490-31-3

490-31-3 structure

Name: 5-Hydroxyfisetin
Chemical Name: robinetin
CAS Number: 490-31-3
Molecular Formula: C₁₅H₁₀O₇
Molecular Weight: 302.236
Catalog: Natural product Flavonoids
Create Date: 2018-05-29 08:00:00
Modify Date: 2024-01-02 19:03:14
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].

Name	robinetin
Synonyms	Robinetin Norkanugin 3,7,3',4',5'-pentahydroxyflavonol 3,7,3',4',5'-pentahydroxyflavone 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one 4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one 5-Hydroxyfisetin EINECS 207-709-6 3,3',4',5',7-Pentahydroxyflavone

Description	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].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Fungal Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Integrase Signaling Pathways >> Anti-infection >> Bacterial
In Vitro	Robinetin (0.1-10 μM; 1 h) inhibits HIV integrase cleavage and integration in a dose-dependent manner[1]. Robinetin inhibits the DNA synthesis in Proteus vulgaris, and the RNA synthesis in S. aureus[2]. Robinetin (100-200 or 25 μM; 1 or 72 h) inhibits egg yolk phosphatidylcholine (EYPC) membrane lipid peroxidation and hemoglobin A (HbA) glycosylation with high efficiency[3]. Robinetin exhibits photo-induced excited-state intramolecular proton transfer resulting in ‘two color’ (in ‘blue-violet’ and ‘yellow-green’ regions) fluorescence characteristic of flavonols, the relative contributions between the two colors being strongly modulated by the local environment of the fluorophore[3].
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. [2]. Cushnie TPT, et, al. Antimicrobial activity of flavonoids. Int J Antimicrob Agents. 2005 Nov;26(5):343-56. [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. [4]. Birt DF, et, al. Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Carcinogenesis. 1986 Jun;7(6):959-63. [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.

Density	1.8±0.1 g/cm3
Boiling Point	669.9±55.0 °C at 760 mmHg
Melting Point	326-328ºC
Molecular Formula	C₁₅H₁₀O₇
Molecular Weight	302.236
Flash Point	258.6±25.0 °C
Exact Mass	302.042664
PSA	131.36000
LogP	2.55
Vapour Pressure	0.0±2.2 mmHg at 25°C
Index of Refraction	1.823

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK8780000

CHEMICAL NAME :: Flavone, 3,3',4',5',7-pentahydroxy-

CAS REGISTRY NUMBER :: 490-31-3

BEILSTEIN REFERENCE NO. :: 0308905

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C15-H10-O7

MOLECULAR WEIGHT :: 302.25

WISWESSER LINE NOTATION :: T66 BO EVJ CR CQ DQ EQ& DQ IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 25 mg/L

REFERENCE :: PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1961- Volume(issue)/page/year: 26,2231,1987

Hazard Codes	Xi
Risk Phrases	R22
Safety Phrases	22-45
RIDADR	UN 2811
HS Code	2932999099

Precursor 9
354119-95-2 29682-12-0 89-84-9 20979-43-5
57280-75-8 1719-88-6 132594-09-3 4382-33-6
109980-57-6
DownStream 0

HS Code	2932999099
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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