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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:09 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002780

Secondary Accession Numbers

HMDB02780

Metabolite Identification

Common Name

Catechin

Description

Catechin, also known as cyanidanol or catechuic acid, 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. Catechin also belongs to the group of compounds known as flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids. Catechin is one of the 4 catechin known diastereoisomers. Two of the isomers are in trans configuration and are called catechin and the other two are in cis configuration and are called epicatechin. The most common catechin isomer is the (+)-catechin. The other stereoisomer is (-)-catechin or ent-catechin. The most common epicatechin isomer is (-)-epicatechin. Catechin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Catechin is a bitter tasting compound and is associated with the bitterness in tea. Catechin is a plant secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Catechin is an antioxidant flavonoid, occurring especially in woody plants as both Catechin and (-)-Catechin (cis) forms. Outside of the human body, Catechin is found, on average, in the highest concentration in foods, such as blackcurrants (Ribes nigrum), evergreen blackberries (Rubus laciniatus), and blackberries (Rubus) and in a lower concentration in dills (Anethum graveolens), hot chocolates, and medlars (Mespilus germanica). Catechin has also been detected, but not quantified in, several different foods, such as rice (Oryza sativa), apple ciders, peanuts (Arachis hypogaea), fruit juices, and red teas. This could make catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Catechin.

Structure

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

HMDB0037953
     RDKit          3D
(-)-Catechin
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4015    2.6921   -1.2885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    1.6179   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043    0.3705   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -0.7133   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2477   -1.9291   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458   -0.5520    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.7166    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4483    1.7795   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908    0.9076    0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289   -0.1218    0.9542 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7628    0.2598    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    1.5100    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.8957    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752    1.0352   -0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    1.4485   -1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.2142   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -1.1030   -1.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -0.5965   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959   -1.4026    0.4080 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6412   -2.5113    0.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -1.6054    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3644    2.9199   -2.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3243    0.2431   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -2.7168    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732    2.7647   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093   -0.2300    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    2.1917    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477    2.8741    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.7799   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -2.0170   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -1.5794   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -1.4269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -3.3423    0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.3201    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485   -2.6249    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  8  2  1  0
 18 11  1  0
 21  6  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  6
 20 33  1  0
 21 34  1  0
 21 35  1  0
M  END


  Mrv1652309272007282D          

 21 23  0  0  0  0            999 V2000
10001.0796 9998.5727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2236 9997.7423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.792310000.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.798410002.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.227610001.4694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.223710000.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5091 9999.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5091 9998.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2236 9998.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.510810001.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.796310001.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.081810001.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.081810000.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7962 9999.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.510810000.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651410000.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9369 9999.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9369 9998.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6514 9998.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3659 9998.9889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3659 9999.8140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 11  4  1  0  0  0  0
 10  5  1  0  0  0  0
  9  2  1  0  0  0  0
  7  3  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 20  1  1  1  0  0  0
 21 13  1  6  0  0  0
 17  6  2  0  0  0  0
  9 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002780

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1

> <INCHI_KEY>
PFTAWBLQPZVEMU-DZGCQCFKSA-N

> <FORMULA>
C15H14O6

> <MOLECULAR_WEIGHT>
290.2681

> <EXACT_MASS>
290.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.8872798853884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.795107015333333

