Hispidulin

Modify Date: 2024-01-02 07:34:08

Hispidulin Structure
Hispidulin structure
Common Name Hispidulin
CAS Number 1447-88-7 Molecular Weight 300.263
Density 1.5±0.1 g/cm3 Boiling Point 601.5±55.0 °C at 760 mmHg
Molecular Formula C16H12O6 Melting Point N/A
MSDS USA Flash Point 230.1±25.0 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Hispidulin


Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

 Names

Name hispidulin
Synonym More Synonyms

 Hispidulin Biological Activity

Description Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.
Related Catalog
Target

IC50: 2.71 μM (Pim-1)[1]

In Vitro Hispidulin induces cell death in a dose- and time-dependent manner in HepG2 cells. Hispidulin induces apoptosis through mitochondrial dysfunction, which is characterized by decreased Bcl-2/Bax ratio, disrupted mitochondrial membrane potential and increased release of cytochrome C and activated capase-3[2].
In Vivo Hispidulin shows significant inhibitory effect on mice tumor size[2]. Hispidulin treatment effectively prevents ovariectomy-induced body weight loss and attenuates ovariectomy-induced bone loss. Hispidulin treatment also decreases trabecular spacing in ovariectomy mice[3]. Intraperitoneally administering hispidulin(10 or 50mg/ kg) to rats 30 min before intraperitoneally injecting kainic acid (15mg/kg) increases seizure latency and decreases seizure score. In addition, hispidulin substantially attenuates kainic acid-induced hippocampal neuronal cell death, and this protective effect is accompanied by the suppression of microglial activation and the production of proinflammatory cytokines such as interleukin-1β, interleukin-6, and tumor necrosis factor-α in the hippocampus[4].
Cell Assay HepG2 cells are treated with different concentrations of hispidulin (50, 100, 200 μM) for 24, 48 and 72 h. Following treatment, cells are further incubated with MTT reagents at 37°C for 4 h before DMSO is added, to dissolve farmazan crystals, and absorbance is measured at 570 nm in a microplate reader[2].
Animal Admin Mice: Tumor are established in mice. Mice are treated with DMSO or Hispidulin at a dosage of 10, 20 or 40 mg/kg/day for 35 days. The body weight of tumour-bearing mice is recorded every week and tumour volume is calculated [2].
References

[1]. Chao SW, et al. Total Synthesis of Hispidulin and the Structural Basis for Its Inhibition of Proto-oncogene KinasePim-1. J Nat Prod. 2015 Aug 28;78(8):1969-76.

[2]. Gao H, et al. Hispidulin induces apoptosis through mitochondrial dysfunction and inhibition of P13k/Akt signalling pathway in HepG2 cancer cells. Cell Biochem Biophys. 2014 May;69(1):27-34.

[3]. Zhou R, et al. Hispidulin exerts anti-osteoporotic activity in ovariectomized mice via activating AMPK signaling pathway. Cell Biochem Biophys. 2014 Jun;69(2):311-7.

[4]. Lin TY, et al. Protective effect of hispidulin on kainic acid-induced seizures and neurotoxicity in rats. Eur J Pharmacol. 2015 May 15;755:6-15.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 601.5±55.0 °C at 760 mmHg
Molecular Formula C16H12O6
Molecular Weight 300.263
Flash Point 230.1±25.0 °C
Exact Mass 300.063385
PSA 100.13000
LogP 1.60
Appearance of Characters white to beige
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.697
Storage condition Desiccate at -20°C
Water Solubility DMSO: soluble20mg/mL, clear

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Hazard Codes Xn
Risk Phrases 22
RIDADR NONH for all modes of transport
RTECS DJ2996000
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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 Synonyms

Dinatin
Scutellarein 6-methyl ether
6-O-Methylapigenin
TCMDC-123942
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-
4',5,7-Trihydroxy-6-methoxyflavone
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one
Hispidulin
6-O-Methoxyapigenin
5,7,4'-trihydroxy-6-methoxyflavone
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one
Flavone, 4',5,7-trihydroxy-6-methoxy-
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