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C0567

Sigma-Aldrich

(−)-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
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

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

biological source

green tea

Assay

≥97% (HPLC)

form

powder

storage temp.

2-8°C

SMILES string

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

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

InChI key

PFTAWBLQPZVEMU-HIFRSBDPSA-N

Gene Information

human ... BACE1(23621)

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General description

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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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
Estrogen-like effects of wine extracts on nitric oxide synthesis in human endothelial cells
Simoncini T, et al.
Maturitas, 70(2), 169-175 (2011)
Green tea catechins: Their use in treating and preventing infectious diseases
Reygaert WC
BioMed Research International, 2018 (2018)

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