CAS 1447-88-7|Hispidulin

Introduction:Basic information about CAS 1447-88-7|Hispidulin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameHispidulin
CAS Number1447-88-7Molecular Weight300.263
Density1.5±0.1 g/cm3Boiling Point601.5±55.0 °C at 760 mmHg
Molecular FormulaC16H12O6Melting Point/
MSDSUSAFlash Point230.1±25.0 °C
Symbol
GHS07
Signal WordWarning

Names

Namehispidulin
SynonymMore Synonyms

Hispidulin BiologicalActivity

DescriptionHispidulin 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 CatalogSignaling Pathways >>JAK/STAT Signaling >>PimResearch Areas >>CancerNatural Products >>Flavonoids
Target

IC50: 2.71 μM (Pim-1)[1]

In VitroHispidulin 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 VivoHispidulin 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 AssayHepG2 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 AdminMice: 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

Density1.5±0.1 g/cm3
Boiling Point601.5±55.0 °C at 760 mmHg
Molecular FormulaC16H12O6
Molecular Weight300.263
Flash Point230.1±25.0 °C
Exact Mass300.063385
PSA100.13000
LogP1.60
Appearance of Characterswhite to beige
Vapour Pressure0.0±1.8 mmHg at 25°C
Index of Refraction1.697
InChIKeyIHFBPDAQLQOCBX-UHFFFAOYSA-N
SMILESCOc1c(O)cc2oc(-c3ccc(O)cc3)cc(=O)c2c1O
Storage conditionDesiccate at -20°C
Water SolubilityDMSO: soluble20mg/mL, clear

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Hazard CodesXn
Risk Phrases22
RIDADRNONH for all modes of transport
RTECSDJ2996000
HS Code2914509090

Customs

HS Code2914509090
SummaryHS: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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