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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O8
Molecular Weight 318.2357
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GOSSYPETIN

SMILES

c1cc(c(cc1-c2c(c(=O)c3c(cc(c(c3o2)O)O)O)O)O)O

InChI

InChIKey=YRRAGUMVDQQZIY-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C15H10O8
Molecular Weight 318.2357
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28671312 | https://www.ncbi.nlm.nih.gov/pubmed/25994373

Gossypetin (3,5,7,8,3',4'-hexahydroxyflavone) is a flavonoid which has anti-mutagenic, anti-atherosclerotic, antioxidant, as well as cytoprotective and antimicrobial effects. Gossypetin is usually extracted from the flowers of the hibiscus species. Gossypetin has antiproliferative effects on breast cancer (MCF-7) and hepatocellular cancer (HepG2) cell lines. Gossypetin could protect cells against both radiation induced oxidative stress and radiation induced cellular damage via decreasing reactive oxygen species (ROSs).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.6 µM [IC50]
11.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
New erythroxane-type diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf.
2003 Jan-Feb
Electrospray mass spectrometric decomposition of some glucuronic acid-containing flavonoid diglycosides.
2003 May-Jun
Inhibition of heparin-induced tau filament formation by phenothiazines, polyphenols, and porphyrins.
2005 Mar 4
Women's health among the Chumash.
2006 Mar
Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells.
2007 Oct
A cellular model to monitor proteasome dysfunction by alpha-synuclein.
2009 Aug 25
Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities.
2009 Oct 1
Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin.
2010 Apr 23
Characterization of inhibitor-bound alpha-synuclein dimer: role of alpha-synuclein N-terminal region in dimerization and inhibitor binding.
2010 Jan 22
[Metabolites in rat urine after orally administrating gossypetin-8-O-beta-D-glucuronide].
2010 Oct
Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy.
2012 Jun
Anti-atherosclerotic potential of gossypetin via inhibiting LDL oxidation and foam cell formation.
2013 Oct 15
In Vitro and in Vivo Atheroprotective Effects of Gossypetin against Endothelial Cell Injury by Induction of Autophagy.
2015 Feb 16
Patents

Sample Use Guides

New Zealand white male rabbits were treated with 10 mg/kg gossypetin of 10 weeks
Route of Administration: Oral
In Vitro Use Guide
A cell viability test of GP (Gossypetin) was performed on cultured human lymphocytes to detect the maximal non-toxic concentration according to the manufacturer’s protocol. A total of 1 × 10^4 cells were seeded on each well of a 96-well plate and cultured for 24 hours. The cells were treated with different concentrations of CP (1mM), GP (25, 50 and 100 µM) and CP+GP (25, 50 and 100 µM) combinations in a serum-free medium for 24 and 48 hours. Gossypetin concentrations were selected according to previous studies. At the end of the incubation process/time, the medium containing compound was exchanged with a fresh RPMI1640 medium, and 10 μL of the reconstitute MTT mixture kit reagent were added to each well. After culturing for 4 hours, the absorbance of the sample was measured by using a microtiter plate reader (Bio-TEK) at 590 nm.
Substance Class Chemical
Created
by admin
on Fri Jun 25 23:16:18 UTC 2021
Edited
by admin
on Fri Jun 25 23:16:18 UTC 2021
Record UNII
SET4M23ZTM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GOSSYPETIN
Common Name English
C.I.-75750
Common Name English
EQUISPOROL
Common Name English
8-HYDROXYQUERCETIN
Common Name English
FLAVONE, 3,3',4',5,7,8-HEXAHYDROXY-
Systematic Name English
3,3',4',5,7,8-HEXAHYDROXYFLAVONE
Systematic Name English
ARTICULATIDIN
Common Name English
4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-3,5,7,8-TETRAHYDROXY-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
GOSSYPETIN
Created by admin on Fri Jun 25 23:16:18 UTC 2021 , Edited by admin on Fri Jun 25 23:16:18 UTC 2021
PRIMARY
FDA UNII
SET4M23ZTM
Created by admin on Fri Jun 25 23:16:18 UTC 2021 , Edited by admin on Fri Jun 25 23:16:18 UTC 2021
PRIMARY
PUBCHEM
5280647
Created by admin on Fri Jun 25 23:16:18 UTC 2021 , Edited by admin on Fri Jun 25 23:16:18 UTC 2021
PRIMARY
CAS
489-35-0
Created by admin on Fri Jun 25 23:16:18 UTC 2021 , Edited by admin on Fri Jun 25 23:16:18 UTC 2021
PRIMARY
EPA CompTox
489-35-0
Created by admin on Fri Jun 25 23:16:18 UTC 2021 , Edited by admin on Fri Jun 25 23:16:18 UTC 2021
PRIMARY
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