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2318-18-5

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  • 2,9-Dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione,4-ethylidene-7-hydroxy-6,7,14-trimethyl-, (1R,4Z,6R,7R)-

    Cas No: 2318-18-5

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2318-18-5 Usage

Description

Senkirkine is a hepatotoxic pyrrolizidine alkaloid found in certain plants such as Senecio kirkii Hook, S. renardi, and Nardosmia laevigata. It exhibits carcinogenic activity, as it has been shown to induce chromosomal aberrations in cultured mammalian cells and hepatic tumors in rats. Senkirkine has weakly acidic properties and forms colorless plates when crystallized from Me2CO or AcOEt. It has various crystalline salts and derivatives, including aurichloride, platinichloride, bitartrate, reineckate, picrate, picrolonate, and methiodide.

Uses

1. Used in Research and Toxicology Studies:
Senkirkine is used as a subject of study in research and toxicology due to its hepatotoxic and carcinogenic properties. The alkaloid helps researchers understand the mechanisms of liver toxicity and cancer development, potentially leading to the discovery of new therapeutic approaches or preventive measures.
2. Used in Pharmaceutical Development:
Although Senkirkine itself is toxic, its study can contribute to the development of pharmaceuticals targeting liver diseases and cancer. Understanding its molecular interactions and mechanisms of action can aid in the design of safer and more effective drugs with similar therapeutic potential but reduced toxicity.
3. Used in Environmental and Plant Studies:
Senkirkine can be used as a biomarker in environmental and plant studies to assess the presence and concentration of toxic alkaloids in plants and their surrounding ecosystems. This information can be valuable for understanding the ecological impact of these plants and for developing strategies to mitigate their potential harm to humans and animals.

Safety Profile

Poison by ingestion and intraperitoneal routes. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Nox

References

Briggs, Mangan, Russell., J. Chern. Soc., 1891 (1948) Massagetov, Kuzovkov.,J. Gen. Chern., USSR, 23, 158 (1953) Danilova, Konovalova., ibid, 30, 1921 (1961) Danilova, Koretskaya, Utkin., ibid, 31, 3815 (1961) Wunderlich., Chern. Ind., 2089 (1962) Briggs et al., J. Chern. Soc., 2492 (1965)

Check Digit Verification of cas no

The CAS Registry Mumber 2318-18-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,1 and 8 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2318-18:
(6*2)+(5*3)+(4*1)+(3*8)+(2*1)+(1*8)=65
65 % 10 = 5
So 2318-18-5 is a valid CAS Registry Number.
InChI:InChI=1/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/b13-5u,14-6-

2318-18-5 Well-known Company Product Price

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  • Sigma-Aldrich

  • (37032)  Senkirkine  analytical standard

  • 2318-18-5

  • 37032-0.05MG

  • 9,131.85CNY

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2318-18-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name SENKIRKIN

1.2 Other means of identification

Product number -
Other names renardin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2318-18-5 SDS

2318-18-5Synthetic route

(+)-senkirkine
2318-18-5

(+)-senkirkine

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

4-methyl-12-methylsulfanylmethoxy-4,8-seco-senecionane-8,11,16-trione
61273-70-9

4-methyl-12-methylsulfanylmethoxy-4,8-seco-senecionane-8,11,16-trione

Conditions
ConditionsYield
With acetic anhydride Ambient temperature;
(+)-senkirkine
2318-18-5

(+)-senkirkine

acetyl chloride
75-36-5

acetyl chloride

2318-18-5Upstream product

2318-18-5Downstream Products

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