Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-08 21:44:03 UTC

Update Date

2022-03-07 03:17:33 UTC

HMDB ID

HMDB0029228

Secondary Accession Numbers

HMDB29228

Metabolite Identification

Common Name

4-Methyl-epicatechin

Description

4-Methyl-epicatechin 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 a significant number of articles have been published on 4-Methyl-epicatechin.

Structure

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

HMDB0029228
     RDKit          3D
4-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.2111   -2.2104    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -1.1210    0.8752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1110    0.1665    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4559    0.3852    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -0.5181    1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    1.5742    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.5291   -0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386    3.7181   -0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    2.3223   -0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915    1.1384   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359    0.8631   -0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.0878    0.5775 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0141   -0.1158    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -1.2731    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -1.4471   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.4387   -0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9922   -0.5787   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    0.7492   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.7682   -1.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7161    0.9013   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662   -1.2439    0.7530 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2576   -2.0912   -0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.8184   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123   -3.0808    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -2.4865   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -1.2883    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451   -1.3992    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.7962    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8110    3.9417   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.0820   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219    0.6483    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422   -2.1067    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5566   -2.3832    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4326    0.1952   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    2.6526   -1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644    1.8309   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.6985    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -3.0508   -0.0530 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 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
 21  2  1  0
 10  3  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  1
 14 32  1  0
 15 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END


  Mrv0541 09081221442D          

 22 24  0  0  1  0            999 V2000
   -2.0350    3.0402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3205    2.6277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6061    3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    2.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229    3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229    3.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    1.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518    1.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229    1.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    1.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3205    1.8027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0350    1.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    0.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784    0.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    1.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784    1.8027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    1.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    3.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  3 22  1  0  0  0  0
  4  5  2  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029228

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O6/c1-7-14-12(20)5-9(17)6-13(14)22-16(15(7)21)8-2-3-10(18)11(19)4-8/h2-7,15-21H,1H3/t7?,15-,16-/m1/s1

> <INCHI_KEY>
NLCHNUHNZBPKDF-WLZLGPGOSA-N

> <FORMULA>
C16H16O6

> <MOLECULAR_WEIGHT>
304.2946

> <EXACT_MASS>
304.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.645138061334308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-4-methyl-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
2.1600798416666662

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.67942111141807

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.033677756096163

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3897577300514437

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
78.47130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-4-methyl-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029228
     RDKit          3D
4-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.2111   -2.2104    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -1.1210    0.8752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1110    0.1665    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4559    0.3852    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -0.5181    1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    1.5742    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.5291   -0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386    3.7181   -0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    2.3223   -0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915    1.1384   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359    0.8631   -0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.0878    0.5775 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0141   -0.1158    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -1.2731    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -1.4471   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.4387   -0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9922   -0.5787   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    0.7492   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.7682   -1.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7161    0.9013   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662   -1.2439    0.7530 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2576   -2.0912   -0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.8184   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123   -3.0808    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -2.4865   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -1.2883    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451   -1.3992    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.7962    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8110    3.9417   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.0820   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219    0.6483    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422   -2.1067    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5566   -2.3832    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4326    0.1952   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    2.6526   -1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644    1.8309   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.6985    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -3.0508   -0.0530 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 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
 21  2  1  0
 10  3  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  1
 14 32  1  0
 15 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END

HEADER    PROTEIN                                 08-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-12         0                                  
HETATM    1  O   UNK     0      -3.799   5.675   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.465   4.905   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.131   5.675   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.202   4.905   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.536   5.675   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.536   7.215   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.870   4.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.870   3.365   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.203   2.595   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.536   2.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.202   3.365   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.131   2.595   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.465   3.365   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.799   2.595   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.799   1.055   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.132   0.285   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.466   1.055   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.800   0.285   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.466   2.595   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.800   3.365   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.132   3.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.131   7.215   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11    4   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   14   19                                                       
CONECT   22    3                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029228
HETATM    1  C1  UNL     1      -2.211  -2.210   0.008  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.561  -1.121   0.875  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.111   0.167   0.405  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.456   0.385   0.618  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.283  -0.518   1.257  1.00  0.00           O  
HETATM    6  C5  UNL     1      -4.032   1.574   0.176  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.278   2.529  -0.467  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.839   3.718  -0.913  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.913   2.322  -0.691  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.391   1.138  -0.238  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.036   0.863  -0.423  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.616   0.088   0.577  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.014  -0.116   0.142  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.707  -1.273   0.333  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.012  -1.447  -0.093  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.669  -0.439  -0.737  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.992  -0.579  -1.184  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.012   0.749  -0.954  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.684   1.768  -1.608  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.716   0.901  -0.523  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.066  -1.244   0.753  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.258  -2.091  -0.306  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.125  -1.818  -0.502  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.512  -3.081   0.599  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.528  -2.487  -0.812  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.918  -1.288   1.905  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.045  -1.399   1.640  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.085   1.796   0.319  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.811   3.942  -0.791  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.313   3.082  -1.203  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.622   0.648   1.523  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.242  -2.107   0.848  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.557  -2.383   0.068  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.433   0.195  -1.654  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.245   2.653  -1.788  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.164   1.831  -0.678  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.317  -1.698   1.686  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.255  -3.051  -0.053  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   27
CONECT    6    7    7   28
CONECT    7    8    9
CONECT    8   29
CONECT    9   10   10   30
CONECT   10   11
CONECT   11   12
CONECT   12   13   21   31
CONECT   13   14   14   20
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17   18
CONECT   17   34
CONECT   18   19   20   20
CONECT   19   35
CONECT   20   36
CONECT   21   22   37
CONECT   22   38
END

