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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-07-25 00:01:08 UTC

Update Date

2021-09-14 15:47:51 UTC

HMDB ID

HMDB0012467

Secondary Accession Numbers

HMDB12467

Metabolite Identification

Common Name

(-)-Epicatechin sulfate

Description

Epicatechin sulfate is the sulfate form of (-)-epicatechin at the o-3 position. (-)-epicatechin is an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Catechin is a tannin peculiar to green and white tea because the black tea oxidation process reduces catechins in black tea. Catechin is a powerful, water soluble polyphenol and antioxidant that is easily oxidized. Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them. Green tea is manufactured from fresh, unfermented tea leaves; the oxidation of catechins is minimal, and hence they are able to serve as antioxidants. Researchers believe that catechin is effective because it easily sticks to proteins, blocking bacteria from adhering to cell walls and disrupting their ability to destroy them. Viruses have hooks on their surfaces and can attach to cell walls. The catechin in green tea prevents viruses from adhering and causing harm. Catechin reacts with toxins created by harmful bacteria (many of which belong to the protein family) and harmful metals such as lead, mercury, chrome, and cadmium. From its NMR espectra, there is a doubt on 2 and 3 atoms configuration. It seems to be that they are in trans position. Epicatechin sulfate in the urine is a biomarker for the consumption of legumes.

Structure

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

  Mrv0541 09111211052D          

 25 27  0  0  1  0            999 V2000
    0.0000   -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  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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 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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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  1  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
    4.3236   -2.5353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -2.5353    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.1486   -2.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -3.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
  8 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 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  3  4  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
 10 11  2  0  0  0  0
  4  6  2  0  0  0  0
 19  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  6  1  0  0  0  0
  6 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  6  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  2  0  0  0  0
 17 25  1  0  0  0  0
M  CHG  1  22  -1
M  END

HMDB0012467
     RDKit          3D
(-)-Epicatechin sulfate
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.1595    5.0355    0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    3.9289    0.1428 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.1575    4.5785   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264    3.3434   -1.3740 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0987    2.7587    1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    1.4508    0.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    0.7243    1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -0.6356    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -1.1801   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0217   -2.4704   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -3.0720   -1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -3.1360   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -2.5790    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589   -3.2851    0.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -1.3224    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614   -0.6568    1.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    0.7277    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6475    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262    1.3697   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6727    1.2017   -1.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584    0.3038   -1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    0.1722   -1.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.4338    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -1.3642    0.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311   -0.2662    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.4822   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.6103    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.2514    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6498   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961   -3.6096   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689   -4.1518   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -2.9429    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.1786    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    2.0750   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065    1.7813   -2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.4558   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2868   -1.5522    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2086   -0.8579    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17  6  1  0
 25 18  1  0
 15  8  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 24 37  1  0
 25 38  1  0
M  CHG  1   4  -1
M  END

  Mrv0541 09111211052D          

 25 27  0  0  1  0            999 V2000
    0.0000   -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  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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 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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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  1  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
    4.3236   -2.5353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4986   -2.5353    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.1486   -2.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -3.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
  8 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 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  3  4  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
 10 11  2  0  0  0  0
  4  6  2  0  0  0  0
 19  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  6  1  0  0  0  0
  6 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  6  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  2  0  0  0  0
 17 25  1  0  0  0  0
M  CHG  1  22  -1
M  END
> <DATABASE_ID>
HMDB0012467

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2OC([C@@H](CC2=C1)OS([O-])(=O)=O)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O9S/c16-9-3-8-5-13(24-25(20,21)22)15(23-14(8)12(19)6-9)7-1-2-10(17)11(18)4-7/h1-4,6,13,15-19H,5H2,(H,20,21,22)/p-1/t13-,15?/m1/s1

> <INCHI_KEY>
WTXWEAXATVSZQX-AFYYWNPRSA-M

> <FORMULA>
C15H13O9S

> <MOLECULAR_WEIGHT>
369.323

> <EXACT_MASS>
369.028027704

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
33.13069145043545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-2-(3,4-dihydroxyphenyl)-6,8-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
1.8500927833333334

