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L-Epicatechin

CAS No.490-46-0
Chemical Name:L-Epicatechin
CBNumber:CB0454852
Molecular Formula:C15H14O6
Formula Weight:290.27
MOL File:490-46-0.mol

L-Epicatechin Property

Melting point 240 °C (dec.)(lit.)
alpha -55～-65゜(D/20℃)(c=1,CH3OH)
Boiling point 629.2 °C
Density 1.593±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility insoluble in H2O; insoluble in EtOH; ≥14.5 mg/mL in DMSO
form Solid
pka 9.54±0.10(Predicted)
color White to Light yellow to Light orange
biological source green tea
Water Solubility Soluble in water or alcohol
Merck 13,1912
BRN 92760
Stability Hygroscopic
InChIKey PFTAWBLQPZVEMU-UKRRQHHQSA-N
LogP 0.490 (est)
CAS DataBase Reference 490-46-0(CAS DataBase Reference)
FDA UNII 34PHS7TU43
UNSPSC Code 85151701
NACRES NA.77

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36
WGK Germany :3
RTECS :KB3745000
F :10-23
HS Code :29329990

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

L-Epicatechin Price More Price(13)

Brand: Sigma-Aldrich(India)
Product number: E4018
Product name : (−)-Epicatechin
Purity: ≥98% (HPLC), from green tea
Packaging: 1MG
Price: ₹4882.08
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: E4018
Product name : (−)-Epicatechin
Purity: ≥98% (HPLC), from green tea
Packaging: 5MG
Price: ₹18857.15
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: E1753
Product name : (−)-Epicatechin
Purity: ≥90% (HPLC)
Packaging: 1G
Price: ₹15966.88
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: E1753
Product name : (−)-Epicatechin
Purity: ≥90% (HPLC)
Packaging: 5G
Price: ₹65188.15
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 68097
Product name : (−)-Epicatechin
Purity: analytical standard
Packaging: 10MG
Price: ₹33752.35
Updated: 2022/06/14
Buy: Buy

L-Epicatechin Chemical Properties,Usage,Production

Description (−)-Epicatechin is a polyketide synthase-derived polyphenol flavonoid that has been found in T. cacao and has diverse biological activities. It scavenges DPPH radicals in a cell-free assay when used at a concentration of 5 μM. (−)-Epicatechin inhibits COX-1 (IC₅₀ = 3.2 μM). It acts synergistically with epigallocatechin gallate to induce apoptosis in, and reduce the proliferation of, PC-9 lung cancer cells when used at a concentration of 200 μM. (−)-Epicatechin (80 mg/kg) reduces LPS-induced increases in plasma creatinine and urea levels in a rat model of renal inflammation.
Chemical Properties white to light yellow crystal powde
Uses An antioxidant and natural product from green tea
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.
Uses Potent antioxidant and antineoplastic agent.
Definition ChEBI: A catechin with (2R,3R)-configuration.
General Description (?)-Epicatechin (EC) belongs to the group of flavanols and is abundantly present in cacao and cacao products. The chemical structure of EC includes an oxygenated heterocycle with a 4-hydroxyl group linked with two aromatic rings.
Biochem/physiol Actions This antioxidant is found in chocolate. (-)-Epicatechin is linked with cardiovascular effects. It is considered as a dependable standard due to its availability in cacao seeds and cocoa products. The halogenating activity of myeloperoxidase can be restored by (-)-epicatechin.
References [1]. chakravarthy bk, gupta s, gambhir ss, et al. pancreatic beta-cell regeneration in rats by (-)-epicatechin. lancet, 1981, 2(8249): 759-760.
[2]. wippel r, rehn m, gorren ac, et al. interference of the polyphenol epicatechin with the biological chemistry of nitric oxide- and peroxynitrite-mediated reactions. biochem pharmacol, 2004, 67(7): 1285-1295.
[3]. brossette t, hundsdörfer c, kröncke kd, et al. direct evidence that (-)-epicatechin increases nitric oxide levels in human endothelial cells. eur j nutr, 2011, 50(7): 595-599.
[4]. okushio k, suzuki m, matsumoto n, et al. identification of (-)-epicatechin metabolites and their metabolic fate in the rat. drug metab dispos, 1999, 27(2): 309-316.