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Merck
CN

50351

Supelco

Senecionine

analytical standard

Synonym(s):

Aureine

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About This Item

Empirical Formula (Hill Notation):
C18H25NO5
CAS Number:
130-01-8
Molecular Weight:
335.39
Beilstein:
8162955
MDL number:
MFCD00221720
UNSPSC Code:
85151701
PubChem Substance ID:
329757589
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥98.0% (HPLC)

optical activity

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

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water (Karl Fischer)

mp

236 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

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

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2998
BCCF9790
BCCC9956
BCCC8571
BCCC7956

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Yu-Qi He et al.
Drug metabolism and disposition: the biological fate of chemicals, 38(4), 626-634 (2010-01-09)
Senecionine (SEN) is a representative of the hepatotoxic pyrrolizidine alkaloids. Although phase I metabolism for cytochrome P450-mediated metabolic activation of SEN was investigated extensively, phase II metabolism for glucuronidation of this compound has not been investigated until now. In our
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
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
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