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.047615791244825

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.17001689924186

> <JCHEM_PKA_STRONGEST_BASIC>
-4.824240958834449

> <JCHEM_POLAR_SURFACE_AREA>
156.57999999999998

> <JCHEM_REFRACTIVITY>
82.8698

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-2-(3,4-dihydroxyphenyl)-6,8-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012467
     RDKit          3D
(-)-Epicatechin sulfate
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.1595    5.0355    0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    3.9289    0.1428 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.1575    4.5785   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264    3.3434   -1.3740 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0987    2.7587    1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    1.4508    0.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    0.7243    1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -0.6356    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -1.1801   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0217   -2.4704   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -3.0720   -1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -3.1360   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -2.5790    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589   -3.2851    0.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -1.3224    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614   -0.6568    1.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    0.7277    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6475    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262    1.3697   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6727    1.2017   -1.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584    0.3038   -1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    0.1722   -1.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.4338    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -1.3642    0.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311   -0.2662    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.4822   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.6103    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.2514    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6498   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961   -3.6096   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689   -4.1518   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -2.9429    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.1786    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    2.0750   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065    1.7813   -2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.4558   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2868   -1.5522    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2086   -0.8579    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17  6  1  0
 25 18  1  0
 15  8  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 24 37  1  0
 25 38  1  0
M  CHG  1   4  -1
M  END

HEADER    PROTEIN                                 11-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-12         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       8.071  -4.733   0.000  0.00  0.00           S+0
HETATM   22  O   UNK     0       6.531  -4.733   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       9.611  -4.733   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.071  -6.273   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    4    2                                                       
CONECT    4    5    3    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    8    6                                                       
CONECT    8   12   19    7                                                  
CONECT    9   10   19                                                       
CONECT   10   11    6    9                                                  
CONECT   11    2   10                                                       
CONECT   12    8   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   12                                                       
CONECT   19    8    9   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0012467
HETATM    1  O1  UNL     1      -2.159   5.035   0.509  1.00  0.00           O  
HETATM    2  S1  UNL     1      -1.201   3.929   0.143  1.00  0.00           S  
HETATM    3  O2  UNL     1       0.157   4.579  -0.004  1.00  0.00           O  
HETATM    4  O3  UNL     1      -1.626   3.343  -1.374  1.00  0.00           O1-
HETATM    5  O4  UNL     1      -1.099   2.759   1.295  1.00  0.00           O  
HETATM    6  C1  UNL     1      -1.030   1.451   0.834  1.00  0.00           C  
HETATM    7  C2  UNL     1      -2.348   0.724   1.107  1.00  0.00           C  
HETATM    8  C3  UNL     1      -2.217  -0.636   0.537  1.00  0.00           C  
HETATM    9  C4  UNL     1      -3.186  -1.180  -0.262  1.00  0.00           C  
HETATM   10  C5  UNL     1      -3.022  -2.470  -0.769  1.00  0.00           C  
HETATM   11  O5  UNL     1      -3.971  -3.072  -1.584  1.00  0.00           O  
HETATM   12  C6  UNL     1      -1.872  -3.136  -0.430  1.00  0.00           C  
HETATM   13  C7  UNL     1      -0.885  -2.579   0.385  1.00  0.00           C  
HETATM   14  O6  UNL     1       0.259  -3.285   0.703  1.00  0.00           O  
HETATM   15  C8  UNL     1      -1.052  -1.322   0.875  1.00  0.00           C  
HETATM   16  O7  UNL     1      -0.161  -0.657   1.685  1.00  0.00           O  
HETATM   17  C9  UNL     1       0.148   0.728   1.393  1.00  0.00           C  
HETATM   18  C10 UNL     1       1.327   0.647   0.498  1.00  0.00           C  
HETATM   19  C11 UNL     1       1.526   1.370  -0.640  1.00  0.00           C  
HETATM   20  C12 UNL     1       2.673   1.202  -1.396  1.00  0.00           C  
HETATM   21  C13 UNL     1       3.658   0.304  -1.038  1.00  0.00           C  
HETATM   22  O8  UNL     1       4.780   0.172  -1.822  1.00  0.00           O  
HETATM   23  C14 UNL     1       3.472  -0.434   0.109  1.00  0.00           C  
HETATM   24  O9  UNL     1       4.428  -1.364   0.537  1.00  0.00           O  
HETATM   25  C15 UNL     1       2.331  -0.266   0.861  1.00  0.00           C  
HETATM   26  H1  UNL     1      -0.955   1.482  -0.265  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.526   0.610   2.191  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.137   1.251   0.569  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.089  -0.650  -0.525  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.696  -3.610  -1.126  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.669  -4.152  -0.787  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.992  -2.943   1.276  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.522   1.179   2.342  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.805   2.075  -0.964  1.00  0.00           H  
HETATM   35  H10 UNL     1       2.807   1.781  -2.286  1.00  0.00           H  
HETATM   36  H11 UNL     1       5.522  -0.456  -1.616  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.287  -1.552   0.053  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.209  -0.858   1.758  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    5    6
CONECT    6    7   17   26
CONECT    7    8   27   28
CONECT    8    9    9   15
CONECT    9   10   29
CONECT   10   11   12   12
CONECT   11   30
CONECT   12   13   31
CONECT   13   14   15   15
CONECT   14   32
CONECT   15   16
CONECT   16   17
CONECT   17   18   33
CONECT   18   19   19   25
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22   23
CONECT   22   36
CONECT   23   24   25   25
CONECT   24   37
CONECT   25   38
END