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.624022697297178

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.004573813837975

> <JCHEM_PKA_STRONGEST_BASIC>
-3.289719332242856

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
73.99970000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-catechol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037953
     RDKit          3D
(-)-Catechin
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4015    2.6921   -1.2885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    1.6179   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043    0.3705   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -0.7133   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2477   -1.9291   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458   -0.5520    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.7166    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4483    1.7795   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908    0.9076    0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289   -0.1218    0.9542 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7628    0.2598    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    1.5100    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.8957    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752    1.0352   -0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    1.4485   -1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.2142   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -1.1030   -1.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -0.5965   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959   -1.4026    0.4080 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6412   -2.5113    0.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -1.6054    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3644    2.9199   -2.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3243    0.2431   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -2.7168    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732    2.7647   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093   -0.2300    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    2.1917    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477    2.8741    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.7799   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -2.0170   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -1.5794   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -1.4269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -3.3423    0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.3201    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485   -2.6249    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  8  2  1  0
 18 11  1  0
 21  6  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  6
 20 33  1  0
 21 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8668.6828664.002   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8663.3518662.452   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8660.6798667.100   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8670.0248670.956   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8672.6928669.410   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8663.3518667.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0178666.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0178664.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3518664.009   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8671.3538668.640   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.0208669.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6868668.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.6868667.100   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8670.0208666.330   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.3538667.100   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8666.0168667.089   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8664.6828666.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6828664.779   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.0168664.009   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3508664.779   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8667.3508666.319   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2    9                                                            
CONECT    3    7                                                            
CONECT    4   11                                                            
CONECT    5   10                                                            
CONECT    6    7   17                                                       
CONECT    7    6    8    3                                                  
CONECT    8    7    9                                                       
CONECT    9    8    2   18                                                  
CONECT   10   11   15    5                                                  
CONECT   11   10   12    4                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   17   21                                                       
CONECT   17   18   16    6                                                  
CONECT   18   17   19    9                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21    1                                                  
CONECT   21   20   16   13                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0002780
HETATM    1  O1  UNL     1       3.971   3.327  -1.277  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.407   2.080  -1.027  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.178   1.089  -0.475  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.662  -0.186  -0.201  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.477  -1.156   0.355  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.351  -0.495  -0.479  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.573   0.521  -1.042  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.097   1.785  -1.309  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.256   0.212  -1.322  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.449  -0.892  -0.844  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.810  -0.445  -0.420  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.936  -1.156  -0.759  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.206  -0.738  -0.362  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.337   0.418   0.388  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.589   0.871   0.806  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.213   1.131   0.729  1.00  0.00           C  
HETATM   17  O5  UNL     1      -3.313   2.288   1.477  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.969   0.701   0.328  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.300  -1.509   0.314  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.321  -2.673   0.749  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.710  -1.801  -0.227  1.00  0.00           C  
HETATM   22  H1  UNL     1       3.419   4.075  -1.686  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.215   1.280  -0.238  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.187  -2.083   0.575  1.00  0.00           H  
HETATM   25  H4  UNL     1       1.461   2.546  -1.746  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.534  -1.689  -1.621  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.874  -2.062  -1.343  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.080  -1.312  -0.639  1.00  0.00           H  
HETATM   29  H8  UNL     1      -6.429   0.365   0.568  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.497   2.824   1.736  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.062   1.247   0.583  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.426  -0.754   1.106  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.155  -2.997   1.551  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.531  -2.360  -1.187  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.245  -2.452   0.471  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3    8
CONECT    3    4   23
CONECT    4    5    6    6
CONECT    5   24
CONECT    6    7   21
CONECT    7    8    8    9
CONECT    8   25
CONECT    9   10
CONECT   10   11   19   26
CONECT   11   12   12   18
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   16
CONECT   15   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   31
CONECT   19   20   21   32
CONECT   20   33
CONECT   21   34   35
END

