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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:45:19 UTC

Update Date

2022-03-07 02:55:22 UTC

HMDB ID

HMDB0037504

Secondary Accession Numbers

HMDB37504

Metabolite Identification

Common Name

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

Description

3,3',5-Trihydroxy-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. 3,3',5-Trihydroxy-4',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 3,3',5-trihydroxy-4',7-dimethoxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,3',5-Trihydroxy-4',7-dimethoxyflavanone.

Structure

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

HMDB0037504
     RDKit          3D
3,3',5-Trihydroxy-4',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4848    1.3766    1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4299    0.0510    1.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778   -0.5291    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3030   -1.8386    0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -2.4121   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167   -3.7185   -0.7161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -1.6155   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948   -0.2844    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.2610    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7828    0.3529   -0.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    0.1624   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.5500   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.1269    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    0.5043    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9394    1.3016    0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2061    1.7155    0.8914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    1.2652    2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483    1.7364   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    2.5375   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052    1.3393   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2046   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -1.2174   -2.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7381   -2.1018   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255   -3.3144   -0.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487    1.4417    2.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0846    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5573    1.6859    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -2.4429    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543   -4.1990   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128    1.2959    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.8747   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.4940    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485    0.1768    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8431    1.4651    2.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344    1.8294    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.1935    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3021    2.8249   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.6776   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -1.6752   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673   -1.7830   -3.5417 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
 21 23  1  0
 23 24  2  0
  9  3  1  0
 20 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
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END


  Mrv0541 05061309492D          

 24 26  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    4.2868    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
   -0.7145   -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
    2.8579    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
    3.5724    1.2375    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
    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   -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
    3.5724    2.0625    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
   -1.4289    0.0000    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    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  6  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  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  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  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  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037504

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
SVPNMFZMHPLGRR-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.3047

> <EXACT_MASS>
332.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.08242312594969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
2.108172379999999

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.074238231458743

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.473324581243974

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9292704942413375

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
83.57350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037504
     RDKit          3D
3,3',5-Trihydroxy-4',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4848    1.3766    1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4299    0.0510    1.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778   -0.5291    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3030   -1.8386    0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -2.4121   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167   -3.7185   -0.7161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -1.6155   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948   -0.2844    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.2610    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7828    0.3529   -0.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    0.1624   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.5500   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.1269    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    0.5043    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9394    1.3016    0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2061    1.7155    0.8914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    1.2652    2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483    1.7364   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    2.5375   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052    1.3393   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2046   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -1.2174   -2.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7381   -2.1018   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255   -3.3144   -0.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487    1.4417    2.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0846    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5573    1.6859    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -2.4429    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543   -4.1990   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128    1.2959    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.8747   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.4940    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485    0.1768    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8431    1.4651    2.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344    1.8294    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.1935    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3021    2.8249   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.6776   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -1.6752   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673   -1.7830   -3.5417 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
 21 23  1  0
 23 24  2  0
  9  3  1  0
 20 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
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   3.850   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       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   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       5.335   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   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       6.668   3.850   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      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336   2.310   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   12                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    9   13                                                       
CONECT    8    3    5   17                                                  
CONECT    9    6    7   22                                                  
CONECT   10    5   12   18                                                  
CONECT   11    6   14   19                                                  
CONECT   12    4   10   23                                                  
CONECT   13    7   14   24                                                  
CONECT   14   11   13   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   21                                                  
CONECT   17    8   16   24                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22    1    9                                                       
CONECT   23    2   12                                                       
CONECT   24   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0037504
HETATM    1  C1  UNL     1      -5.485   1.377   1.618  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.430   0.051   1.168  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.278  -0.529   0.658  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.303  -1.839   0.234  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.130  -2.412  -0.281  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.117  -3.719  -0.716  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.014  -1.616  -0.329  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.995  -0.284   0.103  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.130   0.261   0.598  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.783   0.353  -0.023  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.146   0.162  -1.060  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.463   0.550  -0.518  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.862   0.127   0.724  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.117   0.504   1.224  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.939   1.302   0.453  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.206   1.715   0.891  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.614   1.265   2.192  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.548   1.736  -0.805  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.393   2.538  -1.561  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.305   1.339  -1.254  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.112  -1.205  -1.630  1.00  0.00           C  
HETATM   22  O6  UNL     1      -0.295  -1.217  -2.964  1.00  0.00           O  
HETATM   23  C17 UNL     1      -0.738  -2.102  -0.836  1.00  0.00           C  
HETATM   24  O7  UNL     1      -0.426  -3.314  -0.554  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.049   1.442   2.616  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.988   2.085   0.899  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.557   1.686   1.676  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.197  -2.443   0.284  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.354  -4.199  -1.105  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.113   1.296   0.934  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.061   0.875  -1.914  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.266  -0.494   1.369  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.449   0.177   2.209  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.843   1.465   2.956  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.534   1.829   2.510  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.928   0.194   2.162  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.302   2.825  -1.228  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.003   1.678  -2.231  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.144  -1.675  -1.640  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.267  -1.783  -3.542  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   20
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   18
CONECT   16   17
CONECT   17   34   35   36
CONECT   18   19   20   20
CONECT   19   37
CONECT   20   38
CONECT   21   22   23   39
CONECT   22   40
CONECT   23   24   24
END

