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(-)-GALLOCATECHIN

Product Name(-)-GALLOCATECHIN
CAS3371-27-5
MFC15H14O7
MW306.27
EINECS
MOL File3371-27-5.mol

Chemical Properties

Melting point	200℃
Boiling point	685.6±55.0 °C(Predicted)
Density	1.695±0.06 g/cm3(Predicted)
storage temp.	2-8°C
solubility	H₂O: 5 mg/mL with brief sonication
form	Solid
pka	9.02±0.15(Predicted)
color	Pale Grey
Water Solubility	H2O: 5mg/mL (he at 2-10 min at 105C) alcohol: soluble
Major Application	metabolomics vitamins, nutraceuticals, and natural products
InChI	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
InChIKey	XMOCLSLCDHWDHP-DOMZBBRYSA-N
SMILES	[C@@H]1(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C[C@H]1O
LogP	-0.100 (est)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
HS Code	29339900
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

An antioxidant with free radical scavenging ability; a potential cancer chemopreventive agent. It inhibits the growth and adherence of P. gingivalis onto the buccal epithelial cells. An epimer of (-)- Epigallocatechin (E588940).

Uses

Polyphenolic compound from green tea. Possesses free-radical scavenging ability

Uses

()-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

Definition

ChEBI: (-)-gallocatechin is a a gallocatechin that has (2S,3R)-configuration. It has a role as an antioxidant, a radical scavenger and a metabolite. It is an enantiomer of a (+)-gallocatechin.

General Description

Gallocatechin belongs to the catechin class of organic compounds and is one of the major components of green tea. The beneficial effects of catechins include anti-tumorigenic, anti-mutagenic, anti-pathogenic, and anti-oxidative properties.

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 ofPorphyromonas gingivalisin the buccal epithelial cells.

target

ROS

Preparation Products And Raw materials

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