HMDB0037953
     RDKit          3D
(-)-Catechin
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.4015    2.6921   -1.2885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336    1.6179   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043    0.3705   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151   -0.7133   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2477   -1.9291   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458   -0.5520    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.7166    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4483    1.7795   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908    0.9076    0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289   -0.1218    0.9542 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7628    0.2598    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    1.5100    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.8957    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752    1.0352   -0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    1.4485   -1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.2142   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -1.1030   -1.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -0.5965   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959   -1.4026    0.4080 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6412   -2.5113    0.8377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -1.6054    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3644    2.9199   -2.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3243    0.2431   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -2.7168    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732    2.7647   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093   -0.2300    2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    2.1917    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477    2.8741    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.7799   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151   -2.0170   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -1.5794   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -1.4269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -3.3423    0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.3201    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8485   -2.6249    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
  8  2  1  0
 18 11  1  0
 21  6  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  6
 20 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol	ChEBI
(+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol	ChEBI
(+)-Catechol	ChEBI
(+)-Cyanidan-3-ol	ChEBI
(2R,3S)-(+)-Catechin	ChEBI
(2R,3S)-Catechin	ChEBI
(2R-trans)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol	ChEBI
Catechuic acid	ChEBI
Cianidanol	ChEBI
Cyanidanol	ChEBI
D-Catechin	ChEBI
Catechuate	Generator
(+)-Catechin	HMDB, MeSH
(+)-Catechin hydrate	HMDB
(+)-Cyanidanol	HMDB, MeSH
(+/-)-catechin	HMDB
(+/-)-catechin hydrate	HMDB
3,3',4',5,7-Flavanpentol	HMDB, MeSH
Biocatechin	HMDB
Catechinate	HMDB
Catechinic acid	HMDB, MeSH
Catergen	HMDB, MeSH
Cianidanolum	HMDB
Cianidol	HMDB
D-(+)-Catechin	HMDB
trans3,3,4,5,7 Pentahydroxyflavane	HMDB
YK-85 light yellow powder 85	HMDB
Acid, catechinic	MeSH, HMDB
KB-53	MeSH, HMDB
Zyma	MeSH, HMDB
Cyanidanol 3	MeSH, HMDB
Cyanidanol-3	MeSH, HMDB
KB 53	MeSH, HMDB
Acid, catechuic	MeSH, HMDB
(+)-Cyanidanol-3	MeSH, HMDB
Epicatechin	MeSH, HMDB
Catechin	MeSH
(-)-Epicatechin	MeSH, HMDB
(+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol	PhytoBank
(+)-(2R:3S)-5,7,3’,4’-Tetrahydroxyflavan-3-ol	PhytoBank
(+)-3’,4’,5,7-Tetrahydroxy-2,3-trans-flavan-3-ol	PhytoBank
(+)-Cianidanol	PhytoBank
3-Cyanidanol, (+)-	PhytoBank
Cyanidol	PhytoBank
Dexcyanidanol	PhytoBank
trans-(+)-3,3',4',5,7-Flavanpentol	PhytoBank
trans-(+)-3,3’,4’,5,7-Flavanpentol	PhytoBank

Chemical Formula

C₁₅H₁₄O₆

Average Molecular Weight

290.2681

Monoisotopic Molecular Weight

290.07903818

IUPAC Name

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

Traditional Name

(+)-catechol

CAS Registry Number

154-23-4

SMILES

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

InChI Identifier

InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1

InChI Key

PFTAWBLQPZVEMU-DZGCQCFKSA-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

catechin (CHEBI:15600 )
Flavans, Flavanols and Leucoanthocyanidins (C06562 )
Flavan 3-ols (C06562 )
Condensed tannins (Proanthocyanidins) (C06562 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037953)
Cytoplasm (HMDB: HMDB0037953)

Onion-family vegetable

Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Tuber

Potato (FooDB: FOOD00175)

Root vegetable

Radish (FooDB: FOOD00153)
Carrot (FooDB: FOOD00245)
Chicory (FooDB: FOOD00049)

Leaf vegetable

Cabbage

Other vegetable

Carob (FooDB: FOOD00321)

Shoot vegetable

Globe artichoke (FooDB: FOOD00071)

Mushroom

Common mushroom (FooDB: FOOD00547)

Confectionery

Candy

Other candy (FooDB: FOOD00679)

Fruit

Drupe

Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)

Pome

Pear (FooDB: FOOD00152)
Quince (FooDB: FOOD00069)
Medlar (FooDB: FOOD00114)
Apple (FooDB: FOOD00105)

Tropical fruit

Berry

American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Muscadine grape (FooDB: FOOD00203)
Cloudberry (FooDB: FOOD00161)
Arctic blackberry (FooDB: FOOD00207)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Grape (FooDB: FOOD00369)
Gooseberry (FooDB: FOOD00157)
Lingonberry (FooDB: FOOD00194)
Strawberry (FooDB: FOOD00083)

Other fruit

Jujube (FooDB: FOOD00388)
Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Citrus

Pulse

Pea

Chickpea (FooDB: FOOD00047)
Common pea (FooDB: FOOD00141)

Bean

Broad bean (FooDB: FOOD00197)
Common bean (FooDB: FOOD00134)

Lentil

Lentils (FooDB: FOOD00098)

Nut

Gourd

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)
Barley (FooDB: FOOD00088)
Corn (FooDB: FOOD00205)

Leavened bread

Wheat bread (FooDB: FOOD00808)

