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SENECIONINE

SENECIONINE Structure
CAS No.
130-01-8
Chemical Name:
SENECIONINE
Synonyms
SENECIONIN;qlgn;Aureine;Sencionine;SENECIONINE;Senecionine/Aureine;16-dione,12-hydroxy-senecionan-1;12-Hydroxysenecionan-11,16-dione;Senecionan-11,16-dione, 12-hydroxy-;(15cis)-12-Hydroxysenecionan-11,16-dione
CBNumber:
CB6491042
Molecular Formula:
C18H25NO5
Molecular Weight:
335.39
MOL File:
130-01-8.mol
Modify Date:
2024/7/2 8:55:14

SENECIONINE Properties

Melting point 236 °C(lit.)
alpha D25 -55.1° (c = 0.034 in chloroform)
Boiling point 472.03°C (rough estimate)
Density 1.266 g/cm3
refractive index 1.5100 (estimate)
storage temp. −20°C
solubility DMF: 5 mg/ml; DMSO: 2 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 0.1 mg/ml
form Solid
pka 12.81±0.40(Predicted)
color White to off-white
optical activity [α]25/D 55.1°, c = 0.034% in chloroform
BRN 8162955
InChIKey HKODIGSRFALUTA-JTLQZVBZSA-N
LogP 0.880 (est)
EPA Substance Registry System Senecionine (130-01-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310-P304+P340+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  VT5710000
10-23
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 i.v. in mice: 64.12 ±2.24 mg/kg (Harris)
NFPA 704
0
2 0

SENECIONINE price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 17806 Senecionine ≥95.0% (GC) 130-01-8 1MG ₹14224.05 2022-06-14 Buy
Sigma-Aldrich(India) 50351 Senecionine analytical standard 130-01-8 5MG ₹49968.2 2022-06-14 Buy
Sigma-Aldrich(India) 17806 Senecionine ≥95.0% (GC) 130-01-8 5MG ₹54309.03 2022-06-14 Buy
Product number Packaging Price Buy
17806 1MG ₹14224.05 Buy
50351 5MG ₹49968.2 Buy
17806 5MG ₹54309.03 Buy

SENECIONINE Chemical Properties,Uses,Production

Description

Senecionine is a pyrrolizidine alkaloid that has been found in S. vulgaris and has hepatotoxic properties. 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. Senecionine (20 μM) induces mitochondrial depolarization and fragmentation in primary cultured mouse hepatocytes and increases apoptosis in a concentration-dependent manner. 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. Senecionine-induced hepatotoxicity is associated with lipid peroxidation and glutathione depletion.

Definition

ChEBI: A pyrrolizidine alkaloid isolated from the plant species of the genus Senecio.

Safety Profile

Poison by intravenous,intraperitoneal, and possibly other routes. Anexperimental teratogen. Other experimental reproductiveeffects. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.

References

Grandval, Lajoux., Cornpt. rend., 120,1120 (1895)
Grandval, Lajoux., Bull. Soc. Chirn. Fr., 13,942 (1895)
Manske., Can. J. Res., S, 651 (1931)
Manske., ibid, 14B, 6 (1936)
Barger, Blackie., J. Chern. Soc., 584 (1937)
Blackie., Pharrn. J., 138,102 (1937)
Manske., Can. J. Res., 17B, I (1939)

SENECIONINE Preparation Products And Raw materials

Raw materials

Preparation Products

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