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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:19:51 UTC

Update Date

2021-09-23 18:19:51 UTC

HMDB ID

HMDB0302511

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,5,7-Trimethylepicatechin

Description

4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Based on a literature review very few articles have been published on 4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol.

Structure

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

HMDB0302511
     RDKit          3D
3,5,7-Trimethylepicatechin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6437    2.9700    1.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.6705    0.9377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    0.8926    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9694   -0.3729    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -1.1936   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -2.4528   -0.8315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5204   -2.8788   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -0.7928   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    0.4447    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.2908    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.8498    0.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1270    0.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382    0.4671    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372    1.3615   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.9196   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9005    1.6097    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    2.1702    0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6132    0.7145    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358    0.3949    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    0.1604    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.2518   -0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3591   -0.8289   -1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -1.5580   -1.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605   -1.7151   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6555    3.4105    1.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.8851    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038    3.6120    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882   -0.7232   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -3.8994   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0727   -2.1934   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -2.9064    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    2.2640    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   -0.5204    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688    1.6284   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    2.6193   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3401    2.8070   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -0.2432    2.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1593   -0.5363    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.0878   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383   -1.4139   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -1.1665   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2388   -2.6393   -2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -1.9210   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191   -2.7201   -0.1505 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 10  3  1  0
 20 13  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 12 33  1  1
 14 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  1
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
M  END


  Mrv0541 02241212292D          

 24 26  0  0  0  0            999 V2000
   -3.0054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8620   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1488   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 19  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 20  1  6  0  0  0
 15 21  1  0  0  0  0
 18 22  1  0  0  0  0
 17 23  1  0  0  0  0
 20 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302511

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(OC)C=C2OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O6/c1-21-11-7-15(22-2)12-9-17(23-3)18(24-16(12)8-11)10-4-5-13(19)14(20)6-10/h4-8,17-20H,9H2,1-3H3/t17-,18-/m1/s1

> <INCHI_KEY>
GZARPSIXRIMXRD-QZTJIDSGSA-N

> <FORMULA>
C18H20O6

> <MOLECULAR_WEIGHT>
332.3478

> <EXACT_MASS>
332.125988372

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
34.64735663273734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.7300216310000005

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.65947943688748

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.207478774847198

> <JCHEM_PKA_STRONGEST_BASIC>
-3.949937542759835

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
87.71549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302511
     RDKit          3D
3,5,7-Trimethylepicatechin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6437    2.9700    1.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.6705    0.9377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    0.8926    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9694   -0.3729    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -1.1936   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -2.4528   -0.8315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5204   -2.8788   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -0.7928   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    0.4447    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.2908    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.8498    0.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1270    0.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382    0.4671    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372    1.3615   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.9196   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9005    1.6097    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    2.1702    0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6132    0.7145    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358    0.3949    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    0.1604    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.2518   -0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3591   -0.8289   -1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -1.5580   -1.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605   -1.7151   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6555    3.4105    1.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.8851    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038    3.6120    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882   -0.7232   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -3.8994   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0727   -2.1934   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -2.9064    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    2.2640    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   -0.5204    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688    1.6284   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    2.6193   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3401    2.8070   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -0.2432    2.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1593   -0.5363    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.0878   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383   -1.4139   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -1.1665   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2388   -2.6393   -2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -1.9210   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191   -2.7201   -0.1505 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 10  3  1  0
 20 13  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 12 33  1  1
 14 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  1
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.610   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.944  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.944  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.610  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.276  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.276  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.943   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.943  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.609  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.609  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.275   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.058   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.275   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.058  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.392   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.392   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.277   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.610  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.726   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.275  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.726  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.276  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.611  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.058  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   12   15   19                                                  
CONECT   17    2   23                                                       
CONECT   18    4   22                                                       
CONECT   19   16                                                            
CONECT   20    9   24                                                       
CONECT   21   15                                                            
CONECT   22   18                                                            
CONECT   23   17                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0302511
HETATM    1  C1  UNL     1      -4.644   2.970   1.471  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.770   1.671   0.938  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.682   0.893   0.573  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.969  -0.373   0.060  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.928  -1.194  -0.320  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.187  -2.453  -0.831  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.520  -2.879  -0.957  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.624  -0.793  -0.204  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.337   0.445   0.297  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.383   1.291   0.688  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.017   0.850   0.414  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.971  -0.127   0.575  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.338   0.467   0.449  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.637   1.361  -0.568  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.891   1.920  -0.700  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.901   1.610   0.176  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.175   2.170   0.050  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.613   0.714   1.200  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.636   0.395   2.094  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.358   0.160   1.327  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.829  -1.252  -0.392  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.359  -0.829  -1.619  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.474  -1.558  -1.977  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.560  -1.715  -0.628  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.656   3.411   1.528  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.217   2.885   2.494  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.004   3.612   0.840  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.988  -0.723  -0.045  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.557  -3.899  -1.399  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.073  -2.193  -1.636  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.067  -2.906   0.008  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.157   2.264   1.083  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.902  -0.520   1.610  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.869   1.628  -1.275  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.087   2.619  -1.514  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.340   2.807  -0.697  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.483  -0.243   2.849  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.159  -0.536   2.135  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.477  -2.088  -0.035  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.238  -1.414  -1.172  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.835  -1.166  -2.947  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.239  -2.639  -2.069  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.752  -1.921  -1.723  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.719  -2.720  -0.150  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   28
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   29   30   31
CONECT    8    9   24
CONECT    9   10   10   11
CONECT   10   32
CONECT   11   12
CONECT   12   13   21   33
CONECT   13   14   14   20
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   18
CONECT   17   36
CONECT   18   19   20   20
CONECT   19   37
CONECT   20   38
CONECT   21   22   24   39
CONECT   22   23
CONECT   23   40   41   42
CONECT   24   43   44
END

HMDB0302511
     RDKit          3D
3,5,7-Trimethylepicatechin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.6437    2.9700    1.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7696    1.6705    0.9377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    0.8926    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9694   -0.3729    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -1.1936   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -2.4528   -0.8315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5204   -2.8788   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -0.7928   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    0.4447    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.2908    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.8498    0.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1270    0.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382    0.4671    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372    1.3615   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.9196   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9005    1.6097    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    2.1702    0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6132    0.7145    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358    0.3949    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    0.1604    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -1.2518   -0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3591   -0.8289   -1.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -1.5580   -1.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605   -1.7151   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6555    3.4105    1.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    2.8851    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038    3.6120    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882   -0.7232   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5571   -3.8994   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0727   -2.1934   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0672   -2.9064    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571    2.2640    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   -0.5204    1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688    1.6284   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    2.6193   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3401    2.8070   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4830   -0.2432    2.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1593   -0.5363    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.0878   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383   -1.4139   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -1.1665   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2388   -2.6393   -2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -1.9210   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191   -2.7201   -0.1505 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
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 10  3  1  0
 20 13  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 12 33  1  1
 14 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  1
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₆

Average Molecular Weight

332.3478

Monoisotopic Molecular Weight

332.125988372

IUPAC Name

4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol

Traditional Name

4-[(2R,3R)-3,5,7-trimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

CO[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(OC)C=C2OC

InChI Identifier

InChI=1S/C18H20O6/c1-21-11-7-15(22-2)12-9-17(23-3)18(24-16(12)8-11)10-4-5-13(19)14(20)6-10/h4-8,17-20H,9H2,1-3H3/t17-,18-/m1/s1

InChI Key

GZARPSIXRIMXRD-QZTJIDSGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
3-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
Hydroxyflavonoid
1-benzopyran
Chromane
Benzopyran
Anisole
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Chinese cinnamon (FooDB: FOOD00050)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.31	ALOGPS
logP	2.73	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.72 m³·mol⁻¹	ChemAxon
Polarizability	34.65 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
AllCCS	[M+H]+	180.003	32859911
AllCCS	[M+H-H2O]+	176.648	32859911
AllCCS	[M+Na]+	184.006	32859911
AllCCS	[M+NH4]+	183.113	32859911
AllCCS	[M-H]-	182.308	32859911
AllCCS	[M+Na-2H]-	182.143	32859911
AllCCS	[M+HCOO]-	182.105	32859911
DeepCCS	[M+H]+	172.409	30932474
DeepCCS	[M-H]-	170.051	30932474
DeepCCS	[M-2H]-	204.179	30932474
DeepCCS	[M+Na]+	179.242	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 10V, Positive-QTOF	splash10-00lr-0908000000-3a996f0083b7114083d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 20V, Positive-QTOF	splash10-014r-0912000000-e839d6c12585dc432bcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 40V, Positive-QTOF	splash10-000i-1900000000-c609c9b1c95305c43840	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 10V, Negative-QTOF	splash10-001i-0009000000-abe21a59973e39c2c9a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 20V, Negative-QTOF	splash10-0159-0946000000-9009f962f73ecac15033	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 40V, Negative-QTOF	splash10-0pvr-2920000000-52f660bc489b1cc2bf4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 10V, Positive-QTOF	splash10-001i-0009000000-0091aef5bb4930dcb7de	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 20V, Positive-QTOF	splash10-001i-0739000000-327d3ac923ce7e59a9d6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 40V, Positive-QTOF	splash10-00xr-1911000000-741f9ceb19fa0167ed3f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 10V, Negative-QTOF	splash10-001i-0009000000-d226fc6cc32ffa7cb9c4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 20V, Negative-QTOF	splash10-008a-0495000000-712d0f8c79d8f168a726	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,7-Trimethylepicatechin 40V, Negative-QTOF	splash10-007c-5981000000-de9957ca622085ab8286	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB004855

KNApSAcK ID

Not Available

Chemspider ID

59696338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68795442

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3,5,7-Trimethylepicatechin (HMDB0302511)

MOL for HMDB0302511 (3,5,7-Trimethylepicatechin)

3D MOL for HMDB0302511 (3,5,7-Trimethylepicatechin)

3D SDF for HMDB0302511 (3,5,7-Trimethylepicatechin)

3D-SDF for HMDB0302511 (3,5,7-Trimethylepicatechin)

PDB for HMDB0302511 (3,5,7-Trimethylepicatechin)

3D PDB for HMDB0302511 (3,5,7-Trimethylepicatechin)

SMILES for HMDB0302511 (3,5,7-Trimethylepicatechin)

INCHI for HMDB0302511 (3,5,7-Trimethylepicatechin)

Structure for HMDB0302511 (3,5,7-Trimethylepicatechin)

3D Structure for HMDB0302511 (3,5,7-Trimethylepicatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra