robinetin

4H-1-benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI)

CAS: 490-31-3 C15 H10 O7 MW: 302.23910000

Identification

Namerobinetin
IUPAC3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
CAS Number490-31-3
EINECS207-709-6
FDA UNIIKJ6DBC4U7E
Molecular FormulaC15 H10 O7
Molecular Weight302.23910000
MDL NumberMFCD00016783
Nikkaji NumberJ1.551B
Beilstein0308905

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 669.90 °C. @ 760.00 mm Hg (est)
Flash Point 497.00 °F. TCC ( 258.60 °C. ) (est)
logP (o/w) 2.550 (est)
Soluble in water, 4972 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for robinetin usage levels up tonot for fragrance use.
Recommendation for robinetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

4H-1- benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- 4H-1- benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI) 5- deoxymyricetin 3,7- dihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 3,7- dihydroxy-2-(3,4,5-trihydroxyphenyl)-4-benzopyrone 3,7- dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 3,7- dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one 3,7- dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one flavone, 3,3',4',5',7-pentahydroxy- 5- hydroxyfisetin norkanugin 3,3',4',5',7- pentahydroxyflavone PubMed: Phenolic composition of vinegars over an accelerated aging process using different wood species (acacia, cherry, chestnut, and oak): effect of wood toasting. PubMed: Polyphenols in red wine aged in acacia (Robinia pseudoacacia) and oak (Quercus petraea) wood barrels. PubMed: Polyphenolic profile as a useful tool to identify the wood used in wine aging. PubMed: Effect of toasting intensity at cooperage on phenolic compounds in acacia (Robinia pseudoacacia) heartwood. PubMed: Binding of the bioflavonoid robinetin with model membranes and hemoglobin: Inhibition of lipid peroxidation and protein glycosylation. PubMed: Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. PubMed: An in vitro and in silico study on the flavonoid-mediated modulation of the transport of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) through Caco-2 monolayers. PubMed: Antimicrobial activity of flavonoids. PubMed: Allelopathic potential of Robinia pseudo-acacia L. PubMed: Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP. PubMed: Quantitative structure activity relationship studies on the flavonoid mediated inhibition of multidrug resistance proteins 1 and 2. PubMed: Kinetic study of flavonoid reactions with stable radicals. PubMed: Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102. PubMed: Quercetin-induced apoptosis in colorectal tumor cells: possible role of EGF receptor signaling. PubMed: Inhibition of mitochondrial respiration and cyanide-stimulated generation of reactive oxygen species by selected flavonoids. PubMed: Protective effects of phenolic compounds on CCl4-induced toxicity in isolated rat hepatocytes. PubMed: Superoxide scavenging properties of flavonoids in a non-enzymic system. PubMed: Effect of plant flavonoids on microsome catalyzed reactions of aflatoxin B1 leading to activation and DNA adduct formation. PubMed: Modulation by plant flavonoids and related phenolics of microsome catalyzed adduct formation between benzo[a]pyrene and DNA. PubMed: Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. PubMed: Effect of ellagic acid and hydroxylated flavonoids on the tumorigenicity of benzo[a]pyrene and (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene on mouse skin and in the newborn mouse. PubMed: Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids. PubMed: Mutagenicity of plant flavonols in the Salmonella/mammalian microsome test: activation of flavonol glycosides by mixed glycosidases from rat cecal bacteria and other sources. PubMed: Metabolism of myricetin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.