Cereal product

Pasta (FooDB: FOOD00273)

Tea

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)
Beer (FooDB: FOOD00268)

Other beverage

Fruit-flavor drink (FooDB: FOOD00821)

Baking good

Seasoning

Vinegar (FooDB: FOOD00628)

Coffee and coffee product

Coffee

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa product

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Oilseed crop

Cottonseed (FooDB: FOOD00341)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	214 °C	Not Available
Boiling Point	630.38 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	63110 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.51	PERRISSOUD,D & TESTA,B (1986)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	159.955	30932474
[M+H]+	Baker	165.183	30932474
[M-H]-	Not Available	159.955	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001934
[M+H]+	Not Available	165.183	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001934

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	1.02	ALOGPS
logP	1.8	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-3.3	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	74 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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]+	166.995	31661259
DarkChem	[M-H]-	165.666	31661259
DeepCCS	[M+H]+	170.306	30932474
DeepCCS	[M-H]-	167.948	30932474
DeepCCS	[M-2H]-	201.82	30932474
DeepCCS	[M+Na]+	177.048	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.4	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.4	32859911
AllCCS	[M-H]-	167.3	32859911
AllCCS	[M+Na-2H]-	166.9	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Catechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1	4436.3	Standard polar	33892256
Catechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1	3029.0	Standard non polar	33892256
Catechin	O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1	3065.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Catechin,1TMS,isomer #1	C[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3049.8	Semi standard non polar	33892256
Catechin,1TMS,isomer #1	C[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3049.8	Semi standard non polar	33892256
Catechin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	3030.9	Semi standard non polar	33892256
Catechin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	3030.9	Semi standard non polar	33892256
Catechin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3091.6	Semi standard non polar	33892256
Catechin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3091.6	Semi standard non polar	33892256
Catechin,1TMS,isomer #4	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C1O	3082.9	Semi standard non polar	33892256
Catechin,1TMS,isomer #4	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C1O	3082.9	Semi standard non polar	33892256
Catechin,1TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3085.4	Semi standard non polar	33892256
Catechin,1TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3085.4	Semi standard non polar	33892256
Catechin,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	2981.9	Semi standard non polar	33892256
Catechin,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	2981.9	Semi standard non polar	33892256
Catechin,2TMS,isomer #10	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O[Si](C)(C)C	2976.2	Semi standard non polar	33892256
Catechin,2TMS,isomer #10	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O[Si](C)(C)C	2976.2	Semi standard non polar	33892256
Catechin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	2969.7	Semi standard non polar	33892256
Catechin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	2969.7	Semi standard non polar	33892256
Catechin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)C=C1O	3009.1	Semi standard non polar	33892256
Catechin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)C=C1O	3009.1	Semi standard non polar	33892256
Catechin,2TMS,isomer #4	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC=C1O	3012.0	Semi standard non polar	33892256
Catechin,2TMS,isomer #4	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)=CC=C1O	3012.0	Semi standard non polar	33892256
Catechin,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2914.9	Semi standard non polar	33892256
Catechin,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2914.9	Semi standard non polar	33892256
Catechin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O	2956.2	Semi standard non polar	33892256
Catechin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O	2956.2	Semi standard non polar	33892256
Catechin,2TMS,isomer #7	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)=CC=C1O	2959.4	Semi standard non polar	33892256
Catechin,2TMS,isomer #7	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)=CC=C1O	2959.4	Semi standard non polar	33892256
Catechin,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2992.7	Semi standard non polar	33892256
Catechin,2TMS,isomer #8	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2992.7	Semi standard non polar	33892256
Catechin,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2987.2	Semi standard non polar	33892256
Catechin,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2987.2	Semi standard non polar	33892256
Catechin,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2818.8	Semi standard non polar	33892256
Catechin,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2818.8	Semi standard non polar	33892256
Catechin,3TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2852.0	Semi standard non polar	33892256
Catechin,3TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2852.0	Semi standard non polar	33892256
Catechin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)C=C1O	2835.3	Semi standard non polar	33892256
Catechin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)C=C1O	2835.3	Semi standard non polar	33892256
