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22110

Sigma-Aldrich

(+)-Catechin hydrate

≥96.0% (sum of enantiomers, HPLC)

Synonym(s):

(+)-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

Empirical Formula (Hill Notation):
C15H14O6 · xH2O
CAS Number:
225937-10-0
Molecular Weight:
290.27 (anhydrous basis)
Beilstein:
3595244
EC Number:
205-825-1
MDL number:
MFCD00150865
UNSPSC Code:
12352103
PubChem Substance ID:
57647962

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
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Arianna Ricci et al.
Applied spectroscopy, 69(11), 1243-1250 (2015-12-10)
Attenuated total reflection Fourier transform infrared (FT-IR) spectroscopy was used to characterize 40 commercial tannins, including condensed and hydrolyzable chemical classes, provided as powder extracts from suppliers. Spectral data were processed to detect typical molecular vibrations of tannins bearing different
Jun Liu et al.
International journal of biological macromolecules, 72, 1479-1484 (2014-10-16)
In this study, the antioxidant activity and hepatoprotective effect of inulin and catechin grafted inulin (catechin-g-inulin) against carbon tetrachloride (CCl4)-induced acute liver injury were investigated. Results showed that both inulin and catechin-g-inulin had moderate scavenging activity on superoxide radical, hydroxyl
Bradley W Bolling et al.
Food chemistry, 187, 189-196 (2015-05-16)
The goal of this work was to characterize how the date of harvest of 'Viking' aronia berry impacts juice pigmentation, sugars, and antioxidant activity. Aronia juice anthocyanins doubled at the fifth week of the harvest, and then decreased. Juice hydroxycinnamic
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