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Merck
CN

C0567

(−)-Catechin

from green tea, ≥97% (HPLC), powder, oxidative stress inhibitor

Synonym(s):

(−)-trans-3,3′,4′,5,7-Pentahydroxyflavane, (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

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About This Item

Empirical Formula (Hill Notation):
C15H14O6
CAS Number:
Molecular Weight:
290.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
242-611-7
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
Technical Service
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Product Name

(−)-Catechin, ≥97% (HPLC), from green tea

InChI key

PFTAWBLQPZVEMU-HIFRSBDPSA-N

InChI

1S/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

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c3ccc(O)c(O)c3

biological source

green tea

assay

≥97% (HPLC)

form

powder

storage temp.

2-8°C

Quality Level

Gene Information

human ... BACE1(23621)

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Application

(-)-Catechin has been used:
  • to test its binding affinity towards estrogen receptor
  • as a reference standard in high-performance liquid chromatography for quantification of polyphenols from plant extracts (HPLC)
  • as a reference standard in kinetic studies to quantify antioxidants from Iranian green tea leaves

Biochem/physiol Actions

Catechins have wide biological functionality. They induce antiviral and anticancer activities. Catechins also play a key role in regulating carbohydrate and lipid metabolism. It prevents fat accumulation.

General description

Catechins are major flavonoids present in green tea accounting to 90%. (−)-catechin is comparatively less bioavailable than the (+)-catechin for intestinal absorption.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Editha Fernández-Romero et al.
Antioxidants (Basel, Switzerland), 9(2) (2020-02-14)
Cocoa beans are the main raw material for the manufacture of chocolate and are currently gaining great importance due to their antioxidant potential attributed to the total phenolic content (TPC) and the monomeric flavan-3-ols (epicatechin and catechin). The objective of
Rajapandiyan Krishnamoorthy et al.
Biomolecules, 9(12) (2019-12-11)
Human gut microbes are a profitable tool for the modification of food compounds into biologically active metabolites. The biological properties of catechins have been extensively investigated. However, the bioavailability of catechin in human blood plasma is very low. This study
Veronica Sanda Chedea et al.
Journal of the science of food and agriculture, 97(8), 2516-2523 (2016-11-02)
The effect of a diet containing 15% grape pomace (GP) on the general health status and milk quality of dairy cows was assessed by plasma biochemistry and total polyphenol (TP) content, milk polyphenols, milk composition and milk protein fractions. Among
Ingestion of a tea rich in catechins leads to a reduction in body fat and malondialdehyde-modified LDL in men
Nagao T, et al.
American Journal of Clinical Nutrition, 81(1), 122-129 (2005)
Estrogen-like effects of wine extracts on nitric oxide synthesis in human endothelial cells
Simoncini T, et al.
Maturitas, 70(2), 169-175 (2011)

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