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MilliporeSigma

C0567

Sigma-Aldrich

(−)-Catechin

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

Sinónimos:

(−)-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

Fórmula empírica (notación de Hill):
C15H14O6
Número de CAS:
Peso molecular:
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

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Ichrak Riahi-Chebbi et al.
Scientific reports, 9(1), 195-195 (2019-01-19)
Resistance to 5-Fluorouracil chemotherapy is a major cause of therapeutic failure in colon cancer cure. Development of combined therapies constitutes an effective strategy to inhibit cancer cells and prevent the emergence of drug resistance. For this purpose, we investigated the
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
Green tea catechins: Their use in treating and preventing infectious diseases
Reygaert WC
BioMed Research International, 2018 (2018)
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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