Gossypetin

Datasheet MSDS
Catalog Number
ANC02117
Product Name
Gossypetin
Structure
Gossypetin
CAS Number
489-35-0
IUPAC Name
2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one
Synonyms
Articulatidin; Equisporol; 3,5,7,8,3',4'-Hexahydroxyflavone; 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one
Molecular Formula
C15H10O8
Molecular Weight
318.237
Description
Gossypetin is a flavonoid that has been found in H. sabdariffa and has diverse biological activities. It inhibits the MAP2K kinases MKK3 and MKK6 in a concentration-dependent manner, as well as induces apoptosis and cell cycle arrest at the G2 phase in KYSE-450 and KYSE-510 esophageal cancer cells when used at a concentration of 20 µM. Gossypetin scavenges DPPH radicals and inhibits copper-induced lipid peroxidation in cell-free assays. It reduces high-fat diet-induced increases in serum cholesterol, triglycerides, and LDL-cholesterol levels, as well as decreases aortic extracellular lipid and foam cell deposits in a rabbit model of atherosclerosis when administered at a dose of 10 mg/kg. Gossypetin analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination. Gossypetin is a hexahydroxyflavone having the hydroxy groups placed at the 3-, 3'-, 4'-, 5- 7- and 8-positions. It has a role as a plant metabolite. It is a 7-hydroxyflavonol and a hexahydroxyflavone. It is a conjugate acid of a gossypetin-3-olate and a gossypetin(1-).
SMILES
C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O)O)O
InChI
InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H
InChI Key
YRRAGUMVDQQZIY-UHFFFAOYSA-N
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