490-46-0

Basic information

• Product Name: L-Epicatechin
• Synonyms: (-)-EPICATECHIN;(+)-EPICATECHIN;EPICATECHIN;EPICATECHIN, (-)-;EPICATECHIN, (+)-;CIS-2-[3,4-DIHYDROXYPHENYL]-3,4-DIHYDRO-2H-1-BENZOPYRAN-3,5,7-TRIOL;(-)-CIS-3,3',4',5,7-PENTAHYDROXYFLAVANE;CIS-3,3',4',5,7-PENTAHYDROXYFLAVANE
• CAS NO: 490-46-0
• Molecular Formula: C15H14O6
• Molecular Weight: 290.27
• EINECS: 207-710-1
• Product Categories: Pharmaceutical Raw Materials;chiral;Aromatics;Chiral Reagents;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 490-46-0.mol

Chemical Properties

• Melting Point: 240 °C (dec.)(lit.)
• Boiling Point: 630.4 °C at 760 mmHg
• Flash Point: 335°C
• Appearance: White to light yellow crystal powder
• Density: 1.593g/cm³
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in water or alcohol
• Merck: 13,1912
• CAS DataBase Reference: L-Epicatechin(CAS DataBase Reference)
• NIST Chemistry Reference: L-Epicatechin(490-46-0)
• EPA Substance Registry System: L-Epicatechin(490-46-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: KB3745000
• F: 10-23
• Hazardous Substances Data: 490-46-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Potent antioxidant and antineoplastic agent.

Definition

ChEBI: A catechin with (2R,3R)-configuration.

Uses

Catechin is a polyphenolic flavonoid that has been isolated from a variety of natural sources including tea leaves, grape seeds, and the wood and bark of trees such as acacia and mahogany. Catechin is a more potent antioxidant than ascorbate or α-tocopherol in certain in vitro lipid peroxidation assays. (?)-Epicatechin is a 2R,3R stereoisomer of catechin. Like catechin, (?)-epicatechin is a powerful antioxidant. It inhibits cyclooxygenase 1 (IC50 = 3.2 μM). Also, at 100 μM, (?)-epicatechin induces apoptosis in human adenocarcinoma PC-9 cells and stimulates the inhibition of tumor necrosis factor-α release from BALB-c/3T3 cells treated with epigallocatechin gallate.

InChI:InChI=1/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1

Upstream product

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