HMDB0037504
     RDKit          3D
3,3',5-Trihydroxy-4',7-dimethoxyflavanone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.4848    1.3766    1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4299    0.0510    1.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778   -0.5291    0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3030   -1.8386    0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -2.4121   -0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167   -3.7185   -0.7161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -1.6155   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948   -0.2844    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    0.2610    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7828    0.3529   -0.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    0.1624   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.5500   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    0.1269    0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    0.5043    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9394    1.3016    0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2061    1.7155    0.8914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    1.2652    2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483    1.7364   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931    2.5375   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052    1.3393   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2046   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -1.2174   -2.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7381   -2.1018   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255   -3.3144   -0.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487    1.4417    2.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885    2.0846    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5573    1.6859    1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -2.4429    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3543   -4.1990   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1128    1.2959    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0608    0.8747   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -0.4940    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485    0.1768    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8431    1.4651    2.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344    1.8294    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9281    0.1935    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3021    2.8249   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.6776   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -1.6752   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673   -1.7830   -3.5417 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
 21 23  1  0
 23 24  2  0
  9  3  1  0
 20 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
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 19 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
(2R,3R)-3,5,3'-Trihydroxy-7,4'-dimethoxyflavanone	HMDB
(S)-1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol	HMDB
3',5-Dihydroxy-4',7-dimethoxydihydroflavonol	HMDB
Taxifolin 7,4'-dimethyl ether	HMDB

Chemical Formula

C₁₇H₁₆O₇

Average Molecular Weight

332.3047

Monoisotopic Molecular Weight

332.089602866

IUPAC Name

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

Traditional Name

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

CAS Registry Number

79995-67-8

SMILES

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

InChI Identifier

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

InChI Key

SVPNMFZMHPLGRR-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

4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavanone
Flavanonol
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Chromone
Methoxyphenol
Benzopyran
Chromane
1-benzopyran
Phenol ether
Phenoxy compound
Methoxybenzene
Anisole
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
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: HMDB0037504)
Cytoplasm (HMDB: HMDB0037504)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037504)

Source

Exogenous

Food

Food (HMDB: HMDB0037504)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0037504)