HMDB0029228
     RDKit          3D
4-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.2111   -2.2104    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -1.1210    0.8752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1110    0.1665    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4559    0.3852    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -0.5181    1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    1.5742    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.5291   -0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386    3.7181   -0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    2.3223   -0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915    1.1384   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359    0.8631   -0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.0878    0.5775 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0141   -0.1158    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -1.2731    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116   -1.4471   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.4387   -0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9922   -0.5787   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    0.7492   -0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.7682   -1.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7161    0.9013   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662   -1.2439    0.7530 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2576   -2.0912   -0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -1.8184   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123   -3.0808    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -2.4865   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -1.2883    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451   -1.3992    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.7962    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8110    3.9417   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.0820   -1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219    0.6483    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422   -2.1067    0.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5566   -2.3832    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4326    0.1952   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    2.6526   -1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644    1.8309   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -1.6985    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -3.0508   -0.0530 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 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
 21  2  1  0
 10  3  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 12 31  1  1
 14 32  1  0
 15 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₆

Average Molecular Weight

304.2946

Monoisotopic Molecular Weight

304.094688244

IUPAC Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-4-methyl-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-4-methyl-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

CAS Registry Number

Not Available

SMILES

CC1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C16H16O6/c1-7-14-12(20)5-9(17)6-13(14)22-16(15(7)21)8-2-3-10(18)11(19)4-8/h2-7,15-21H,1H3/t7?,15-,16-/m1/s1

InChI Key

NLCHNUHNZBPKDF-WLZLGPGOSA-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'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromane
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Ether
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 19754154)

