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490-31-3,MFCD00016783
Catalog No.:AA0038YI

490-31-3 | Robinetin

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5mg
95%
in stock  
$18.00   $13.00
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25mg
95%
in stock  
$48.00   $34.00
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100mg
95%
in stock  
$142.00   $99.00
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250mg
95%
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$242.00   $169.00
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1g
95%
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$629.00   $440.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0038YI
Chemical Name:
Robinetin
CAS Number:
490-31-3
Molecular Formula:
C15H10O7
Molecular Weight:
302.2357
MDL Number:
MFCD00016783
SMILES:
Oc1ccc2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O
Properties
Computed Properties
 
Complexity:
476  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
1  
XLogP3:
1.6  

Downstream Synthesis Route

[1]Schmid;Tadros[ChemischeBerichte,1932,vol.65,p.1689]

[1]Rajagopalanetal.[Proceedings-IndianAcademyofSciences,SectionA,1946,#23,p.60,64]Freudenberg;Hartmann[JustusLiebigsAnnalenderChemie,1954,vol.587,p.207,210]Charlesworth;Robinson[JournaloftheChemicalSociety,1933,p.268]Badhwar;Kang;Venkataraman[JournaloftheChemicalSociety,1932,p.1107,1108]

[1]Rajagopalanetal.[Proceedings-IndianAcademyofSciences,SectionA,1946,#23,p.60,64]

[1]Bellino;Venturella[AnnalidiChimica,1958,vol.48,p.111,118]

[1]Rowetal.[Proceedings-IndianAcademyofSciences,SectionA,1949,#29,p.168]

Literature

Title: Structure-Dependent Modulation of Aryl Hydrocarbon Receptor-Mediated Activities by Flavonoids.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20180701

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.

Journal: European journal of medicinal chemistry 20120801

Title: Polyphenolic profile as a useful tool to identify the wood used in wine aging.

Journal: Analytica chimica acta 20120630

Title: Flavonoids as inhibitors of human CD38.

Journal: Bioorganic & medicinal chemistry letters 20110701

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: Identification by high-throughput screening of inhibitors of Schistosoma mansoni NAD(+) catabolizing enzyme.

Journal: Bioorganic & medicinal chemistry 20101115

Title: Relationships between structures of hydroxyflavones and their antioxidative effects.

Journal: Bioorganic & medicinal chemistry letters 20100915

Title: Binding of the bioflavonoid robinetin with model membranes and hemoglobin: Inhibition of lipid peroxidation and protein glycosylation.

Journal: Journal of photochemistry and photobiology. B, Biology 20100121

Title: Modulation of multidrug resistance protein 1 (MRP1/ABCC1)-mediated multidrug resistance by bivalent apigenin homodimers and their derivatives.

Journal: Journal of medicinal chemistry 20090910

Title: Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin.

Journal: Journal of photochemistry and photobiology. B, Biology 20071214

Title: 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.

Journal: Toxicology and applied pharmacology 20061201

Title: Antimicrobial activity of flavonoids.

Journal: International journal of antimicrobial agents 20051101

Title: Allelopathic potential of Robinia pseudo-acacia L.

Journal: Journal of chemical ecology 20050901

Title: Quantitative structure activity relationship studies on the flavonoid mediated inhibition of multidrug resistance proteins 1 and 2.

Journal: Biochemical pharmacology 20050215

Title: Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP.

Journal: In vivo (Athens, Greece) 20050101

Title: Kinetic study of flavonoid reactions with stable radicals.

Journal: Journal of agricultural and food chemistry 20040519

Title: Study of freeze-dried quercetin-cyclodextrin binary systems by DSC, FT-IR, X-ray diffraction and SEM analysis.

Journal: Journal of pharmaceutical and biomedical analysis 20040204

Title: Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.

Journal: Mutation research 20030909

Title: Application of the electrotopological state index to QSAR analysis of flavone derivatives as HIV-1 integrase inhibitors.

Journal: Pharmaceutical research 19961201

Title: Fesen MR, et, al. Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. Biochem Pharmacol. 1994 Aug 3;48(3):595-608.

Title: Cushnie TPT, et, al. Antimicrobial activity of flavonoids. Int J Antimicrob Agents. 2005 Nov;26(5):343-56.

Title: Chaudhuri S, et, al. Binding of the bioflavonoid robinetin with model membranes and hemoglobin: Inhibition of lipid peroxidation and protein glycosylation. J Photochem Photobiol B. 2010 Jan 21;98(1):12-9.

Title: Birt DF, et, al. Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Carcinogenesis. 1986 Jun;7(6):959-63.

Title: Manrique-de-la-Cuba MF, et, al. Theoretical study of the antioxidant capacity of the flavonoids present in the Annona muricata (Soursop) leaves. J Mol Model. 2019 Jun 25;25(7):200.

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