SML0582

Hispidulin

≥98% (HPLC)

• Synonym(s): 4′,5,7-Trihydroxy-6-methoxyflavone, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one, 6-Methoxyapigenin, 6-Methylscutellarein, Dinatin, Salvitin, Scutellarein 6-methyl ether
• Empirical Formula (Hill Notation): C₁₆H₁₂ O₆
• CAS Number: 1447-88-7
• Molecular Weight: 300.26
• MDL number: MFCD00143504
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: −20°C
• SMILES string: OC1=C(OC)C(O)=C(C(C=C(C2=CC=C(O)C=C2)O3)=O)C3=C1
• 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
• InChI key: IHFBPDAQLQOCBX-UHFFFAOYSA-N

Description

Application

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)

Biochem/physiol Actions

Hispidulin also exhibits antiosteoporotic anti-atheromatous, antispasmodic and anticancer functionality. It exhibits inhibition on α-glucosidase enzymatic activity. Hispidulin inhibits platelet aggregation and is more effective than theophylline. It also acts as a modulator of the γ-aminobutyric acid receptor (GABA) and blocks the release of glutamate synaptosomes associated with cortical neurons.

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.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable