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490-31-3

490-31-3 Structure

490-31-3 Structure
IdentificationBack Directory
[Name]

ROBINETIN
[CAS]

490-31-3
[Synonyms]

ROBINETIN
norkanugin
5-HYDROXYFISETIN
5-HYDROXYFISETIN hplc
3,7,3',4',5'-PENTAHYDROXYFLAVONE
3,3’,4’,5’,7-pentahydroxy-flavon
3,7,3'',4'',5''-PENTAHYDROXYFLAVONE WITH HPLC
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4-benzopyrone
3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-on
4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl-4H-1-benzopyran-4-one) (Robinetin)
[EINECS(EC#)]

207-709-6
[Molecular Formula]

C15H10O7
[MDL Number]

MFCD00016783
[MOL File]

490-31-3.mol
[Molecular Weight]

302.24
Chemical PropertiesBack Directory
[Melting point ]

326-328°C
[Boiling point ]

363.28°C (rough estimate)
[density ]

1.3616 (rough estimate)
[refractive index ]

1.4790 (estimate)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO (Sparingly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

6.82±0.40(Predicted)
[color ]

Yellow to Dark Yellow
[InChI]

1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H
[InChIKey]

SOEDEYVDCDYMMH-UHFFFAOYSA-N
[SMILES]

[o]1c2c([c](c(c1c3cc(c(c(c3)O)O)O)O)=O)ccc(c2)O
[LogP]

2.550 (est)
Safety DataBack Directory
[Risk Statements ]

22
[Safety Statements ]

22-45
[RIDADR ]

2811
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Robinetin (3,3',4',5',7-Pentahydroxyflavone), a naturally occurring flavonoid with remarkable ‘two color’ intrinsic fluorescence properties, has antifungal, antiviral, antibacterial, antimutagenesis, and antioxidant activity. Robinetin also can inhibit lipid peroxidation and protein glycosylation[1][2][3][4][5].
[Definition]

ChEBI: A pentahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 7, 3, 4' and 5'.
[storage]

4°C, protect from light, stored under nitrogen
[References]

[1] 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. DOI:10.1016/0006-2952(94)90291-7
[2] Cushnie TPT, et, al. Antimicrobial activity of flavonoids. Int J Antimicrob Agents. 2005 Nov;26(5):343-56. DOI:10.1016/j.ijantimicag.2005.09.002
[3] 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. DOI:10.1016/j.jphotobiol.2009.10.002
[4] Birt DF, et, al. Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Carcinogenesis. 1986 Jun;7(6):959-63. DOI:10.1093/carcin/7.6.959
[5] 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. DOI:10.1007/s00894-019-4083-7
Spectrum DetailBack Directory
[Spectrum Detail]

ROBINETIN(490-31-3)1HNMR
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