Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H10O8 |
| Molecular Weight | 318.2351 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(C=C1O)C2=C(O)C(=O)C3=C(O2)C(O)=C(O)C=C3O
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
| Molecular Formula | C15H10O8 |
| Molecular Weight | 318.2351 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://goo.gl/xk8dNSCurator'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
Sources: https://goo.gl/xk8dNS
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).
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL6135 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19729316 |
2.6 µM [IC50] | ||
Target ID: CHEMBL1978 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18778944 |
11.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sources: https://goo.gl/xk8dNS |
Primary | Unknown Approved UseUnknown |
||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| In Vitro and in Vivo Atheroprotective Effects of Gossypetin against Endothelial Cell Injury by Induction of Autophagy. | 2015-02-16 |
|
| Anti-atherosclerotic potential of gossypetin via inhibiting LDL oxidation and foam cell formation. | 2013-10-15 |
|
| Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy. | 2012-06 |
|
| [Metabolites in rat urine after orally administrating gossypetin-8-O-beta-D-glucuronide]. | 2010-10 |
|
| Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin. | 2010-04-23 |
|
| Characterization of inhibitor-bound alpha-synuclein dimer: role of alpha-synuclein N-terminal region in dimerization and inhibitor binding. | 2010-01-22 |
|
| Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities. | 2009-10-01 |
|
| A cellular model to monitor proteasome dysfunction by alpha-synuclein. | 2009-08-25 |
|
| Metabolism of hibifolin by human intestinal bacteria. | 2009-04 |
|
| MS/MS spectral tag-based annotation of non-targeted profile of plant secondary metabolites. | 2009-02 |
|
| Chemodiversity of exudate flavonoids in Cassinia and Ozothamnus (Asteraceae, Gnaphalieae). | 2008-12-02 |
|
| Antidiabetic and antioxidant activities of major flavonoids of Cynanchum acutum L. (Asclepiadaceae) growing in Egypt. | 2008-12-02 |
|
| Screening of herbal constituents for aromatase inhibitory activity. | 2008-09-15 |
|
| Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry. | 2008-01 |
|
| Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells. | 2007-10 |
|
| Gossypin, a pentahydroxy glucosyl flavone, inhibits the transforming growth factor beta-activated kinase-1-mediated NF-kappaB activation pathway, leading to potentiation of apoptosis, suppression of invasion, and abrogation of osteoclastogenesis. | 2007-06-15 |
|
| Women's health among the Chumash. | 2006-03 |
|
| Inhibition of heparin-induced tau filament formation by phenothiazines, polyphenols, and porphyrins. | 2005-03-04 |
|
| Electrospray mass spectrometric decomposition of some glucuronic acid-containing flavonoid diglycosides. | 2003-06-10 |
|
| New erythroxane-type diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf. | 2003-03-08 |
|
| A novel flavonol lyxoside of Orostachys japonicus herb. | 2002-02 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25622137
New Zealand white male rabbits were treated with 10 mg/kg gossypetin of 10 weeks
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://goo.gl/xk8dNS
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
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admin
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Mon Mar 31 19:22:15 GMT 2025
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| Record UNII |
SET4M23ZTM
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Validated (UNII)
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