gossypetin
3,5,7,8,3',4'-hexahydroxyflavone
Identification
| Name | gossypetin |
| IUPAC | 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one |
| CAS Number | 489-35-0 |
| FDA UNII | SET4M23ZTM |
| Molecular Formula | C15 H10 O8 |
| Molecular Weight | 318.23830000 |
| MDL Number | MFCD00017680 |
| Nikkaji Number | J94.551J |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 679.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 501.00 °F. TCC ( 260.60 °C. ) (est) |
| logP (o/w) | 1.160 (est) |
| Soluble in | water, 5119 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| 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 gossypetin usage levels up to | not for fragrance use. |
| Recommendation for gossypetin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
articulatidin
4H-1-
benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-
2-(3,4-
dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one
equisporol
3,5,7,8,3',4'-
hexahydroxyflavone
PubMed:
Protective effect of Urtica dioica methanol extract against experimentally induced urinary calculi in rats.
PubMed:
Discovery of lesser known flavones as inhibitors of NF-κB signaling in MDA-MB-231 breast cancer cells--A SAR study.
PubMed:
Antiartherosclerotic effects of plant flavonoids.
PubMed:
[Chemical constituents of leaves of Psidium guajava].
PubMed:
Anti-atherosclerotic potential of gossypetin via inhibiting LDL oxidation and foam cell formation.
PubMed:
LC-NMR, NMR, and LC-MS identification and LC-DAD quantification of flavonoids and ellagic acid derivatives in Drosera peltata.
PubMed:
Gossypetin, a naturally occurring hexahydroxy flavone, ameliorates gamma radiation-mediated DNA damage.
PubMed:
A critical evaluation on the reliability of two aluminum chloride chelation methods for quantification of flavonoids.
PubMed:
[Study on chemical constituents of Drosera peltata var. multisepala].
PubMed:
Flavonoid constituents and free radical scavenging activity of Alchemilla mollis.
PubMed:
[Metabolites in rat urine after orally administrating gossypetin-8-O-beta-D-glucuronide].
PubMed:
Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin.
PubMed:
Characterization of inhibitor-bound alpha-synuclein dimer: role of alpha-synuclein N-terminal region in dimerization and inhibitor binding.
PubMed:
Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities.
PubMed:
Comparative analysis of flavonoid profile, antioxidant and antimicrobial activity of the berries of Juniperus communis L. var. communis and Juniperus communis L. var. saxatilis Pall. from Turkey.
PubMed:
Metabolism of hibifolin by human intestinal bacteria.
PubMed:
Chemodiversity of exudate flavonoids in Cassinia and Ozothamnus (Asteraceae, Gnaphalieae).
PubMed:
Screening of herbal constituents for aromatase inhibitory activity.
PubMed:
Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells.
PubMed:
Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry.
PubMed:
Anti-oxidant constituents from Sedum takesimense.
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:
Bioactive compounds from Rhodiola rosea (Crassulaceae).
PubMed:
Antioxidant phenolic constituents from Fagopyrum dibotrys.
PubMed:
Inhibition of heparin-induced tau filament formation by phenothiazines, polyphenols, and porphyrins.
PubMed:
Polyoxygenated flavonoids from Eugenia edulis.
PubMed:
Electrospray mass spectrometric decomposition of some glucuronic acid-containing flavonoid diglycosides.
PubMed:
Chemical constituents of Pyrrosia petiolosa.
PubMed:
New erythroxane-type diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf.
PubMed:
A novel flavonol lyxoside of Orostachys japonicus herb.
PubMed:
UDP-glucose: flavonol 7-O-glucosyltransferase activity in flower extracts of Chrysanthemum segetum.
PubMed:
Bioactive constituents of Chinese natural medicines. II. Rhodiolae radix. (1). Chemical structures and antiallergic activity of rhodiocyanosides A and B from the underground part of Rhodiola quadrifida (Pall.) Fisch. et Mey. (Crassulaceae).
PubMed:
Rhodiocyanosides A and B, new antiallergic cyanoglycosides from Chinese natural medicine "si lie hong jing tian", the underground part of Rhodiola quadrifida (Pall.) Fisch. et Mey.
PubMed:
Dietary flavonoids in atherosclerosis prevention.
PubMed:
The modification of low density lipoprotein by the flavonoids myricetin and gossypetin.
PubMed:
Evaluation of flavonoids inGossypium arboreum (L.) cottons as potential source of resistance to tobacco budworm.
PubMed:
Anti-inflammatory activity and inhibition of arachidonic acid metabolism by flavonoids.
PubMed:
Flavonoids inhibit the oxidative modification of low density lipoproteins by macrophages.
PubMed:
Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs.
PubMed:
Modulating effect of plant flavonoids on the mutagenicity of N-methyl-N'-nitro-N-nitrosoguanidine.
PubMed:
Loss of plasmid linked antibiotic resistance in Escherichia coli on treatment with some phenolic compounds.
PubMed:
C18 solid-phase isolation and high-performance liquid chromatography/ultraviolet diode array determination of fully methoxylated flavones in citrus juices.
PubMed:
Flavonoids from Picnomon acarna.