Introduction:Basic information about CAS 490-31-3|5-Hydroxyfisetin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 5-Hydroxyfisetin |
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| CAS Number | 490-31-3 | Molecular Weight | 302.236 |
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| Density | 1.8±0.1 g/cm3 | Boiling Point | 669.9±55.0 °C at 760 mmHg |
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| Molecular Formula | C15H10O7 | Melting Point | 326-328ºC |
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| MSDS | / | Flash Point | 258.6±25.0 °C |
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Names
| Name | robinetin |
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| Synonym | More Synonyms |
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5-Hydroxyfisetin BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalSignaling Pathways >>Metabolic Enzyme/Protease >>HIV IntegraseSignaling Pathways >>Anti-infection >>Bacterial |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.8±0.1 g/cm3 |
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| Boiling Point | 669.9±55.0 °C at 760 mmHg |
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| Melting Point | 326-328ºC |
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| Molecular Formula | C15H10O7 |
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| Molecular Weight | 302.236 |
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| Flash Point | 258.6±25.0 °C |
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| Exact Mass | 302.042664 |
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| PSA | 131.36000 |
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| LogP | 2.55 |
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| Vapour Pressure | 0.0±2.2 mmHg at 25°C |
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| Index of Refraction | 1.823 |
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| InChIKey | SOEDEYVDCDYMMH-UHFFFAOYSA-N |
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| SMILES | O=c1c(O)c(-c2cc(O)c(O)c(O)c2)oc2cc(O)ccc12 |
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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 DATAACUTE TOXICITY DATAMUTATION 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
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Safety Information
| Hazard Codes | Xi |
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| Risk Phrases | R22 |
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| Safety Phrases | 22-45 |
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| RIDADR | UN 2811 |
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| HS Code | 2932999099 |
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Customs
| HS Code | 2932999099 |
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| 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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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 |