HMDB0012467
     RDKit          3D
(-)-Epicatechin sulfate
 38 40  0  0  0  0  0  0  0  0999 V2000
   -2.1595    5.0355    0.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    3.9289    0.1428 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.1575    4.5785   -0.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264    3.3434   -1.3740 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0987    2.7587    1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    1.4508    0.8341 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    0.7243    1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -0.6356    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -1.1801   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0217   -2.4704   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -3.0720   -1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718   -3.1360   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8850   -2.5790    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589   -3.2851    0.7027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -1.3224    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614   -0.6568    1.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    0.7277    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6475    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262    1.3697   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6727    1.2017   -1.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584    0.3038   -1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803    0.1722   -1.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.4338    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -1.3642    0.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311   -0.2662    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.4822   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.6103    2.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.2514    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6498   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6961   -3.6096   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6689   -4.1518   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923   -2.9429    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.1786    2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    2.0750   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065    1.7813   -2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5220   -0.4558   -1.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2868   -1.5522    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2086   -0.8579    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 17  6  1  0
 25 18  1  0
 15  8  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 24 37  1  0
 25 38  1  0
M  CHG  1   4  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R)-2-(3,4-Dihydroxyphenyl)-8-hydroxy-3-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-6-olic acid	Generator
(3R)-2-(3,4-Dihydroxyphenyl)-8-hydroxy-3-(sulphooxy)-3,4-dihydro-2H-1-benzopyran-6-olate	Generator
(3R)-2-(3,4-Dihydroxyphenyl)-8-hydroxy-3-(sulphooxy)-3,4-dihydro-2H-1-benzopyran-6-olic acid	Generator
(-)-Epicatechin 3-sulfate	HMDB
(-)-Epicatechin 3-sulphate	HMDB
ECSul	HMDB
Epicatechin sulfate	HMDB
Epicatechin sulphate	HMDB
(-)-Epicatechin sulfuric acid	Generator
(-)-Epicatechin sulphate	Generator
(-)-Epicatechin sulphuric acid	Generator

Chemical Formula

C₁₅H₁₃O₉S

Average Molecular Weight

369.323

Monoisotopic Molecular Weight

369.028027704

IUPAC Name

(3R)-2-(3,4-dihydroxyphenyl)-6,8-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

Traditional Name

(3R)-2-(3,4-dihydroxyphenyl)-6,8-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C2OC([C@@H](CC2=C1)OS([O-])(=O)=O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H14O9S/c16-9-3-8-5-13(24-25(20,21)22)15(23-14(8)12(19)6-9)7-1-2-10(17)11(18)4-7/h1-4,6,13,15-19H,5H2,(H,20,21,22)/p-1/t13-,15?/m1/s1

InChI Key

WTXWEAXATVSZQX-AFYYWNPRSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Sulfated flavonoids

Direct Parent

3-sulfated flavonoids

Alternative Parents

Substituents

3-sulfated flavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
6-hydroxyflavonoid
8-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Chromane
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Sulfuric acid ester
Benzenoid
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0012467)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0012467)

Tea

Tea products (HMDB: HMDB0012467)

Nut

Nuts (HMDB: HMDB0012467)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0012467)

Fruit

Berries (HMDB: HMDB0012467)

Pome

Apple (HMDB: HMDB0012467)

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	1.85	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.86 g/L	ALOGPS
logP	1.27	ALOGPS
logP	1.85	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	156.58 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.87 m³·mol⁻¹	ChemAxon
Polarizability	33.13 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
DeepCCS	[M+H]+	186.128	30932474
DeepCCS	[M-H]-	183.767	30932474
DeepCCS	[M-2H]-	217.279	30932474
DeepCCS	[M+Na]+	192.293	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epicatechin sulfate	OC1=CC(O)=C2OC([C@@H](CC2=C1)OS([O-])(=O)=O)C1=CC=C(O)C(O)=C1	5884.1	Standard polar	33892256
(-)-Epicatechin sulfate	OC1=CC(O)=C2OC([C@@H](CC2=C1)OS([O-])(=O)=O)C1=CC=C(O)C(O)=C1	3230.0	Standard non polar	33892256
(-)-Epicatechin sulfate	OC1=CC(O)=C2OC([C@@H](CC2=C1)OS([O-])(=O)=O)C1=CC=C(O)C(O)=C1	3466.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epicatechin sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O)C(O)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3322.5	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1OC(C1=CC=C(O)C(O)=C1)[C@H](OS(=O)(=O)[O-])C2	3365.4	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])C=C1O	3357.3	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TMS,isomer #4	C[Si](C)(C)OC1=CC(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])=CC=C1O	3342.7	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O)C(O)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C)=C1	3207.1	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3254.3	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3240.7	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C)C[C@H]2OS(=O)(=O)[O-])C=C1O	3251.2	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #5	C[Si](C)(C)OC1=CC(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C)C[C@H]2OS(=O)(=O)[O-])=CC=C1O	3244.6	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])C=C1O[Si](C)(C)C	3253.7	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O[Si](C)(C)C)C(O)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C)=C1	3196.6	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O)C(O[Si](C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C)=C1	3187.9	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3203.8	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C)C[C@H]2OS(=O)(=O)[O-])C=C1O[Si](C)(C)C	3165.9	Semi standard non polar	33892256
(-)-Epicatechin sulfate,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C)=C1	3166.1	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O)C(O)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3641.9	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1OC(C1=CC=C(O)C(O)=C1)[C@H](OS(=O)(=O)[O-])C2	3690.9	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])C=C1O	3678.4	Semi standard non polar	33892256
(-)-Epicatechin sulfate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])=CC=C1O	3670.3	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O)C(O)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C(C)(C)C)=C1	3775.5	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3805.8	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3803.0	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)C[C@H]2OS(=O)(=O)[O-])C=C1O	3785.5	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)C[C@H]2OS(=O)(=O)[O-])=CC=C1O	3773.8	Semi standard non polar	33892256
(-)-Epicatechin sulfate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(O)C=C(O)C=C3C[C@H]2OS(=O)(=O)[O-])C=C1O[Si](C)(C)C(C)(C)C	3798.0	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C(C)(C)C)=C1	3951.5	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C(C)(C)C)=C1	3925.2	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])CC2=C1	3946.0	Semi standard non polar	33892256
(-)-Epicatechin sulfate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C2OC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)C[C@H]2OS(=O)(=O)[O-])C=C1O[Si](C)(C)C(C)(C)C	3900.3	Semi standard non polar	33892256
(-)-Epicatechin sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)[C@H](OS(=O)(=O)[O-])C2)C(O[Si](C)(C)C(C)(C)C)=C1	4080.5	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 10V, Negative-QTOF	splash10-014i-0019000000-1aa1642df2f7839a6d90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 20V, Negative-QTOF	splash10-000i-0594000000-7d582c3cdcb06770f8da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 40V, Negative-QTOF	splash10-0ae9-2910000000-c708e82903fe79fabfb5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 10V, Negative-QTOF	splash10-014i-0009000000-721e6c8fc47b59dc8e8e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 20V, Negative-QTOF	splash10-0f6t-5219000000-c8f81aef0693c558fcdb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epicatechin sulfate 40V, Negative-QTOF	splash10-006t-8549000000-3944fd41aa1d509c0fbc	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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)	Male	Normal	22827565	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19754154	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20853910	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

35031877

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202087

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (-)-Epicatechin sulfate (HMDB0012467)

MOL for HMDB0012467 ((-)-Epicatechin sulfate)

3D MOL for HMDB0012467 ((-)-Epicatechin sulfate)

3D SDF for HMDB0012467 ((-)-Epicatechin sulfate)

3D-SDF for HMDB0012467 ((-)-Epicatechin sulfate)

PDB for HMDB0012467 ((-)-Epicatechin sulfate)

3D PDB for HMDB0012467 ((-)-Epicatechin sulfate)

SMILES for HMDB0012467 ((-)-Epicatechin sulfate)

INCHI for HMDB0012467 ((-)-Epicatechin sulfate)

Structure for HMDB0012467 ((-)-Epicatechin sulfate)

3D Structure for HMDB0012467 ((-)-Epicatechin sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra