| Identification | Back 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 Properties | Back 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) |
| Hazard Information | Back 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 |
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