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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:
18829-70-4
Molecular Weight:
290.27
NACRES:
NA.77
PubChem Substance ID:
24892260
UNSPSC Code:
12352200
EC Number:
242-611-7
MDL number:
MFCD00135997
Assay:
≥97% (HPLC)
Form:
powder
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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)

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.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000543783
0000543783
0000519852
0000519852
0000467043

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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Ji Hyung Jun et al.
Nature plants, 4(12), 1034-1043 (2018-11-28)
Proanthocyanidins (PAs) are primarily composed of the flavan-3-ol subunits (-)-epicatechin and/or (+)-catechin, but the basis for their different starter and extension unit compositions remains unclear. Genetic and biochemical analyses show that, in the model legume Medicago truncatula, two 2-oxoglutarate-dependent dioxygenases
(+)-Catechin is more bioavailable than (-)-catechin: relevance to the bioavailability of catechin from cocoa
Donovan JL, et al.
Free Radical Research, 40(10), 1029-1034 (2006)
Estrogen-like effects of wine extracts on nitric oxide synthesis in human endothelial cells
Simoncini T, et al.
Maturitas, 70(2), 169-175 (2011)
View All Related Papers

Global Trade Item Number

SKUGTIN
C0567-5MG04061833450826