robinetin
4H-1-benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI)
Identification
| Name | robinetin |
| IUPAC | 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one |
| CAS Number | 490-31-3 |
| EINECS | 207-709-6 |
| FDA UNII | KJ6DBC4U7E |
| Molecular Formula | C15 H10 O7 |
| Molecular Weight | 302.23910000 |
| MDL Number | MFCD00016783 |
| Nikkaji Number | J1.551B |
| Beilstein | 0308905 |
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 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 robinetin usage levels up to | not for fragrance use. |
| Recommendation for robinetin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.