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17806

Sigma-Aldrich

Senecionine

≥95.0% (GC)

Synonyme(s) :

Aureine

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About This Item

Formule empirique (notation de Hill):
C18H25NO5
Numéro CAS:
130-01-8
Poids moléculaire :
335.39
Numéro Beilstein :
8162955
Numéro MDL:
MFCD00221720
Code UNSPSC :
85151701
ID de substance PubChem :
57647679

Pureté

≥95.0% (GC)

Activité optique

[α]25/D −55.1°, c = 0.034% in chloroform

Pf

236 °C (lit.)

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12[C@H]3CCN1CC=C2COC(=O)[C@](C)(O)[C@H](C)C\C(=C\C)C(=O)O3

InChI

1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1

Clé InChI

HKODIGSRFALUTA-JTLQZVBZSA-N

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Application

Senecionine has been used in a study to observe the gender-dependent difference of glutathione antioxidant system and its influence on hepatotoxic pyrrolizidine alkaloid isoline-induced liver injury. Senecionine has also been used in a study to observe a new metabolic pathway for pyrrolizidine alkaloids.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330

Classification des risques

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Fabiana Elias et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(9), 2313-2319 (2011-07-05)
This study is the first in the literature to focus attention on the possible immunotoxic effect of integerrimine N-oxide content in the butanolic residue (BR) of Senecio brasiliensis, a poisonous hepatotoxic plant that contains pyrrolizidine alkaloids (PAs). PAs have been
Changhong Wang et al.
Analytical and bioanalytical chemistry, 401(1), 275-287 (2011-05-17)
Pyrrolizidine alkaloids (PAs) are considered to be one of the most hepatotoxic groups of compounds of plant origin and are present in about 3% of the world's flowering plants. Most PAs represent a considerable health hazard to both livestock and
V R Campesato et al.
Environmental and molecular mutagenesis, 29(1), 91-97 (1997-01-01)
Integerrimine (ITR), a pyrrolizidine alkaloid from Senecio brasiliensis, was tested for genotoxicity using the wing somatic mutation and recombination test (SMART) in Drosophila melanogaster. The compound was administered by chronic feeding (48 hours) of 3-day-old larvae. Two different crosses involving
Qingning Liang et al.
Toxicology, 280(1-2), 61-69 (2010-12-04)
Intracellular reduced glutathione (GSH) antioxidant system is crucial for counteracting oxidative stress-induced liver injury. The present study was designed to observe the gender-dependent difference of GSH antioxidant system and its influence on hepatotoxic pyrrolizidine alkaloid (HPA) isoline-induced liver injury. Lower
Mirka Macel et al.
Phytochemistry, 65(7), 865-873 (2004-04-15)
We studied the variation in pyrrolizidine alkaloid (PA) patterns of lab-grown vegetative plants of 11 European Senecio jacobaea populations. Plants were classified as jacobine, erucifoline, mixed or senecionine chemotypes based on presence and absence of the PAs jacobine or erucifoline.
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