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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-08 21:44:30 UTC

Update Date

2022-03-07 03:17:33 UTC

HMDB ID

HMDB0029231

Secondary Accession Numbers

HMDB29231

Metabolite Identification

Common Name

3-Methyl-epicatechin

Description

3-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 very few articles have been published on 3-Methyl-epicatechin.

Structure

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

HMDB0029231
     RDKit          3D
3-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.5370   -2.8028   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -1.4825   -0.3191 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1757   -0.6997   -1.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.8168   -0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332   -0.5091   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448   -0.2925   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1544   -1.3384   -1.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    0.9493   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    1.9933    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730    3.2513    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379    1.7507    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285    0.5106    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851    0.2856    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4114   -0.7168    0.8447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7075   -0.0822    0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -0.3651   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536    0.2505   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    1.1865    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533    1.8107   -0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318    1.4876    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9337    2.4209    2.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142    0.8498    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364   -3.0224   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644   -2.8934    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961   -3.6726   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -1.2353   -2.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553   -2.4530   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -2.3034    0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -1.1504   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0931    1.1240   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    3.3701    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230    2.5350    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -1.4234    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028   -1.0740   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.0003   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    1.5928   -1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019    2.8659    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    1.0990    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  2  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  1
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

3-methyl-epicatechin
  Mrv0541 09081221442D          

 22 24  0  0  1  0            999 V2000
   -0.0980   -0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   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 O   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
    0.4323    0.3627    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
  3  4  1  0  0  0  0
  4  5  2  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
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  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
 14 21  1  0  0  0  0
  2 22  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0029231

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O6/c1-16(21)7-10-12(19)5-9(17)6-14(10)22-15(16)8-2-3-11(18)13(20)4-8/h2-6,15,17-21H,7H2,1H3/t15-,16-/m1/s1

> <INCHI_KEY>
BBDWMQGDVLQOSW-HZPDHXFCSA-N

> <FORMULA>
C16H16O6

> <MOLECULAR_WEIGHT>
304.2946

> <EXACT_MASS>
304.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.638531925881587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
2.075683683666666

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.615845105343917

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.999558741427585

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3512810284507344

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
78.6379

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029231
     RDKit          3D
3-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.5370   -2.8028   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -1.4825   -0.3191 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1757   -0.6997   -1.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.8168   -0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332   -0.5091   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448   -0.2925   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1544   -1.3384   -1.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    0.9493   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    1.9933    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730    3.2513    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379    1.7507    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285    0.5106    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851    0.2856    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4114   -0.7168    0.8447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7075   -0.0822    0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -0.3651   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536    0.2505   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    1.1865    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533    1.8107   -0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318    1.4876    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9337    2.4209    2.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142    0.8498    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364   -3.0224   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644   -2.8934    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961   -3.6726   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -1.2353   -2.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553   -2.4530   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -2.3034    0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -1.1504   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0931    1.1240   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    3.3701    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230    2.5350    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -1.4234    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028   -1.0740   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.0003   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    1.5928   -1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019    2.8659    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    1.0990    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  2  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  1
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 08-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3-methyl-epicatechin                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-12         0                                  
HETATM    1  O   UNK     0      -0.183  -1.037   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.807   0.677   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13   22                                             
CONECT    3    2    4                                                       
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   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2   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   19   14                                                       
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029231
HETATM    1  C1  UNL     1       0.537  -2.803  -0.518  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.164  -1.482  -0.319  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.176  -0.700  -1.476  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.640  -1.817  -0.073  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.333  -0.509  -0.013  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.545  -0.293  -0.625  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.154  -1.338  -1.331  1.00  0.00           O  
HETATM    8  C6  UNL     1      -4.123   0.949  -0.523  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.551   1.993   0.161  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.173   3.251   0.243  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.338   1.751   0.765  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.728   0.511   0.682  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.485   0.286   1.308  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.411  -0.717   0.845  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.708  -0.082   0.527  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.441  -0.365  -0.601  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.654   0.250  -0.871  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.145   1.187   0.030  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.353   1.811  -0.224  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.432   1.488   1.165  1.00  0.00           C  
HETATM   21  O6  UNL     1       3.934   2.421   2.052  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.214   0.850   1.407  1.00  0.00           C  
HETATM   23  H1  UNL     1       0.736  -3.022  -1.592  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.464  -2.893   0.109  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.096  -3.673  -0.172  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.350  -1.235  -2.268  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.955  -2.453  -0.900  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.686  -2.303   0.922  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.054  -1.150  -1.776  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.093   1.124  -1.013  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.796   3.370   1.033  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.823   2.535   1.327  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.590  -1.423   1.681  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.103  -1.074  -1.312  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.200   0.000  -1.770  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.884   1.593  -1.059  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.802   2.866   1.865  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.656   1.099   2.316  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   14
CONECT    3   26
CONECT    4    5   27   28
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   29
CONECT    8    9    9   30
CONECT    9   10   11
CONECT   10   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14
CONECT   14   15   33
CONECT   15   16   16   22
CONECT   16   17   34
CONECT   17   18   18   35
CONECT   18   19   20
CONECT   19   36
CONECT   20   21   22   22
CONECT   21   37
CONECT   22   38
END

