(−)-Gallocatechin gallate

SIGMA/G6782 - from green tea, ≥98% (HPLC)

Synonym: (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)

CAS Number: 4233-96-9
Empirical Formula (Hill Notation): C₂₂H₁₈O₁₁
Molecular Weight: 458.37
MDL Number: MFCD00214298
Linear Formula: C₂₂H₁₈O₁₁
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-G6782-5MG	5 mg	$202.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

application(s)	metabolomics vitamins, nutraceuticals, and natural products
assay	≥98% (HPLC)
biological source	green tea
form	powder
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
InChI key	WMBWREPUVVBILR-NQIIRXRSSA-N
Quality Level	200
SMILES string	Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](Oc2c1)c4cc(O)c(O)c(O)c4
storage temp.	2-8°C

Application:	(−)-Gallocatechin gallate has been used: • to perform the tannase activity assay of the recombinant Lactobacillus plantarum tannase enzyme • to study its inhibitory effects on HIV-1 integrase activity • to study its regulatory mechanism on cholesterol metabolism in rat liver • to analyze its effect as a polyphenol on human spermatozoa and their application in assisted reproductive technology • to study the interference in stress protective activity of cellular prion protein (PrP^C) and the formation of scrapie prion protein (PrP^Sc)
Biochem/physiol Actions:	Tea catechins like (−)-Gallocatechin gallate are known to have antiviral, antioxidative, antimutagenic and antiobesity activities. It exhibits human immunodeficiency virus-1 (HIV-1) integrase inhibitory activity by disturbing the interaction between the human immunodeficiency virus-1 (HIV-1) integrase and virus DNA. GCG also shows impeding effect on the release of vero toxins (VTs) by enterohemorrhagic Escherichia coli. It displays an inhibitory effect on cholesterol absorption and is reported to be more effective than tea catechins in lowering plasma cholesterol, thus preventing atherosclerosis.
General description:	(−)-Gallocatechin gallate is a polyphenolic compound having a galloyl moiety. It is an epimerized form of epigallocatechin gallate, which is common tea catechin. Epimerization of tea catechins is common upon heat treatment or pasteurization process.
Packaging:	5 mg in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P261 - P280 - P280 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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