gossypin
3,5,7,8,3',4'-hexahydroxyflavone-8-glucoside
Identification
| Name | gossypin |
| CAS Number | 652-78-8 |
| FDA UNII | A3Q367XWX9 |
| Molecular Formula | C21 H20 O13 |
| Molecular Weight | 480.38000000 |
| MDL Number | MFCD00017429 |
| Nikkaji Number | J94.552H |
| Beilstein | 0071526 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 229.00 to 230.00 °C. @ 760.00 mm Hg |
| Boiling Point | 886.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 591.00 °F. TCC ( 310.80 °C. ) (est) |
| logP (o/w) | -1.320 (est) |
| Soluble in | water, 4.391e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intravenous-guinea pig LD50 26300 ug/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for gossypin usage levels up to | not for fragrance use. |
| Recommendation for gossypin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-(3,4-
dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
2-(3,4-
dihydroxyphenyl)-8-(beta-D-glucopyranosyloxy)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
2-(3,4-
dihydroxyphenyl)-8-(beta-dextro-glucopyranosyl oxy)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
gossypetin-8-glucoside
3,5,7,8,3',4'-
hexahydroxyflavone-8-glucoside
PubMed:
Neuroprotective activity of gossypin from Hibiscus vitifolius against global cerebral ischemia model in rats.
PubMed:
Isolation of methyl 27-caffeoyloxyoleanolate--a new oleanane Triterpenoid from the roots of Hibiscus vitifolius.
PubMed:
Gossypin as a novel selective dual inhibitor of V-RAF murine sarcoma viral oncogene homolog B1 and cyclin-dependent kinase 4 for melanoma.
PubMed:
Gossypin induces G2/M arrest in human malignant glioma U251 cells by the activation of Chk1/Cdc25C pathway.
PubMed:
Antidiabetic activity of gossypin, a pentahydroxyflavone glucoside, in streptozotocin-induced experimental diabetes in rats.
PubMed:
[Effect of seven kinds of flavonoids on recombinant human protein tyrosine phosphatase].
PubMed:
Evaluation of anti-allergic activity of gossypin and suramin in mast cell-mediated allergy model.
PubMed:
Oral supplementation of gossypin during lead exposure protects alteration in heme synthesis pathway and brain oxidative stress in rats.
PubMed:
The flavonoid glycosides, myricitrin, gossypin and naringin exert anxiolytic action in mice.
PubMed:
Antiinflammatory and antinociceptive activities of gossypin and procumbentin--cyclooxygenase-2 (COX-2) inhibition studies.
PubMed:
Gossypin up-regulates LDL receptor through activation of ERK pathway: a signaling mechanism for the hypocholesterolemic effect.
PubMed:
Comparative evaluation of some flavonoids and tocopherol acetate against the systemic toxicity induced by sulphur mustard.
PubMed:
Influence of some bioflavonoids on the transport of nitrendipine.
PubMed:
A flavonoid gossypin binds to cyclin-dependent kinase 2.
PubMed:
Prophylactic effect of gossypin against percutaneously administered sulfur mustard.
PubMed:
Interaction of flavonoids and intestinal facilitated glucose transporters.
PubMed:
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.
PubMed:
Gossypin protects primary cultured rat cortical cells from oxidative stress- and beta-amyloid-induced toxicity.
PubMed:
Free radical scavenging, antitumor and anticarcinogenic activity of gossypin.
PubMed:
Interaction of hydrated electron with dietary flavonoids and phenolic acids: rate constants and transient spectra studied by pulse radiolysis.
PubMed:
Influence of gossypin on the development of acute tolerance to morphine induced antinociception.
PubMed:
A study on the role of cholinergic and gamma amino butyric acid systems in the anti-nociceptive effect of gossypin.
PubMed:
Protective effects of phenolic compounds on CCl4-induced toxicity in isolated rat hepatocytes.
PubMed:
Anti-inflammatory activity and inhibition of arachidonic acid metabolism by flavonoids.
PubMed:
Dermal intoxication of mice with bis(2-chloroethyl)sulphide and the protective effect of flavonoids.
PubMed:
Possible development of dependence on gossypin: role of gossypin on morphine dependence.
PubMed:
Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs.
PubMed:
Loss of plasmid linked antibiotic resistance in Escherichia coli on treatment with some phenolic compounds.
PubMed:
Anti-inflammatory and anti-allergic properties of flavonoids.
PubMed:
Studies on possible tolerance and mechanism of gossypin analgesia.
PubMed:
Flavonoid-induced delay in the small intestinal transit: possible mechanism of action.
PubMed:
Gossypin-induced analgesia in mice.
PubMed:
Effect of gossypin, a flavonoid, on the formation of galactose-induced cataracts in rats.
PubMed:
SOME OBSERVATIONS ON THE INFLUENCE OF RUTIN AND GOSSYPIN IN EXPERIMENTAL FROST-BITE.