chempirical

Epicatechin gallate

C22H18O10CAS 1257-08-5442.38 g/mol

Open in Covalent MOL file
OOHOOHOHOHOHOHOHO
EsterEtherPhenol

Properties

Molecular formula
C22H18O10
Molar mass
442.38 g/mol
Exact mass
442.0900 Da
Melting point
231 °C
logP
2.53Crippen estimate
Polar surface area
177.1 Ų
H-bond donors / acceptors
7 / 10
Rotatable bonds
3
Stereocentres
R, Rin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 5 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
1257-08-5
SMILES
O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChIKey
LSHVYAFMTMFKBA-TZIWHRDSSA-N
InChI
InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

20 names · show all
  • Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
  • Epicatechol, 3-gallate, (-)-
  • Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-
  • Epicatechol, gallate
  • Gallic acid, 3-ester with epicatechol, (-)-
  • (-)-Epicatechol gallate
  • (-)-Epicatechin 3-gallate
  • (-)-Epicatechin gallate
  • (-)-Epicatechin 3-O-gallate
  • 3-O-Galloyl-(-)-epicatechin
  • 3-Galloyl-(-)-epicatechin
  • L-Epicatechin gallate
  • 3-O-Galloylepicatechin
  • Epi-Catechin 3-O-gallate
  • (-)-Epi-Catechin 3-O-gallate
  • Epicatechol 3-gallate
  • Epicatechin 3-O-gallate
  • L-ECG
  • ECG
  • 3-Galloyl-(2R,3R)-(-)-epicatechin

Work with Epicatechin gallate

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(-)-Catechin gallate130405-40-2Diastereomer

Similar compounds

(-)-Gallocatechin gallate4233-96-988 % similar Tea extract84650-60-288 % similar Epigallocatechin gallate989-51-588 % similar Theaflavin 330462-35-268 % similar Theaflavin-3-gallate30462-34-163 % similar Theaflavin 3′-gallate28543-07-962 % similar Catechin154-23-457 % similar (-)-Catechol18829-70-457 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

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