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Robinetin

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Category HIV Integrase
CAS 490-31-3
Description Robinetin is from the leaves of Robinia pseudacacia. It inhibits EYPC membrane lipid peroxidation and HbA glycosylation with high efficiency. It could lead to the occurrence of positive induced circular dichroism (ICD) bands in the near ultra-violet (UV) region.
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Product Information

Synonyms 3,3',4',5',7-Pentahydroxy-flavon; 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-one; Norkanugin; 5-Hydroxyfisetin
IUPAC Name 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Molecular Weight 302.24
Molecular Formula C15H10O7
Canonical SMILES C1=CC2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C(=C3)O)O)O
InChI 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
Boiling Point 669.9±55.0 °C at 760 mmHg
Melting Point 326-328°C
Flash Point 258.6±25.0 °C
Purity >98%
Density 1.8±0.1 g/cm3
Solubility DMSO60 mg/mL (198.51 mM)60 mg/mL (198.51 mM)
Ethanol3 mg/mL (9.92 mM)3 mg/mL (9.92 mM)
WaterInsolubleInsoluble
Appearance Yellow powder
Application antioxidant/antiradical/anti-mutagenesis/anti-promotion
Storage Powder:
3 years -20°C
In solvent:
2 years -80°C
Complexity 476
Exact Mass 302.04265265
Index Of Refraction 1.823
In Vitro Robinetin (0.1-10 μM; 1 h) inhibits HIV integrase cleavage and integration in a dose-dependent manner. Robinetin inhibits the DNA synthesis in Proteus vulgaris, and the RNA synthesis in S. aureus. 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. 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.
PSA 131.36000
Target HIV Integrase
Vapor Pressure 0.0±2.2 mmHg at 25°C
XLogP3-AA 1.6

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