Catechin,3TMS,isomer #3	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)=CC=C1O	2846.6	Semi standard non polar	33892256
Catechin,3TMS,isomer #3	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)=CC=C1O	2846.6	Semi standard non polar	33892256
Catechin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2802.4	Semi standard non polar	33892256
Catechin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2802.4	Semi standard non polar	33892256
Catechin,3TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2810.0	Semi standard non polar	33892256
Catechin,3TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2810.0	Semi standard non polar	33892256
Catechin,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2889.8	Semi standard non polar	33892256
Catechin,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2889.8	Semi standard non polar	33892256
Catechin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2879.4	Semi standard non polar	33892256
Catechin,3TMS,isomer #7	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2879.4	Semi standard non polar	33892256
Catechin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2882.9	Semi standard non polar	33892256
Catechin,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2882.9	Semi standard non polar	33892256
Catechin,3TMS,isomer #9	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O[Si](C)(C)C	2856.8	Semi standard non polar	33892256
Catechin,3TMS,isomer #9	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O)C=C1O[Si](C)(C)C	2856.8	Semi standard non polar	33892256
Catechin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2849.5	Semi standard non polar	33892256
Catechin,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2849.5	Semi standard non polar	33892256
Catechin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2852.9	Semi standard non polar	33892256
Catechin,4TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2852.9	Semi standard non polar	33892256
Catechin,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2821.7	Semi standard non polar	33892256
Catechin,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2821.7	Semi standard non polar	33892256
Catechin,4TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2821.4	Semi standard non polar	33892256
Catechin,4TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2821.4	Semi standard non polar	33892256
Catechin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2896.1	Semi standard non polar	33892256
Catechin,4TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2896.1	Semi standard non polar	33892256
Catechin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2897.5	Semi standard non polar	33892256
Catechin,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2897.5	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3359.0	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C(O)=C1	3359.0	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	3331.0	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O)[C@@H](C1=CC=C(O)C(O)=C1)O2	3331.0	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3363.2	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3363.2	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C1O	3374.5	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C1O	3374.5	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3381.8	Semi standard non polar	33892256
Catechin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O	3381.8	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	3518.1	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC=C(O)C(O)=C1)O2	3518.1	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3542.1	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3542.1	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3500.6	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3500.6	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3575.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3575.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3559.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3559.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3450.5	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](O)[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3450.5	Semi standard non polar	33892256
Catechin,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@@H]2O)C=C1O	3498.3	Semi standard non polar	33892256
Catechin,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@@H]2O)C=C1O	3498.3	Semi standard non polar	33892256
Catechin,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@@H]2O)=CC=C1O	3472.3	Semi standard non polar	33892256
Catechin,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@@H]2O)=CC=C1O	3472.3	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3539.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3539.2	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3504.9	Semi standard non polar	33892256
Catechin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](O)[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3504.9	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3546.6	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3546.6	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3617.1	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3617.1	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3600.4	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3600.4	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3593.4	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3593.4	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3583.6	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3583.6	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3584.1	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3584.1	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3623.8	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3623.8	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3659.0	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3659.0	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3627.1	Semi standard non polar	33892256
Catechin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3627.1	Semi standard non polar	33892256
Catechin,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@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3610.5	Semi standard non polar	33892256
Catechin,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@@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3610.5	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3761.3	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3761.3	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3742.8	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3742.8	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3723.2	Semi standard non polar	33892256
Catechin,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@@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3723.2	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3725.7	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@H](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	3725.7	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3782.0	Semi standard non polar	33892256
Catechin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3782.0	Semi standard non polar	33892256
Catechin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3906.0	Semi standard non polar	33892256
Catechin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@H](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	3906.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Catechin GC-EI-TOF (Non-derivatized)	splash10-014i-0749000000-e5b0b7512526810c1758	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Catechin GC-EI-TOF (Non-derivatized)	splash10-014i-0749000000-e5b0b7512526810c1758	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Catechin GC-EI-TOF (Non-derivatized)	splash10-014i-0749000000-e5b0b7512526810c1758	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Catechin GC-EI-TOF (Non-derivatized)	splash10-014i-0749000000-e5b0b7512526810c1758	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Catechin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0940000000-3790a10ce8b93dcb9236	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Catechin GC-MS (5 TMS) - 70eV, Positive	splash10-000i-3130069000-ca0968505fc89dd82640	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Catechin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Catechin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Catechin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin Quattro_QQQ 10V, Negative-QTOF (Annotated)	splash10-000i-0190000000-0b55363090666c3a1f0f	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin Quattro_QQQ 25V, Negative-QTOF (Annotated)	splash10-0ab9-0900000000-5dfb75ce17e0aea0642b	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin Quattro_QQQ 40V, Negative-QTOF (Annotated)	splash10-003r-9000000000-ae956114187e6320ae3a	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0079-0900000000-dd93ef481c2fea84d4a2	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-052r-0980000000-97f9a54412368150d277	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 10V, Negative-QTOF	splash10-000i-0090010000-6ebf1de8cc1ea492a630	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 20V, Negative-QTOF	splash10-052k-0960000000-77945100b7a1f6311aea	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF , Negative-QTOF	splash10-052k-0960000000-77945100b7a1f6311aea	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 26V, Negative-QTOF	splash10-05fr-0920000000-e829a07f24435afac743	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 10V, Negative-QTOF	splash10-000i-0090010000-6ebf1de8cc1ea492a630	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 20V, Negative-QTOF	splash10-052k-0960000000-77945100b7a1f6311aea	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF , Negative-QTOF	splash10-000i-0090000000-25414078e505f0193624	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin ESI-TOF 26V, Negative-QTOF	splash10-05fr-0920000000-e829a07f24435afac743	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin DI-ESI-qTof , Positive-QTOF	splash10-000i-0910000000-a98df14e459446ae6ae2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin DI-ESI-qTof , Positive-QTOF	splash10-00di-0090000000-142161e341ec3ee68a3a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin DI-ESI-qTof , Negative-QTOF	splash10-0fga-0980000000-3406dfb006e610eb6fce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin LC-ESI-QTOF , negative-QTOF	splash10-000i-0090000000-466d29d8274d012f2ea3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin LC-ESI-QTOF , negative-QTOF	splash10-0pds-0970000000-2631ce85b21e59412694	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Catechin LC-ESI-QTOF , negative-QTOF	splash10-05fr-1900000000-3424d3d2af180d7eabd3	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 10V, Positive-QTOF	splash10-0006-0590000000-aff1c3cc94786f87cacf	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 20V, Positive-QTOF	splash10-000i-0920000000-5e84c0d9207a0a018ab4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 40V, Positive-QTOF	splash10-05fr-4900000000-3e525d17e0b05647387a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 10V, Negative-QTOF	splash10-000i-0290000000-52e8123f5ed55bc47962	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 20V, Negative-QTOF	splash10-000i-0940000000-cfcd9b4e416f64a26916	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Catechin 40V, Negative-QTOF	splash10-0a6r-2910000000-be77474275eeee51824b	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Bladder
Fibroblasts
Intestine
Platelet