HMDB0029231
     RDKit          3D
3-Methyl-epicatechin
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.5370   -2.8028   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -1.4825   -0.3191 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1757   -0.6997   -1.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.8168   -0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332   -0.5091   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448   -0.2925   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1544   -1.3384   -1.3312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    0.9493   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    1.9933    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730    3.2513    0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379    1.7507    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285    0.5106    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851    0.2856    1.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4114   -0.7168    0.8447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7075   -0.0822    0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -0.3651   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536    0.2505   -0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    1.1865    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533    1.8107   -0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318    1.4876    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9337    2.4209    2.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142    0.8498    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364   -3.0224   -1.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644   -2.8934    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961   -3.6726   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -1.2353   -2.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553   -2.4530   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -2.3034    0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -1.1504   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0931    1.1240   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    3.3701    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230    2.5350    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -1.4234    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1028   -1.0740   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.0003   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    1.5928   -1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019    2.8659    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    1.0990    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14  2  1  0
 22 15  1  0
 12  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  1
 16 34  1  0
 17 35  1  0
 19 36  1  0
 21 37  1  0
 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)-3-methyl-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C16H16O6/c1-16(21)7-10-12(19)5-9(17)6-14(10)22-15(16)8-2-3-11(18)13(20)4-8/h2-6,15,17-21H,7H2,1H3/t15-,16-/m1/s1

InChI Key

BBDWMQGDVLQOSW-HZPDHXFCSA-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
Tertiary 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: HMDB0029231)

Source

Exogenous

Exogenous (HMDB: HMDB0029231)

