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Merck

22110

Sigma-Aldrich

(+)-Catechin hydrate

≥96.0% (sum of enantiomers, HPLC)

Sinónimos:

(+)-Cyanidol-3, (2R,3S)-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 · xH2O
Número de CAS:
Peso molecular:
290.27 (anhydrous basis)
Beilstein/REAXYS Number:
3595244
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

≥96.0% (sum of enantiomers, HPLC)

form

powder

optical activity

[α]/D +26±2°, c = 1 in H2O

impurities

≤8% water

mp

175-177 °C (anhydrous) (lit.)

storage temp.

2-8°C

SMILES string

[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

InChI key

OFUMQWOJBVNKLR-NQQJLSKUSA-N

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General description

Catechin hydrate is a polyphenolic flavonoid that exhibits antioxidant properties. It is commonly found in green tea, grape seeds, and bark of few trees like acacia and mahogany.

Application

(+)-Catechin hydrate can be used:
  • As an inhibitor of steel corrosion in hydrochloric acid solution.
  • As a model compound in the study of antimicrobial activities of flavonoids on Escherichia coli.
  • As a starting material for the synthesis of catechin glucosides of biological importance.

Caution

loses water of hydration during storage

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

dust mask type N95 (US), Eyeshields, Gloves


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Visite la Librería de documentos

Antimicrobial mechanism of flavonoids against Escherichia coli ATCC 25922 by model membrane study
He M, et al.
Applied Surface Science, 305(5), 515-521 (2014)
Electrochemical, thermodynamic and adsorption studies of (+)-catechin hydrate as natural mild steel corrosion inhibitor in 1 M HCl
Hussin MH and Kassim MJ
International Journal of Electrochemical Science, 6(5), 1396-1414 (2011)
Catechin hydrate inhibits proliferation and mediates apoptosis of SiHa human cervical cancer cells
Al-Hazzani AA and Alshatwi AA
Food And Chemical Toxicology, 49(12), 3281-3286 (2011)
Catechin glucosides: occurrence, synthesis, and stability
Raab T, et al.
Journal of Agricultural and Food Chemistry, 58(4), 2138-2149 (2010)
Duckgue Lee et al.
International journal of molecular sciences, 20(24) (2019-12-19)
Endoplasmic reticulum (ER) stress is known to influence various cellular functions, including cell cycle progression. Although it is well known how ER stress inhibits cell cycle progression at the G1 phase, the molecular mechanism underlying how ER stress induces G2/M

Artículos

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.

Protocolos

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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