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.650 +/- 0.009 uM	Adult (>18 years old)	Female	Normal	12494303	details
Blood	Detected and Quantified	1.223 +/- 0.147 uM	Adult (>18 years old)	Female	Normal	12494303	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 124	12324293	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 124	10617953	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 124	15788107	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.0058 +/- 0.011 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	12650759	details
Urine	Detected and Quantified	0.00667 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	27273479	details
Urine	Detected and Quantified	0.0125 +/- 0.0110 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	26814424	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Catechin

METLIN ID

3419

PubChem Compound

9064

PDB ID

Not Available

ChEBI ID

15600

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1539671

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Yang CS, Lee MJ, Chen L: Human salivary tea catechin levels and catechin esterase activities: implication in human cancer prevention studies. Cancer Epidemiol Biomarkers Prev. 1999 Jan;8(1):83-9. [PubMed:9950244 ]
Murphy KJ, Chronopoulos AK, Singh I, Francis MA, Moriarty H, Pike MJ, Turner AH, Mann NJ, Sinclair AJ: Dietary flavanols and procyanidin oligomers from cocoa (Theobroma cacao) inhibit platelet function. Am J Clin Nutr. 2003 Jun;77(6):1466-73. [PubMed:12791625 ]
Sano A, Yamakoshi J, Tokutake S, Tobe K, Kubota Y, Kikuchi M: Procyanidin B1 is detected in human serum after intake of proanthocyanidin-rich grape seed extract. Biosci Biotechnol Biochem. 2003 May;67(5):1140-3. [PubMed:12834296 ]
DuPont MS, Bennett RN, Mellon FA, Williamson G: Polyphenols from alcoholic apple cider are absorbed, metabolized and excreted by humans. J Nutr. 2002 Feb;132(2):172-5. [PubMed:11823574 ]
Lhoste EF, Ouriet V, Bruel S, Flinois JP, Brezillon C, Magdalou J, Cheze C, Nugon-Baudon L: The human colonic microflora influences the alterations of xenobiotic-metabolizing enzymes by catechins in male F344 rats. Food Chem Toxicol. 2003 May;41(5):695-702. [PubMed:12659723 ]
Keen CL: Chocolate: food as medicine/medicine as food. J Am Coll Nutr. 2001 Oct;20(5 Suppl):436S-439S; discussion 440S-442S. [PubMed:11603654 ]
Ito H, Gonthier MP, Manach C, Morand C, Mennen L, Remesy C, Scalbert A: Polyphenol levels in human urine after intake of six different polyphenol-rich beverages. Br J Nutr. 2005 Oct;94(4):500-9. [PubMed:16197573 ]
Roura E, Andres-Lacueva C, Estruch R, Lamuela-Raventos RM: Total polyphenol intake estimated by a modified Folin-Ciocalteu assay of urine. Clin Chem. 2006 Apr;52(4):749-52. Epub 2006 Feb 9. [PubMed:16469857 ]
Li C, Lee MJ, Sheng S, Meng X, Prabhu S, Winnik B, Huang B, Chung JY, Yan S, Ho CT, Yang CS: Structural identification of two metabolites of catechins and their kinetics in human urine and blood after tea ingestion. Chem Res Toxicol. 2000 Mar;13(3):177-84. [PubMed:10725114 ]
Pignatelli P, Di Santo S, Buchetti B, Sanguigni V, Brunelli A, Violi F: Polyphenols enhance platelet nitric oxide by inhibiting protein kinase C-dependent NADPH oxidase activation: effect on platelet recruitment. FASEB J. 2006 Jun;20(8):1082-9. [PubMed:16770007 ]
Tsuchiya H, Sato M, Kato H, Okubo T, Juneja LR, Kim M: Simultaneous determination of catechins in human saliva by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1997 Dec 5;703(1-2):253-8. [PubMed:9448083 ]
Lotito SB, Fraga CG: Ascorbate protects (+)-catechin from oxidation both in a pure chemical system and human plasma. Biol Res. 2000;33(2):151-7. [PubMed:15693282 ]
Filipe P, Silva JN, Haigle J, Freitas JP, Fernandes A, Santus R, Morliere P: Contrasting action of flavonoids on phototoxic effects induced in human skin fibroblasts by UVA alone or UVA plus cyamemazine, a phototoxic neuroleptic. Photochem Photobiol Sci. 2005 May;4(5):420-8. Epub 2005 Apr 5. [PubMed:15875075 ]
Lotito SB, Fraga CG: (+)-Catechin as antioxidant: mechanisms preventing human plasma oxidation and activity in red wines. Biofactors. 1999;10(2-3):125-30. [PubMed:10609873 ]
Farivar-Mohseni H, Kandzari SJ, Zaslau S, Riggs DR, Jackson BJ, McFadden DW: Synergistic effects of Cox-1 and -2 inhibition on bladder and prostate cancer in vitro. Am J Surg. 2004 Nov;188(5):505-10. [PubMed:15546559 ]

Showing metabocard for Catechin (HMDB0002780)

MOL for HMDB0002780 (Catechin)

3D MOL for HMDB0002780 (Catechin)

3D SDF for HMDB0002780 (Catechin)

3D-SDF for HMDB0002780 (Catechin)

PDB for HMDB0002780 (Catechin)

3D PDB for HMDB0002780 (Catechin)

SMILES for HMDB0002780 (Catechin)

INCHI for HMDB0002780 (Catechin)

Structure for HMDB0002780 (Catechin)

3D Structure for HMDB0002780 (Catechin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra