -0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3684    0.8218   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495    1.8578   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    4.5881    0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963    3.7942    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917    4.5746    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    0.4243    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -1.3596    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921   -1.8365   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8191    0.4112   -2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2598    0.7041   -1.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.6777    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9593    0.1996    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4555    1.3744    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240   -2.5650    2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -2.8922    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -3.4190   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0756    0.9945   -1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2806    2.7826   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  2  0
 24  3  1  0
 21  7  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
((4-(Phenylsulfinyl)-1,3-butadienyl)sulfonyl)benzene	HMDB
3,5,7-Trihydroxy-6,4'-dimethoxyflavanone	HMDB
Phenyl 4-(phenylsulfinyl)-1,3-butadienyl sulfone	HMDB

Chemical Formula

C₁₇H₁₆O₇

Average Molecular Weight

332.3047

Monoisotopic Molecular Weight

332.089602866

IUPAC Name

3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3,5,7-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

143114-81-2

SMILES

COC1=CC=C(C=C1)C1OC2=C(C(=O)C1O)C(O)=C(OC)C(O)=C2

InChI Identifier

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

InChI Key

MEROIHPPFMVPPD-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040320)
Cytoplasm (HMDB: HMDB0040320)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040320)

Source

Exogenous

Exogenous (HMDB: HMDB0040320)

Food

Food (HMDB: HMDB0040320)

Fruit

Drupe

European plum (FooDB: FOOD00147)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040320)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040320)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	164 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1449 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	2	ALOGPS
logP	2.11	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.34	ChemAxon
pKa (Strongest Basic)	-3	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	33.26 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]+	179.116	31661259
DarkChem	[M-H]-	178.841	31661259
DeepCCS	[M+H]+	178.182	30932474
DeepCCS	[M-H]-	175.824	30932474
DeepCCS	[M-2H]-	209.72	30932474
DeepCCS	[M+Na]+	184.947	30932474
AllCCS	[M+H]+	178.9	32859911
AllCCS	[M+H-H2O]+	175.6	32859911
AllCCS	[M+NH4]+	182.0	32859911
AllCCS	[M+Na]+	182.9	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	178.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5,7-Trihydroxy-4',6-dimethoxyflavanone	COC1=CC=C(C=C1)C1OC2=C(C(=O)C1O)C(O)=C(OC)C(O)=C2	4491.1	Standard polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone	COC1=CC=C(C=C1)C1OC2=C(C(=O)C1O)C(O)=C(OC)C(O)=C2	2943.2	Standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone	COC1=CC=C(C=C1)C1OC2=C(C(=O)C1O)C(O)=C(OC)C(O)=C2	2881.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TMS,isomer #1	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O)=C3C(=O)C2O[Si](C)(C)C)C=C1	2995.5	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TMS,isomer #2	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O[Si](C)(C)C)=C3C(=O)C2O)C=C1	3049.0	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TMS,isomer #3	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C)=C(OC)C(O)=C3C(=O)C2O)C=C1	3062.8	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TMS,isomer #1	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C)=C(OC)C(O)=C3C(=O)C2O[Si](C)(C)C)C=C1	2913.2	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TMS,isomer #2	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)C=C1	2889.1	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TMS,isomer #3	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C)=C(OC)C(O[Si](C)(C)C)=C3C(=O)C2O)C=C1	2991.7	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,3TMS,isomer #1	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C)=C(OC)C(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)C=C1	2893.7	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TBDMS,isomer #1	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)C=C1	3222.6	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TBDMS,isomer #2	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)C=C1	3295.3	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,1TBDMS,isomer #3	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(O)=C3C(=O)C2O)C=C1	3316.8	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TBDMS,isomer #1	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)C=C1	3408.5	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TBDMS,isomer #2	COC1=CC=C(C2OC3=CC(O)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)C=C1	3370.3	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,2TBDMS,isomer #3	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)C=C1	3482.8	Semi standard non polar	33892256
3,5,7-Trihydroxy-4',6-dimethoxyflavanone,3TBDMS,isomer #1	COC1=CC=C(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)C=C1	3522.4	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 - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-0915000000-e0e33f7db25a5a12a171	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-003r-3911570000-4324a9f5fc409fbf4732	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,7-Trihydroxy-4',6-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 - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 10V, Positive-QTOF	splash10-001i-0109000000-5f3938c5ffe303c245a0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 20V, Positive-QTOF	splash10-001i-0908000000-61110473d111fd138697	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 40V, Positive-QTOF	splash10-0159-1910000000-4e61a3def54187295cdf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 10V, Negative-QTOF	splash10-001i-0209000000-e4ee79802a1ea35dcc20	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 20V, Negative-QTOF	splash10-001i-0928000000-4425113759b0eed8f1e3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 40V, Negative-QTOF	splash10-0600-4920000000-7c205f6d9592381a5b38	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 10V, Negative-QTOF	splash10-001i-0009000000-672be3fb3a916b6e4ef5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 20V, Negative-QTOF	splash10-001i-0129000000-0d8c24104daef7edc765	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 40V, Negative-QTOF	splash10-03e9-4960000000-bf94b3bb50ea5a730d6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 10V, Positive-QTOF	splash10-001i-0229000000-b4815897d895f2764eb8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 20V, Positive-QTOF	splash10-053r-0489000000-afc813c3ac9034ca94d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trihydroxy-4',6-dimethoxyflavanone 40V, Positive-QTOF	splash10-001i-0910000000-c53910f1d7b8e6faa1be	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

FDB020043

KNApSAcK ID

C00008566

Chemspider ID

35014930

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752792

PDB ID

Not Available

ChEBI ID

175239

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1882641

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 3,5,7-Trihydroxy-4',6-dimethoxyflavanone (HMDB0040320)

MOL for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

3D MOL for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

3D SDF for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

3D-SDF for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

PDB for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

3D PDB for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

SMILES for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

INCHI for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

Structure for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

3D Structure for HMDB0040320 (3,5,7-Trihydroxy-4',6-dimethoxyflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra