(+)-Catechin (hydrate)

Cayman Chemical Item Number 70940

D-(+)-Catechin; Cyanidol; Catechuic Acid (CAS 225937-10-0)

(+)-Catechin (hydrate) (CAS 225937-10-0)

Description

Catechin is a polyphenolic flavonoid which 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 assays of lipid peroxidation.¹ Catechin inhibits the free radical-induced oxidation of isolated LDL by AAPH.² It has also been reported to act as an inhibitor of COX-1 with an IC₅₀ of about 80 µM.³ Catechin and other related procyanidin compounds have antitumor activity when tested in a two-stage mouse epidermal carcinoma model employing topical application.¹

1 Zhao, J., Wang, J., Chen, Y., et al. Anti-tumor-promoting activity of a polyphenolic fraction isolated from grape seeds in the mouse skin two-stage initiation-promotion protocol and identification of procyanidin B5-3'-gallate as the most effective antioxidant constituent. Carcinogenesis 20 1737-1745 (1999).

2 Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

3 Noreen, Y., Serrano, G., and Perera, P. Flavan-3-ols isolated from some medicinal plants inhibiting COX-1 and COX-2 catalyzed prostaglandin biosynthesis. Planta Med 64 520-524 (1998).

Synonyms

D-(+)-Catechin
Cyanidol
Catechuic Acid

Formal Name

2R-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3S,5,7-triol, hydrate

CAS Number

225937-10-0

Molecular Formula

C₁₅H₁₄O₆ · XH₂O

Formula Weight

290.3

Formulation

A crystalline solid

Purity

>98%

λ_max

230, 280 nm

Stability

2 years

Storage

4°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

OC1=CC([C@@H](O2)[C@@H](O)CC3=C2C=C(O)C=C3O)=CC=C1O.[F,Cl,Br,I].O

Background Reading

Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

Zhao, J., Wang, J., Chen, Y., et al. Anti-tumor-promoting activity of a polyphenolic fraction isolated from grape seeds in the mouse skin two-stage initiation-promotion protocol and identification of procyanidin B5-3'-gallate as the most effective antioxidant constituent. Carcinogenesis 20 1737-1745 (1999).

Noreen, Y., Serrano, G., and Perera, P. Flavan-3-ols isolated from some medicinal plants inhibiting COX-1 and COX-2 catalyzed prostaglandin biosynthesis. Planta Med 64 520-524 (1998).

(+)-Catechin (hydrate) is available in the following screening library:

Bio-active Lipid I Screening Library (96-Well)

Size

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1 g 
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5 g 
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10 g 
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25 g 
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