(-)-GALLOCATECHIN CAS 3371-27-5

Introduction：Basic information about (-)-GALLOCATECHIN CAS 3371-27-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(-)-GALLOCATECHIN Basic information

• Product Name: (-)-GALLOCATECHIN
• Synonyms: [2S,3R]-2-[3,4,5-TRIHYDROXYPHENYL]-3,4-DIHYDRO-1[2H]-BENZOPYRAN-3,5,7-TRIOL;GALLOCATECHIN;(-)-GC;()-Gallocatechin,(2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol;(2S,3R)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol;(2S-trans)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol;l-Gallocatechin;Casuarin
• CAS: 3371-27-5
• MF: C15H14O7
• MW: 306.27
• Product Categories: phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;chemical reagent;pharmaceutical intermediate;Aromatics;Heterocycles;Inhibitors;Miscellaneous Natural Products;Catechins & Tannins
• Mol File: 3371-27-5.mol

(-)-GALLOCATECHIN 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

(-)-GALLOCATECHIN 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 of?Porphyromonas gingivalis?in the buccal epithelial cells.

target

ROS

(-)-GALLOCATECHIN Preparation Products And Raw materials

• Raw materials: 2H-1-Benzopyran-3-ol, 3,4-dihydro-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-, (2S,3R)-