(−)-Gallocatechin

SIGMA/G6657 - ≥98% (HPLC)

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

CAS Number: 3371-27-5
Empirical Formula (Hill Notation): C₁₅H₁₄O₇
Molecular Weight: 306.27
MDL Number: MFCD01632616
Linear Formula: C₁₅H₁₄O₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-G6657-1MG	1 mg	$113.00 1/EA	Add To Favorites
45-G6657-5MG	5 mg	$459.00 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)
InChI	1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1
InChI key	XMOCLSLCDHWDHP-DOMZBBRYSA-N
Quality Level	200
SMILES string	O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c3cc(O)c(O)c(O)c3
solubility	alcohol: soluble
	H₂O: 5 mg/mL (heat 2-10 min at 105C)
storage temp.	2-8°C

Application:	(−)-Gallocatechin has been used as a reference standard: • for the identification of phenolic compounds present in Pineapple (Ananas comosus) using high-performance liquid chromatography (HPLC) • to evaluate the catechin profiles from Camellia sinensis green tea, white tea, and flower sample by high-performance liquid chromatography/photodiode array detection (RP-HPLC/PDAD) analysis • as a reference standard for the flavan-3-ols profiling muscadine grape hybrid varieties using high-performance liquid chromatography-quadrupole, time-of-flight, tandem mass spectrometry (HPLC-qTOF-MS/MS) analysis
Biochem/physiol Actions:	(−)-Gallocatechin (GC) exerts antioxidant properties by scavenging free radicals. It can also inhibit osteoclastgenesis. GC elicits antimutagenic activity in Escherichia coli against ultraviolet (UV)-induced mutation. It also displays an inhibitory effect on the growth and adherence of Porphyromonas gingivalis in the buccal epithelial cells.
General description:	(−)-Gallocatechin is a polyphenolic compound and one of the primary catechins present in green tea Camellia sinensis.
Other Notes:	Polyphenolic compound found in green tea. An epimer of (−)-epigallocatechin.
Packaging:	1, 5 mg in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - 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	12352205

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