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
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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signalword
Warning
hcodes
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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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)
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