(-)-catechin

Names

[ Name ]:
(-)-catechin

[Synonym ]:
ent-catechin
(2S,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
MFCD00180760
(-)-Catechin
EINECS 242-611-7
(−)-Catechin
Catechin l-form

Biological Activity

[Description]:

(-)-Catechin, isolated from green tea, is an isomer of Catechin having a trans 2S,3R configuration at the chiral center. Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM.

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Immunology/Inflammation >> COX

[References]

[1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9.

Chemical & Physical Properties

[ Density]:
1.593 g/cm3

[ Boiling Point ]:
630.4ºC at 760 mmHg

[ Melting Point ]:
175-176ºC

[ Molecular Formula ]:
C₁₅H₁₄O₆

[ Molecular Weight ]:
290.26800

[ Flash Point ]:
335ºC

[ Exact Mass ]:
290.07900

[ PSA ]:
110.38000

[ LogP ]:
1.54610

[ Vapour Pressure ]:
1.09E-20mmHg at 25°C

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds.

J. Nat. Prod. 73 , 1193-5, (2010)

Antioxidants scavenge free radicals, singlet oxygen, and electrons in cellular redox reactions. The yellow MTT [3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide] is reduced to a purple fo...

The blood pressure effect and related plasma levels of flavan-3-ols in spontaneously hypertensive rats.

Food Funct. 6 , 3479-89, (2015)

We studied the short-term antihypertensive effect of flavan-3-ols (-)-epicatechin, (+)-catechin and (-)-catechin, in spontaneously hypertensive rats (SHR). Plasma metabolites and the corresponding pla...

Galactolipids from Bauhinia racemosa as a new class of antifilarial agents against human lymphatic filarial parasite, Brugia malayi.

Eur. J. Med. Chem. 50 , 230-5, (2012)

Bioassay guided fractionation of ethanolic extract of the leaves of Bauhinia racemosa led to the isolation of galactolipid and catechin class of the compounds (1-7) from the most active n-butanol frac...