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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:
7295-85-4
Molecular Weight:
290.27 (anhydrous basis)
Beilstein:
92762
EC Number:
230-731-2
MDL number:
MFCD00149354
UNSPSC Code:
85151701
PubChem Substance ID:
57653989
NACRES:
NA.79

Assay

≥96% (HPLC)

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)
I Ibero-Baraibar et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 24(4), 416-422 (2014-01-28)
Cocoa flavanols are recognised by their favourable antioxidant and vascular effects. This study investigates the influence on health of the daily consumption of ready-to-eat meals supplemented with cocoa extract within a hypocaloric diet, on middle-aged overweight/obese subjects. Fifty healthy male
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
The modulatory effect of green tea catechin on drug resistance in human ovarian cancer cells
Przystupski D, et al.
Medicinal Chemistry Research, 28(5), 657-667 (2019)
Javier Rivero et al.
The New phytologist, 220(4), 1322-1336 (2018-07-10)
Arbuscular mycorrhizal (AM) symbioses can improve plant tolerance to multiple stresses. We compared three AM fungi (AMF) from different genera, one of them isolated from a dry and saline environment, in terms of their ability to increase tomato tolerance to
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