Not Available

Nutrient (HMDB: HMDB0037504)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 - 186 °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	0.45 g/L	ALOGPS
logP	1.95	ALOGPS
logP	2.11	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.47	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	33.08 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]+	180.266	31661259
DarkChem	[M-H]-	180.278	31661259
DeepCCS	[M+H]+	179.137	30932474
DeepCCS	[M-H]-	176.779	30932474
DeepCCS	[M-2H]-	210.991	30932474
DeepCCS	[M+Na]+	186.219	30932474
AllCCS	[M+H]+	178.6	32859911
AllCCS	[M+H-H2O]+	175.2	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.6	32859911
AllCCS	[M-H]-	178.5	32859911
AllCCS	[M+Na-2H]-	178.2	32859911
AllCCS	[M+HCOO]-	178.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Trihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)C(O)C(OC2=C1)C1=CC(O)=C(OC)C=C1	4412.1	Standard polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)C(O)C(OC2=C1)C1=CC(O)=C(OC)C=C1	3016.9	Standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone	COC1=CC(O)=C2C(=O)C(O)C(OC2=C1)C1=CC(O)=C(OC)C=C1	2913.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TMS,isomer #1	COC1=CC2=C(C(=O)C(O)C(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	3119.8	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)C(C3=CC=C(OC)C(O)=C3)OC2=C1	2981.8	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TMS,isomer #3	COC1=CC(O)=C2C(=O)C(O)C(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)OC2=C1	3054.0	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C)C(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2936.5	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TMS,isomer #2	COC1=CC2=C(C(=O)C(O)C(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	3011.6	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TMS,isomer #3	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C)C(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)OC2=C1	2865.7	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,3TMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C)C(C3=CC=C(OC)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2885.3	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O)C(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3368.1	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC=C(OC)C(O)=C3)OC2=C1	3241.1	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,1TBDMS,isomer #3	COC1=CC(O)=C2C(=O)C(O)C(C3=CC=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3309.4	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC=C(OC)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3425.9	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TBDMS,isomer #2	COC1=CC2=C(C(=O)C(O)C(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	3499.4	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,2TBDMS,isomer #3	COC1=CC(O)=C2C(=O)C(O[Si](C)(C)C(C)(C)C)C(C3=CC=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3371.9	Semi standard non polar	33892256
3,3',5-Trihydroxy-4',7-dimethoxyflavanone,3TBDMS,isomer #1	COC1=CC2=C(C(=O)C(O[Si](C)(C)C(C)(C)C)C(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	3543.9	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 - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0914000000-1f101b3331b38591be87	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-0059-9480480000-bb54a3c641bf7859355d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3',5-Trihydroxy-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 - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 10V, Positive-QTOF	splash10-001i-0109000000-3f1b0bfd4bca57f2eb84	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 20V, Positive-QTOF	splash10-0gc0-0918000000-3c22541517f4f50fee11	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 40V, Positive-QTOF	splash10-0gi9-2910000000-6948f3d6a4eff0389efa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 10V, Negative-QTOF	splash10-001i-0209000000-ddac7e00e786c77b0337	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 20V, Negative-QTOF	splash10-0159-0937000000-53e249e81efe9ad67725	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 40V, Negative-QTOF	splash10-01bi-3920000000-b4ecd93d8c5490c0d0e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 10V, Positive-QTOF	splash10-001i-0409000000-1cb8e7f6a006cba174a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 20V, Positive-QTOF	splash10-014i-0900000000-90824b93999484d18b9f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3',5-Trihydroxy-4',7-dimethoxyflavanone 40V, Positive-QTOF	splash10-014i-0900000000-ff30aa4d3f57671329de	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

FDB016579

KNApSAcK ID

C00008582

Chemspider ID

9431045

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11256019

PDB ID

Not Available

ChEBI ID

175238

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 3,3',5-Trihydroxy-4',7-dimethoxyflavanone (HMDB0037504)

MOL for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

3D MOL for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

3D SDF for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

3D-SDF for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

PDB for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

3D PDB for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

SMILES for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

INCHI for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

Structure for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

3D Structure for HMDB0037504 (3,3',5-Trihydroxy-4',7-dimethoxyflavanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra