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Merck
CN

37032

Senkirkine

analytical standard

Synonym(s):

12-Hydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione, Renardine

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About This Item

Empirical Formula (Hill Notation):
C19H27NO6
CAS Number:
2318-18-5
Molecular Weight:
365.42
UNSPSC Code:
85151701
PubChem Substance ID:
329755593
MDL number:
MFCD01684247

Key Documents

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InChI

1S/C19H27NO6/c1-5-13-10-12(2)19(3,24)18(23)25-11-14-6-8-20(4)9-7-15(16(14)21)26-17(13)22/h5-6,12,15,24H,7-11H2,1-4H3/b13-5-,14-6-/t12-,15-,19-/m1/s1

SMILES string

C\C=C1\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN(C)CC[C@@H](OC1=O)C2=O

InChI key

HPDHKHMHQGCNPE-QLJRNOHWSA-N

grade

analytical standard

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

Quality Level

100

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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.

Preparation Note

Dried down, 50 μg/mL after reconstitution with 1 mL of water

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H300,H341

Hazard Classifications

Acute Tox. 1 Oral - Muta. 2

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

Regulatory Information

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J A Glinski et al.
Acta crystallographica. Section C, Crystal structure communications, 44 ( Pt 9), 1593-1598 (1988-09-15)
lambda(Mo K alpha) = 0.71069 A, T = 298 K. Anonamine (I) (12,21-dihydroxy-4-methyl-4,8-secosenecionan-8,11,16-trione): C19H27NO7, Mr = 381.2, monoclinic, C2, a = 24.247 (7), b = 8.766 (2), c = 9.072 (1) A, beta = 99.21 (2) degrees, U = 1903.3
M Bah et al.
Journal of ethnopharmacology, 43(1), 19-30 (1994-06-01)
A study of the hepatotoxic pyrrolizidine alkaloids (PAs) contained in Packera candidissima (Greene) Weber & Löve (Senecio candidissimus Greene), a Mexican medicinal plant used for the treatment of kidney ailments and noted for its antiseptic properties, is reported. Analysis by
Senkirkine.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 31, 231-238 (1983-07-01)
Xiao-Fang Guo et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 34(5), 724-726 (2011-10-01)
To study alkaloids of Senecio scandens growing in Guangdong. The rapid resolution liquid chromatography-electrospray ionization mass spectrometry (RRLC-ESI-MS/MS) was used to analyse alkaloids of Senecio scandens growing in Guangdong, and senkirkine was isolated and purified by silica gel column chromatography.
U Candrian et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 22(3), 223-225 (1984-03-01)
Seneciphylline and senkirkine, two pyrrolizidine alkaloids that occur in animal feeds and medicinal herbs, respectively, have been tested for their ability to produce sex-linked recessive lethals in males of Drosophila melanogaster using the Basc test (3-day feeding method). Seneciphylline was
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