Epicatechin
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Epicatechin
structure -
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CAS No:
490-46-0
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Formula:
C15H14O6
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Chemical Name:
Epicatechin
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Synonyms:
2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-,(2R,3R)-;Epicatechol,(-)-;2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-,(2R-cis)-;(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;(-)-Epicatechin;(-)-Epicatechol;(-)-(2R:3R)-5,7,3′,4′-Tetrahydroxyflavan-3-ol;Epicatechin;epi-Catechol;l-Epicatechin;l-Epicatechol;Epicatechol;(2R,3R)-(-)-Epicatechin;epi-Catechin;l-Acacatechin;L-Epicatechin;NSC 81161;(-)-epi-Catechin;2545-08-6;863644-83-1;863644-80-8
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CAS No:
Description
(-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.
Characteristics
110
0.4
Solid
1.6±0.1 g/cm3
237 °C
629.2 °C
335.0±31.5 °C
1.742
soluble in water or alcohol
2-8°C
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
KB3745000
Xi
Stable under normal temperatures and pressures.
P261-P305 + P351 + P338
H315-H319-H335
Epicatechin Use and Manufacturing
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.
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