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C1251

Sigma-Aldrich

(+)-Catechin hydrate

≥98% (HPLC), powder

Synonyme(s) :

(+)-Cyanidol-3

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About This Item

Formule empirique (notation de Hill):
C15H14O6 · xH2O
Numéro CAS:
Poids moléculaire :
290.27 (anhydrous basis)
Numéro Beilstein :
3595244
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

yellow to yellow with tan cast

Pf

175-177 °C (anhydrous) (lit.)

Solubilité

ethanol: 50 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

InChI

1S/C15H14O6.H2O/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;1H2/t13-,15+;/m0./s1

Clé InChI

OFUMQWOJBVNKLR-NQQJLSKUSA-N

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Description générale

Catechins are phytochemicals, richly present in black grapes, peaches, strawberries and broad beans. Catechins occur in various forms such as catechins, epicatechin, epicatechin gallate, epigallocatechin and epigallocatechin gallate.

Application

(+)-Catechin hydrate has been used:
  • as a polyphenol standard in the determination of total polyphenols in the by-products of red wine
  • as an additive to study its effects on in vitro methane production and substrate degradation in a triple-fed batch approach
  • as a substrate to determine the activity of pure L. plantarum CECT 748T 14 recombinant tannase on catechin

Actions biochimiques/physiologiques

An antioxidant flavonoid of plant origin; a free radical scavenger, preventing free radical-mediated damage in a variety of biological systems. For example, at physiological pH catechin suppressed DNA strand breaks by hydroxyl radicals. It has also been shown to prevent human plasma oxidation. It delayed the consumption of endogenous lipid-soluble antioxidants and inhibited lipid oxidation. Catechin may also function as an inhibitor of fatty acid synthase.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Ni Zhang et al.
Food chemistry, 237, 811-817 (2017-08-03)
Phenolics contents in wine grapes are key indicators for assessing ripeness. Near-infrared hyperspectral images during ripening have been explored to achieve an effective method for predicting phenolics contents. Principal component regression (PCR), partial least squares regression (PLSR) and support vector
Dietary fibre content and antioxidant activity of Manto Negro red grape (Vitis vinifera): pomace and stem
Llobera A and Canellas J
Food Chemistry, 101(2), 659-666 (2007)
Nutrition and Health Info Sheet: Catechins (2008)
Christine Ziegler et al.
Molecular microbiology, 78(1), 13-34 (2010-10-07)
Increases in the environmental osmolarity are key determinants for the growth of microorganisms. To ensure a physiologically acceptable level of cellular hydration and turgor at high osmolarity, many bacteria accumulate compatible solutes. Osmotically controlled uptake systems allow the scavenging of
S B Lotito et al.
Free radical biology & medicine, 24(3), 435-441 (1998-01-23)
Based on the recognized capacity of (+)-catechin (CTCH) to prevent free radical-mediated damage in different biological systems, its role in the protection of human plasma from oxidation was investigated. Samples of human blood plasma were incubated with 50 mM AAPH

Articles

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

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.

Protocoles

Coumaric acid; Quercitrin; Myricetin; Quercetin

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