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Senecionine (Senecionan-11,16-dione, 12-hydroxy-) Sale

(Synonyms: 千里光宁,Senecionan-11,16-dione, 12-hydroxy-; Aureine; Senecionin) 目录号 : GC30459

A pyrrolizidine alkaloid with hepatotoxic properties

Senecionine (Senecionan-11,16-dione, 12-hydroxy-) Chemical Structure

Cas No.:130-01-8

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1 mg
¥936.00
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5 mg
¥2,340.00
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10 mg
¥3,690.00
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Sample solution is provided at 25 µL, 10mM.

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实验参考方法

Animal experiment:

Rats[1]Swiss albino rats weighing 155-175 g are incubated for 3 consecutive days with seneciphylline and senecionine at a daily dose of 40 or 80 mg/kg body wt. Control animals received normal saline only. The animals are killed 24 h after the last dose. The livers are removed, weighed and then homogenized in 1.15% KCI, 0.02 HEPES (pH 7.4)[1].

References:

[1]. Wang C, et al. The comparative pharmacokinetics of two pyrrolizidine alkaloids, senecionine and adonifoline, and their main metabolites in rats after intravenous and oral administration by UPLC/ESIMS. Anal Bioanal Chem. 2011 Jul;401(1):275-87.
[2]. Kakrani HK, et al. Effect of seneciphylline and senecionine on hepatic drug metabolizing enzymes in rats. J Ethnopharmacol. 1984 Dec;12(3):271-8.
[3]. Tu ZB, et al. Identification of senecionine and senecionine N-oxide as antifertility constituents in Senecio vulgaris. J Pharm Sci. 1988 May;77(5):461-3.

产品描述

Senecionine is a pyrrolizidine alkaloid that has been found in S. vulgaris and has hepatotoxic properties.1 It is metabolized by the cytochrome P450 (CYP) isoform CYP3A in the liver to the detoxification product senecionine N-oxide and reactive metabolites including dehydropyrrolizidine alkaloids and dehydrotetronecine.2,3 Senecionine (20 μM) induces mitochondrial depolarization and fragmentation in primary cultured mouse hepatocytes and increases apoptosis in a concentration-dependent manner.2 In rats, senecionine (35 mg/kg, p.o.) induces liver injury, increases serum levels of bilirubin and various bile acids, including taurocholic acid, glycocholic acid, and deoxycholic acid, and increases the activity of alanine aminotransferase and aspartate aminotransferase in serum.1 Senecionine-induced hepatotoxicity is associated with lipid peroxidation and glutathione depletion.

1.Xiong, A., Yang, F., Fang, L., et al.Metabolomic and genomic evidence for compromised bile acid homeostasis by senecionine, a hepatotoxic pyrrolizidine alkaloidChem. Res. Toxicol.27(5)775-786(2014) 2.Yang, X., Wang, H., Ni, H.-M., et al.Inhibition of Drp1 protects against senecionine-induced mitochondria-mediated apoptosis in primary hepatocytes and in miceRedox Biol.12264-273(2017) 3.Miranda, C.L., Reed, R.L., Guengerich, F.P., et al.Role of cytochrome P450IIIA4 in the metabolism of the pyrrolizidine alkaloid senecionine in human liverCarcinogenesis12(3)515-519(1991)

Chemical Properties

Cas No. 130-01-8 SDF
别名 千里光宁,Senecionan-11,16-dione, 12-hydroxy-; Aureine; Senecionin
Canonical SMILES O=C1O[C@@]2([H])[C@]3([H])N(CC=C3COC([C@](C)(O)[C@H](C)C/C1=C/C)=O)CC2
分子式 C18H25NO5 分子量 335.39
溶解度 DMF: 5 mg/ml,DMSO: 2 mg/ml,Ethanol: 1 mg/ml,PBS (pH 7.2): 0.1 mg/ml 储存条件 Store at 2-8°C, protect from light
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1 mg 5 mg 10 mg
1 mM 2.9816 mL 14.908 mL 29.816 mL
5 mM 0.5963 mL 2.9816 mL 5.9632 mL
10 mM 0.2982 mL 1.4908 mL 2.9816 mL
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