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C1788

Sigma-Aldrich

(±)-Catechin hydrate

Synonym(s):

trans-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, trans-3,3′,4′,5,7-Pentahydroxyflavane

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About This Item

Empirical Formula (Hill Notation):
C15H14O6 · xH2O
CAS Number:
Molecular Weight:
290.27 (anhydrous basis)
Beilstein:
92762
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.79

Assay

≥96% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to light brown

mp

200 °C (decomposes on heating)

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 is produced by Cutch tree and is abundantly found in tea leaves, grape seeds, vegetables and plant-based beverages. It is a plant-derived, polyphenolic anti-oxidant and acts as a plant secondary metabolite.

Application

(±)-Catechin hydrate has been used:
  • to study its modulatory effect on drug resistance in human ovarian cancer cells
  • to construct the standard curve of total flavonoid content
  • to study its effects on the physiological parameters of Solanum lycopersicum

Biochem/physiol Actions

Catechin has phytotoxic properties. Racemic catechin may be used in studies on seed germination and plant invasiveness. Catechin and Epigallocatechin gallate (EGCG) may be used with other polyphenol flavonoids to study their effects in oxidation and peroxidation-related processes.
Polyphenolic antioxidant. Used in traditional Chinese medicine.

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

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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In vitro potential of phenolic phytochemicals from black rice on starch digestibility and rheological behaviors
An JS, et al.
Journal of Cereal Science, 70, 214-220 (2016)
The role of catechins in cellular responses to oxidative stress
Bernatoniene J and Kopustinskiene D
Molecules (Basel), 23(4), 965-965 (2018)
Olga Michel et al.
Acta biochimica Polonica, 65(2), 173-184 (2018-05-26)
Until recently, green tea polyphenols were considered strong antioxidants. However, the latest reports have revealed that bioflavonoids can play a multiple role in anticancer therapy, including the inhibition of cell proliferation and generation of the oxidative stress in a dose-dependent
Tea in Health and Disease Prevention (2012)
Catechin secretion & phytotoxicity: Fact not fiction
Bais HP and Kaushik S
Communicative & Integrative Biology, 3(5), 468-470 (2010)

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