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C1251

Sigma-Aldrich

(+)-Catechin hydrate

≥98% (HPLC), powder

Synonyma:

(+)-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

Empirický vzorec (Hillův zápis):
C15H14O6 · xH2O
Číslo CAS:
225937-10-0
Molekulová hmotnost:
290.27 (anhydrous basis)
Beilstein/REAXYS Number:
3595244
EC Number:
205-825-1
MDL number:
MFCD00150865
UNSPSC Code:
12352200
PubChem Substance ID:
57653982
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

yellow to yellow with tan cast

mp

175-177 °C (anhydrous) (lit.)

solubility

ethanol: 50 mg/mL

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

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

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

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

Osvědčení o analýze (COA)

Vyhledejte osvědčení Osvědčení o analýze (COA) zadáním čísla šarže/dávky těchto produktů. Čísla šarže a dávky lze nalézt na štítku produktu za slovy „Lot“ nebo „Batch“.

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(−)-Catechin gallate ≥98% (HPLC), from green tea

Sigma-Aldrich

C0692

(−)-Catechin gallate

(−)-Epicatechin gallate ≥98% (HPLC), from green tea

Sigma-Aldrich

E3893

(−)-Epicatechin gallate

(−)-Epigallocatechin gallate ≥95%

Sigma-Aldrich

E4143

(−)-Epigallocatechin gallate

(−)-Epigallocatechin ≥95% (HPLC), from green tea

Sigma-Aldrich

E3768

(−)-Epigallocatechin

Epicatechin primary reference standard

03940590

Epicatechin

Quercetin ≥95% (HPLC), solid

Sigma-Aldrich

Q4951

Quercetin

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
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
J Ueda et al.
Archives of biochemistry and biophysics, 333(2), 377-384 (1996-09-15)
The reactivities of various antioxidative compounds including catechol derivatives and endogenous radical scavengers toward hydroxyl radical (.OH) were investigated by an electron spin resonance-spin trapping method, thiobarbituric acid method, and DNA strand scission assay. Hydroxyl radical was generated by both
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)
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