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ChemicalBook--->CAS DataBase List--->1447-88-7

1447-88-7

1447-88-7 Structure

1447-88-7 Structure
IdentificationBack Directory
[Name]

HISPIDULIN
[CAS]

1447-88-7
[Synonyms]

Dinatin
1447-88-7
Hispedulin
HISPIDULIN
Methoxyapigenin
Hispidulin, >99%
6-Methoxyapigenin
Hispidulin(Dinatin)
6-Methylscutellarein
SCUTELLAREIN 6-METHYL ETHER
4',5,7-Trihydroxy-6-methoxyflavone
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-
[Molecular Formula]

C16H12O6
[MDL Number]

MFCD00143504
[MOL File]

1447-88-7.mol
[Molecular Weight]

300.26
Chemical PropertiesBack Directory
[Melting point ]

291-292 °C
[Boiling point ]

601.5±55.0 °C(Predicted)
[density ]

1.512±0.06 g/cm3(Predicted)
[storage temp. ]

Desiccate at -20°C
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[pka]

6.51±0.40(Predicted)
[color ]

white to beige
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[RTECS ]

DJ2996000
Hazard InformationBack Directory
[Uses]

Hispidulin has been used as a calibration standard:
  • in high-performance liquid chromatography (HPLC) for quantification of Clerodendrum petasites flavonoids
  • in liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) analysis
  • in reverse-phase high-performance liquid chromatography with a diode-array detector (HPLC-DAD) and high-performance thin-layer chromatography (HPTLC)

[Definition]

ChEBI: A monomethoxyflavone that is scutellarein methylated at position 6.
[General Description]

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
[Biological Activity]

Partial positive allosteric modulator at the benzodiazepine receptor (IC 50 = 1.3 μ M for inhibition of flumazenil binding); natural sage flavone. Stimulates GABA-induced chloride currents in Xenopus oocytes expressing α 1 α 2-, α 3-, α 5- or α 6- β 2 γ 2S GABA A receptors. Brain penetrant; oral administration reduces seizures in a gerbil model of epilepsy. Also has antifungal, antiproliferative, antioxidant and antithrombotic properties.
[Biochem/physiol Actions]

Hispidulin is a bioactive flavonoid with a variety of effects including antiproliferative, antifungal, anti-inflammatory, antioxidative and antiepileptic activity. Like EGCG, hispidulin appears to activate AMPK and inhibit the PI3K/Akt/mTOR pathway. The antiepileptic activity may be due to additional activity as a benzodiazepine (BZD) receptor ligand.
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