(-)-Gallocatechin gallate

C22H18O11CAS 4233-96-9458.38 g/mol

Open in Covalent MOL file
OOHOOHOOHHOHOHOHOHO
EsterEtherPhenol

Properties

Molecular formula
C22H18O11
Molar mass
458.38 g/mol
Exact mass
458.0849 Da
logP
2.23Crippen estimate
Polar surface area
197.4 Ų
H-bond donors / acceptors
8 / 11
Rotatable bonds
3
Stereocentres
R, Sin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 41 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
4233-96-9
SMILES
O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChIKey
WMBWREPUVVBILR-NQIIRXRSSA-N
InChI
InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1

Weigh it out

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

Names and synonyms

9 names
  • Benzoic acid, 3,4,5-trihydroxy-, (2S,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
  • Gallocatechol, 3-gallate, (-)-
  • Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2S-trans)-
  • Gallic acid, ester with gallocatechol, (-)
  • (-)-Gallocatechol gallate
  • (-)-Gallocatechin 3-O-gallate
  • NVP-XAA 225
  • (-)-Gallocatechin 3-gallate
  • L-GCG

Work with (-)-Gallocatechin 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.

Tea extract84650-60-2Stereo not defined Epigallocatechin gallate989-51-5Diastereomer

Similar compounds

Epicatechin gallate1257-08-588 % similar (-)-Catechin gallate130405-40-288 % similar Theaflavin 330462-35-275 % similar Theaflavin-3-gallate30462-34-170 % similar Theaflavin 3′-gallate28543-07-968 % similar (-)-Gallocatechin3371-27-560 % similar Gallocatechol970-73-060 % similar Epigallocatechin970-74-160 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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