Cellular substructure

Membrane (HMDB: HMDB0029228)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.63 g/L	ALOGPS
logP	1.42	ALOGPS
logP	2.16	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.47 m³·mol⁻¹	ChemAxon
Polarizability	30.65 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
DarkChem	[M+H]+	170.334	31661259
DarkChem	[M-H]-	168.388	31661259
DeepCCS	[M-2H]-	208.526	30932474
DeepCCS	[M+Na]+	183.694	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.3	32859911
AllCCS	[M+NH4]+	175.2	32859911
AllCCS	[M+Na]+	176.2	32859911
AllCCS	[M-H]-	172.0	32859911
AllCCS	[M+Na-2H]-	171.6	32859911
AllCCS	[M+HCOO]-	171.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methyl-epicatechin	CC1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1	4649.7	Standard polar	33892256
4-Methyl-epicatechin	CC1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1	2994.5	Standard non polar	33892256
4-Methyl-epicatechin	CC1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC=C(O)C(O)=C1	3092.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methyl-epicatechin,1TMS,isomer #1	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C	3062.4	Semi standard non polar	33892256
4-Methyl-epicatechin,1TMS,isomer #2	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	3115.5	Semi standard non polar	33892256
4-Methyl-epicatechin,1TMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	3040.0	Semi standard non polar	33892256
4-Methyl-epicatechin,1TMS,isomer #4	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O	3101.3	Semi standard non polar	33892256
4-Methyl-epicatechin,1TMS,isomer #5	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O	3094.5	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #1	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C	2940.9	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #10	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O	2978.2	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #2	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C	2933.9	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #3	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C	2953.4	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #4	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2955.0	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #5	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	2890.0	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #6	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O	2986.5	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #7	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O	2986.0	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #8	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O	2937.4	Semi standard non polar	33892256
4-Methyl-epicatechin,2TMS,isomer #9	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O	2941.7	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C	2803.9	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #10	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O	2866.9	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #2	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C	2812.6	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2817.4	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #4	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C	2789.3	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #5	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2795.4	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #6	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2872.5	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #7	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O	2883.8	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #8	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O	2884.1	Semi standard non polar	33892256
4-Methyl-epicatechin,3TMS,isomer #9	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O	2894.3	Semi standard non polar	33892256
4-Methyl-epicatechin,4TMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C	2855.2	Semi standard non polar	33892256
4-Methyl-epicatechin,4TMS,isomer #2	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2853.8	Semi standard non polar	33892256
4-Methyl-epicatechin,4TMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2805.6	Semi standard non polar	33892256
4-Methyl-epicatechin,4TMS,isomer #4	CC1C2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2809.2	Semi standard non polar	33892256
4-Methyl-epicatechin,4TMS,isomer #5	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O	2895.8	Semi standard non polar	33892256
4-Methyl-epicatechin,5TMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2899.9	Semi standard non polar	33892256
4-Methyl-epicatechin,1TBDMS,isomer #1	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3344.7	Semi standard non polar	33892256
4-Methyl-epicatechin,1TBDMS,isomer #2	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	3387.7	Semi standard non polar	33892256
4-Methyl-epicatechin,1TBDMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	3348.4	Semi standard non polar	33892256
4-Methyl-epicatechin,1TBDMS,isomer #4	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O	3400.7	Semi standard non polar	33892256
4-Methyl-epicatechin,1TBDMS,isomer #5	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3393.2	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #1	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3481.6	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #10	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3521.7	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #2	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3489.0	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #3	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3527.3	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #4	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3510.3	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #5	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O	3442.6	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #6	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O	3554.5	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #7	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3531.1	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #8	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O	3485.5	Semi standard non polar	33892256
4-Methyl-epicatechin,2TBDMS,isomer #9	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3459.2	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3503.0	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #10	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3581.7	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #2	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3548.2	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3532.9	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #4	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3565.8	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #5	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3556.2	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #6	CC1C2=C(O)C=C(O)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3573.6	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #7	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O	3626.3	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #8	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3597.7	Semi standard non polar	33892256
4-Methyl-epicatechin,3TBDMS,isomer #9	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3639.5	Semi standard non polar	33892256
4-Methyl-epicatechin,4TBDMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3714.7	Semi standard non polar	33892256
4-Methyl-epicatechin,4TBDMS,isomer #2	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3696.5	Semi standard non polar	33892256
4-Methyl-epicatechin,4TBDMS,isomer #3	CC1C2=C(C=C(O)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3646.9	Semi standard non polar	33892256
4-Methyl-epicatechin,4TBDMS,isomer #4	CC1C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3678.4	Semi standard non polar	33892256
4-Methyl-epicatechin,4TBDMS,isomer #5	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3758.7	Semi standard non polar	33892256
4-Methyl-epicatechin,5TBDMS,isomer #1	CC1C2=C(C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)O[C@H](C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3843.6	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 - 4-Methyl-epicatechin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0890000000-af76acc9714698447853	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methyl-epicatechin GC-MS (5 TMS) - 70eV, Positive	splash10-0udj-2000049000-272bf0d80362f4e172d9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methyl-epicatechin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methyl-epicatechin 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 - 4-Methyl-epicatechin 10V, Negative-QTOF	splash10-0udi-0109000000-ed1929c79c493fce8bed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 20V, Negative-QTOF	splash10-0ugr-0922000000-55ec8dc4ffe8da239d60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 40V, Negative-QTOF	splash10-004i-1910000000-b183aab550aa562d84b8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 10V, Negative-QTOF	splash10-0udi-0009000000-04ccc09c7865adc86051	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 20V, Negative-QTOF	splash10-0umj-0901000000-37c5e6635a72d672d9d2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 40V, Negative-QTOF	splash10-0gba-3980000000-2323ded89275858fa7cd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 10V, Positive-QTOF	splash10-0a4i-0419000000-44297f3badd88cf64668	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 20V, Positive-QTOF	splash10-001r-1910000000-21b8b8a52d419f25878b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 40V, Positive-QTOF	splash10-00dr-2900000000-a3ea998902686113e32e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 10V, Positive-QTOF	splash10-0a4i-0009000000-a392301a4f812f462a73	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 20V, Positive-QTOF	splash10-0a6r-0914000000-16e1f61d58984c9c5a36	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methyl-epicatechin 40V, Positive-QTOF	splash10-00e9-4930000000-3e66d8ddc4507b9b8917	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19754154	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

35032841

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13743136

PDB ID

Not Available

ChEBI ID

174912

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 4-Methyl-epicatechin (HMDB0029228)

MOL for HMDB0029228 (4-Methyl-epicatechin)

3D MOL for HMDB0029228 (4-Methyl-epicatechin)

3D SDF for HMDB0029228 (4-Methyl-epicatechin)

3D-SDF for HMDB0029228 (4-Methyl-epicatechin)

PDB for HMDB0029228 (4-Methyl-epicatechin)

3D PDB for HMDB0029228 (4-Methyl-epicatechin)

SMILES for HMDB0029228 (4-Methyl-epicatechin)

INCHI for HMDB0029228 (4-Methyl-epicatechin)

Structure for HMDB0029228 (4-Methyl-epicatechin)

3D Structure for HMDB0029228 (4-Methyl-epicatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra