| Identification | Back 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 Properties | Back 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 | [InChI]
InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 | [InChIKey]
IHFBPDAQLQOCBX-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(O)C=C2)OC2=CC(O)=C(OC)C(O)=C2C(=O)C=1 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, extracted from lychee grass, the whole herb of ragweed and snow lotus of the Asteraceae family. | [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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