5-Hydroxyfisetin

Modify Date: 2025-08-23 17:29:04

5-Hydroxyfisetin Structure
5-Hydroxyfisetin structure
Common Name 5-Hydroxyfisetin
CAS Number 490-31-3 Molecular Weight 302.236
Density 1.8±0.1 g/cm3 Boiling Point 669.9±55.0 °C at 760 mmHg
Molecular Formula C15H10O7 Melting Point 326-328ºC
MSDS N/A Flash Point 258.6±25.0 °C

 Use of 5-Hydroxyfisetin


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].

 Names

Name robinetin
Synonym More Synonyms

 5-Hydroxyfisetin Biological Activity

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
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.

 Chemical & Physical Properties

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
InChIKey SOEDEYVDCDYMMH-UHFFFAOYSA-N
SMILES O=c1c(O)c(-c2cc(O)c(O)c(O)c2)oc2cc(O)ccc12

 Toxicological Information

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

 Safety Information

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

 Customs

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%

 5-HydroxyfisetinBioassay

View more

Name: Inhibition of LPS/INF-gamma-stimulated nitric oxide production in mouse RAW264.7 cell...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL3874800
Name: Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 bloodstream fo...
Source: ChEMBL
Target: Trypanosoma brucei brucei
External Id: CHEMBL4431996
Name: Antioxidant activity assessed as inhibition of DPPH radical production at 33 uM after...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3056854
Name: Inhibition of Trypanosoma brucei PTR1 at 50 uM using H2B as substrate incubated for 1...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4431999
Name: Inhibition of Leishmania mexicana DHFR at 50 uM using folic aid as substrate by spect...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4432001
Name: HIV Enzyme Data
Source: NIAID
Target: N/A
External Id: HIV Enzyme Data
Name: Inhibition of Avian myeloblastosis virus reverse transcriptase
Source: ChEMBL
Target: Polyprotein II
External Id: CHEMBL3047467
Name: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
Name: Antioxidant activity assessed as DDPH radical scavenging activity
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL1225535
Name: Inhibition of Schistosoma mansoni recombinant NAD+ glycohydrolase expressed in Pichia...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1285539
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 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
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
5-Hydroxyfisetin
EINECS 207-709-6
3,3',4',5',7-Pentahydroxyflavone
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