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Merck
CN

17806

Senecionine

≥95.0% (GC)

Synonym(s):

Aureine

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About This Item

Empirical Formula (Hill Notation):
C18H25NO5
CAS Number:
130-01-8
Molecular Weight:
335.39
PubChem Substance ID:
57647679
UNSPSC Code:
85151701
Beilstein/REAXYS Number:
8162955
MDL number:
MFCD00221720

Key Documents

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SMILES string

[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

InChI key

HKODIGSRFALUTA-JTLQZVBZSA-N

assay

≥95.0% (GC)

storage temp.

−20°C

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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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCK1603
BCCK3043
BCCC3656
1391296V
BCBL5357V

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Oana Cristina Seremet et al.
Molecular medicine reports, 17(6), 7757-7763 (2018-04-06)
Pyrrolizidine alkaloids (PAs) are a widespread class of hepatotoxic heterocyclic organic compounds found in approximately 3% of world flora. Some PAs have been shown to have genotoxic and carcinogenic effects. The present study focuses on the toxicity effects of four
J Y Huan et al.
Toxicology and applied pharmacology, 151(2), 229-235 (1998-08-26)
The roles of cytochrome CYP3A and CYP2B isozymes in the bioactivation and detoxification of the pyrrolizidine alkaloid (PA) senecionine (SN) have been investigated in vitro with sheep and hamster hepatic microsomes. Our results show that the rate of SN activation
Pyrrolizidine alkaloids from Gynura divaricata.
E Roeder et al.
Planta medica, 62(4), 386-386 (1996-08-01)
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
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
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