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(−)-Catechin gallate

SIGMA/C0692 - ≥98% (HPLC), from green tea

Synonym: (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)

CAS Number: 130405-40-2
Empirical Formula (Hill Notation): C22H18O10
Molecular Weight: 442.37
MDL Number: MFCD00214258
Linear Formula: C22H18O10
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C0692-1MG 1 mg
$141.00
1/EA
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45-C0692-5MG 5 mg
$477.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C0692-1MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C0692-5MG

 

application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥98% (HPLC)
biological source green tea
form powder
InChI 1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1
InChI key LSHVYAFMTMFKBA-CTNGQTDRSA-N
Quality Level 200 
SMILES string Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](Oc2c1)c4ccc(O)c(O)c4
storage temp. 2-8°C
Application: (−)-Catechin gallate has been used:
• to examine the potency of catechins containing galloyl moiety in inhibiting the activity of human immunodeficiency virus-1 (HIV-1)integrase
• to analyze the anti-oxidant and anti-viral properties of Pseudopiptadenia contorta and the commercial quebracho extracts in a herpes simplex virus type 1 strain, resistant to acyclovir
• to study the effects of polyphenols on the biochemistry of human spermatozoa and the associated limitations of their use in gamete preservation

Biochem/physiol Actions: (−)-Catechin gallate inhibits the absorption of glucose in adipocytes isolated from rats. It is also reported to exhibit anti-oxidative properties along with a capacity to decrease plasma cholesterol levels. (−)-Catechin gallate shows the potency to be used as an agent to modify antibiotic resistance.
Biochem/physiol Actions: Antioxidant constituent of green tea.
Biochem/physiol Actions: Antioxidant constituent of green tea. At μM concentrations, it inhibits VEGF-induced tyrosine phosphorylation. It also inhibits aromatase activity, an enzyme that converts androgens to estrogen and is thought to play a role in the etiology of breast cancer.
General description: (−)-Catechin gallate belongs to a class of polyphenol compounds that are formed when catechins in green tea undergo epimerization on heat treatment. It is a naturally occurring flavanol catechin having a galloyl moiety.
Packaging: 1, 5 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352205

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