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	0.36 g/L	ALOGPS
logP	1.31	ALOGPS
logP	2.08	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9	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	78.64 m³·mol⁻¹	ChemAxon
Polarizability	30.64 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]+	169.725	31661259
DarkChem	[M-H]-	168.953	31661259
DeepCCS	[M+H]+	175.937	30932474
DeepCCS	[M-H]-	173.579	30932474
DeepCCS	[M-2H]-	206.982	30932474
DeepCCS	[M+Na]+	182.211	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.6	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	171.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-epicatechin	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	4676.5	Standard polar	33892256
3-Methyl-epicatechin	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3020.1	Standard non polar	33892256
3-Methyl-epicatechin	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3137.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-epicatechin,1TMS,isomer #1	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3107.3	Semi standard non polar	33892256
3-Methyl-epicatechin,1TMS,isomer #2	C[C@@]1(O)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	3037.8	Semi standard non polar	33892256
3-Methyl-epicatechin,1TMS,isomer #3	C[C@@]1(O)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3090.5	Semi standard non polar	33892256
3-Methyl-epicatechin,1TMS,isomer #4	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	3089.5	Semi standard non polar	33892256
3-Methyl-epicatechin,1TMS,isomer #5	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	3054.7	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #1	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	2974.0	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #10	C[C@@]1(O)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2967.6	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #2	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	2954.1	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #3	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	3024.4	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #4	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2978.7	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #5	C[C@@]1(O)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	2900.6	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #6	C[C@@]1(O)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2945.3	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #7	C[C@@]1(O)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2907.1	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #8	C[C@@]1(O)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2965.0	Semi standard non polar	33892256
3-Methyl-epicatechin,2TMS,isomer #9	C[C@@]1(O)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2910.1	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #1	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O)=C1	2837.6	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #10	C[C@@]1(O)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2868.7	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #2	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2847.2	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #3	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2833.3	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #4	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2836.2	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #5	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2807.4	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #6	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2904.9	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #7	C[C@@]1(O)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2902.6	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #8	C[C@@]1(O)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2874.8	Semi standard non polar	33892256
3-Methyl-epicatechin,3TMS,isomer #9	C[C@@]1(O)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2865.5	Semi standard non polar	33892256
3-Methyl-epicatechin,4TMS,isomer #1	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O)=C1	2887.9	Semi standard non polar	33892256
3-Methyl-epicatechin,4TMS,isomer #2	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O)C(O[Si](C)(C)C)=C1	2870.0	Semi standard non polar	33892256
3-Methyl-epicatechin,4TMS,isomer #3	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2847.9	Semi standard non polar	33892256
3-Methyl-epicatechin,4TMS,isomer #4	C[C@@]1(O[Si](C)(C)C)CC2=C(O)C=C(O[Si](C)(C)C)C=C2O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2857.2	Semi standard non polar	33892256
3-Methyl-epicatechin,4TMS,isomer #5	C[C@@]1(O)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2902.4	Semi standard non polar	33892256
3-Methyl-epicatechin,5TMS,isomer #1	C[C@@]1(O[Si](C)(C)C)CC2=C(C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)O[C@@H]1C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2913.3	Semi standard non polar	33892256
3-Methyl-epicatechin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@]1(C)CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3367.8	Semi standard non polar	33892256
3-Methyl-epicatechin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@](C)(O)[C@@H](C1=CC=C(O)C(O)=C1)O2	3322.2	Semi standard non polar	33892256
3-Methyl-epicatechin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3358.8	Semi standard non polar	33892256
3-Methyl-epicatechin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O)C=C1O	3375.1	Semi standard non polar	33892256
3-Methyl-epicatechin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O)=CC=C1O	3346.4	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	3501.9	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O)C=C1O[Si](C)(C)C(C)(C)C	3502.3	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3488.7	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)C=C1O	3569.1	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)=CC=C1O	3520.6	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3435.5	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O)C=C1O	3466.7	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O)=CC=C1O	3420.0	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3523.6	Semi standard non polar	33892256
3-Methyl-epicatechin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3458.0	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3567.0	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3595.6	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)C=C1O	3602.5	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)=CC=C1O	3566.4	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3595.3	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3561.9	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3635.4	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3652.8	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3600.6	Semi standard non polar	33892256
3-Methyl-epicatechin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O)C=C1O[Si](C)(C)C(C)(C)C	3577.6	Semi standard non polar	33892256
3-Methyl-epicatechin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3775.6	Semi standard non polar	33892256
3-Methyl-epicatechin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3747.9	Semi standard non polar	33892256
3-Methyl-epicatechin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@@]2(C)O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3714.8	Semi standard non polar	33892256
3-Methyl-epicatechin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3728.4	Semi standard non polar	33892256
3-Methyl-epicatechin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3769.0	Semi standard non polar	33892256
3-Methyl-epicatechin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@](C)(O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3915.8	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-Methyl-epicatechin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0960000000-cb7a88b80cdb41ff387a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyl-epicatechin GC-MS (5 TMS) - 70eV, Positive	splash10-0udj-3000039000-034769172fd9eb966504	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-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 - 3-Methyl-epicatechin 10V, Positive-QTOF	splash10-0a4r-0719000000-66021a87218f2a3b51ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 20V, Positive-QTOF	splash10-0079-0921000000-ddb463a08bf4222fcd5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 40V, Positive-QTOF	splash10-00di-4900000000-04e43f8914a35a852d96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 10V, Negative-QTOF	splash10-0udi-0109000000-6f8a3f5a14b1ae03d087	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 20V, Negative-QTOF	splash10-0f79-0934000000-a0faa70285b622e1349c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 40V, Negative-QTOF	splash10-0a4i-1920000000-3c9662f6a17ec4bbc7a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 10V, Positive-QTOF	splash10-0a4i-0009000000-9dd29ce36bb5ba8ee762	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 20V, Positive-QTOF	splash10-0a4r-0966000000-56fe3ff0552f549824ca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 40V, Positive-QTOF	splash10-0079-1940000000-6a907369449dbccbf256	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 10V, Negative-QTOF	splash10-0udi-0009000000-15cd1491192c2fffdf89	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 20V, Negative-QTOF	splash10-000i-0901000000-ab7b86d9bd30af65a891	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-epicatechin 40V, Negative-QTOF	splash10-00n0-2960000000-0ac96b0fb4c944f09ae3	2021-09-24	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

30776737

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71254840

PDB ID

Not Available

ChEBI ID

174913

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-Methyl-epicatechin (HMDB0029231)

MOL for HMDB0029231 (3-Methyl-epicatechin)

3D MOL for HMDB0029231 (3-Methyl-epicatechin)

3D SDF for HMDB0029231 (3-Methyl-epicatechin)

3D-SDF for HMDB0029231 (3-Methyl-epicatechin)

PDB for HMDB0029231 (3-Methyl-epicatechin)

3D PDB for HMDB0029231 (3-Methyl-epicatechin)

SMILES for HMDB0029231 (3-Methyl-epicatechin)

INCHI for HMDB0029231 (3-Methyl-epicatechin)

Structure for HMDB0029231 (3-Methyl-epicatechin)

3D Structure for HMDB0029231 (3-Methyl-epicatechin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra