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SENECIONINE

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
MDL Number:
MFCD00221720
MOL File:
130-01-8.mol
Last updated:2023-06-08 09:02:56

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
pka 12.81±0.40(Predicted)
optical activity [α]25/D 55.1°, c = 0.034% in chloroform
BRN 8162955
InChIKey HKODIGSRFALUTA-JTLQZVBZSA-N
LogP 0.880 (est)
EWG's Food Scores 1
FDA UNII BO6N1U5YG6
EPA Substance Registry System Senecionine (130-01-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 17806 Senecionine ≥95.0% (GC) 130-01-8 1mg $284 2023-06-20 Buy
Sigma-Aldrich 17806 Senecionine ≥95.0% (GC) 130-01-8 5mg $959 2023-06-20 Buy
Cayman Chemical 25145 Senecionine ≥98% 130-01-8 1mg $49 2024-03-01 Buy
Cayman Chemical 25145 Senecionine ≥98% 130-01-8 5mg $168 2024-03-01 Buy
Sigma-Aldrich PHL89789 Senecionine phyproof? Reference Substance 130-01-8 10mg $514 2024-03-01 Buy
Product number Packaging Price Buy
17806 1mg $284 Buy
17806 5mg $959 Buy
25145 1mg $49 Buy
25145 5mg $168 Buy
PHL89789 10mg $514 Buy

SENECIONINE Chemical Properties,Uses,Production

Description

This hepatotoxic alkaloid is widely distributed among the Senecio species, being found in S. aureus, S. ilicifolius Thunb., S. integerrirnus, S. pseudaarnica, S. squaUdus, S. viscosus and S. vulgaris. The base is laevorotatory with [α]D - 54.6° (CHCI3 ) and the crystals sublime at 130-140°CfO.2 mm. The nitrate has m.p. 214°C;[α]D - 34.2° (H2 0); the aurichloride, m.p. 186°C; the picrate, m.p. 191°C and the methiodide, m.p. 249°C. Alkaline hydrolysis furnishes retronecine and senecic acid (6-hydroxy-5-methyl-2-heptene-3 :6-dicarboxylic acid).

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.

Uses

Senecionine is a pyrrolizidine alkaloid with the potential to affect hepatic drug metabolizing enzymes in rat cells.

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

Global( 111)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Greenpure Biopharma CO.,Ltd
18283602253 jancyzheng@gcgreenpure.com China 952 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879 sales@chemnorm.com CHINA 2935 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58

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View Lastest Price from SENECIONINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Senecionine pictures 2020-02-11 Senecionine
130-01-8
US $9.80 / KG 1g >98% 20 tons Career Henan Chemical Co
  • Senecionine pictures
  • Senecionine
    130-01-8
  • US $9.80 / KG
  • >98%
  • Career Henan Chemical Co
(15cis)-12-Hydroxysenecionan-11,16-dione 12-Hydroxysenecionan-11,16-dione 16-dione,12-hydroxy-senecionan-1 Aureine Sencionine Senecionan-11,16-dione, 12-hydroxy- SENECIONINE Senecionine/Aureine qlgn [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, (3Z,5R,6R,14aR,14bR)- SENECIONIN Vincamine Impurity 5( Vincamine EP Impurity D) 130-01-8 Alkaloids