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Sigma-Aldrich

(+)-Catechin hydrate

≥96.0% (sum of enantiomers, HPLC)

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Synonym(s):
(+)-Cyanidol-3, (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
Empirical Formula (Hill Notation):
C15H14O6 · xH2O
CAS Number:
Molecular Weight:
290.27 (anhydrous basis)
Beilstein:
3595244
EC Number:
MDL number:
PubChem Substance ID:

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Catechin glucosides: occurrence, synthesis, and stability
Raab T, et al.
Journal of Agricultural and Food Chemistry, 58(4), 2138-2149 (2010)
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)
M J Reis Lima et al.
Talanta, 68(2), 207-213 (2008-10-31)
A sequential injection system based on the ABTS (2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulphonic-acid) methodology was developed. The proposed method, incorporating a mixing chamber in the side port of the selection valve, was evaluated to measure the total antioxidant activity of several beverages and foods.

Articles

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.

Protocols

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

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