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E1753 Sigma-Aldrich

(−)-Epicatechin

≥90% (HPLC)

Synonym: (−)-cis-3,3′,4′,5,7-Pentahydroxyflavane, (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

  • CAS Number 490-46-0

  • Empirical Formula (Hill Notation) C15H14O6

  • Molecular Weight 290.27

  •  Beilstein/REAXYS Number 92760

  •  EC Number 207-710-1

  •  MDL number MFCD00075648

  •  PubChem Substance ID 24894431

  •  NACRES NA.77

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Properties

Related Categories Antioxidant and Free Radical Scavengers, Antioxidants and Cytoprotectants, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cancer Research,
Quality Level   200
assay   ≥90% (HPLC)
form   powder
mp   240 °C (dec.) (lit.)
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-UKRRQHHQSA-N
Gene Information   human ... BACE1(23621), CYP1A2(1544)

Description

General description

Epicatechin is a flavanol. Cacao products are rich in epicatechin. Epicatechin enhances the skeletal muscle structure in heart failure patients and minimises the cardiometabolic risks. It can be used for treating sarcopenia. Epicatechin reduces myostatin and β-galactosidase and increases the level of markers of muscle growth.

Application

(−)-Epicatechin rich cocoa has been used as a characteristic compound in polyphenols analysis and to study its antioxidant activity in dark chocolate.

Packaging

1, 5 g in glass bottle

Biochem/physiol Actions

Antioxidant

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.1 During the oxi...
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Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
Keywords: Antimicrobials, Bioactive small molecules, Cancer, Diseases, Neurodegenerative Diseases, Oxidations

Peer-Reviewed Papers
15

References

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