Molecular structure of Myosmine, CAS Number: 532-12-7
Myosmine (CAS 532-12-7)
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Alternate Names:
3-(3,4-Dihydro-2H-pyrrol-5-yl)pyridine
Application:
Myosmine is a specific tobacco alkaloid
CAS Number:
532-12-7
Purity:
98%
Molecular Weight:
146.19
Molecular Formula:
C9H10N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Myosmine is a minor tobacco alkaloid which may act to possess genotoxic effects on cells through DNA damage by pyridyloxobutylation. Studies indicate that in cells Myosmine can be activated into reactive intermediates by H2O2 (sc-203336) and 3-morpholinosydnonimine (sc-200339). It is known that under acidic pH Myosmine undergoes a ring-chain tautomerism and is present in the amino-keto form. Furthermore, Myosmine is an ideal tool to use to monitor the effects of tobacco smoke on cells.
Myosmine (CAS 532-12-7) References
- New sources of dietary myosmine uptake from cereals, fruits, vegetables, and milk. | Tyroller, S., et al. 2002. J Agric Food Chem. 50: 4909-15. PMID: 12166981
- Genotoxic effects of myosmine in human lymphocytes and upper aerodigestive tract epithelial cells. | Kleinsasser, NH., et al. 2003. Toxicology. 192: 171-7. PMID: 14580784
- Reaction of the tobacco alkaloid myosmine with hydrogen peroxide. | Zwickenpflug, W. and Tyroller, S. 2006. Chem Res Toxicol. 19: 150-5. PMID: 16411668
- Genotoxic effects of myosmine in a human esophageal adenocarcinoma cell line. | Vogt, S., et al. 2006. Toxicology. 222: 71-9. PMID: 16504364
- Investigation of the reaction of myosmine with sodium nitrite in vitro and in rats. | Hecht, SS., et al. 2007. Chem Res Toxicol. 20: 543-9. PMID: 17291014
- Enhanced radiation damage in irradiated and non-irradiated bystander regions by co-exposure to myosmine. | Jiang, E., et al. 2009. Mutat Res. 672: 60-4. PMID: 19007910
- Evaluation of the mutagenic effects of myosmine in human lymphocytes using the HPRT gene mutation assay. | Havla, JB., et al. 2009. Food Chem Toxicol. 47: 237-41. PMID: 19041922
- Analysis of myosmine, cotinine and nicotine in human toenail, plasma and saliva. | Schütte-Borkovec, K., et al. 2009. Biomarkers. 14: 278-84. PMID: 19476410
- Inhibition of human aromatase by myosmine. | Doering, IL. and Richter, E. 2009. Drug Metab Lett. 3: 83-6. PMID: 19601869
- Protonating and determining myosmine intactly by association with citrate anion. | Chen, B. and Xu, Q. 2011. Analyst. 136: 4846-54. PMID: 21971428
- Effects of myosmine on antioxidative defence in rat liver. | Simeonova, R., et al. 2012. Arh Hig Rada Toksikol. 63: 7-14. PMID: 22450200
- Determination of caffeine, myosmine, and nicotine in chocolate by headspace solid-phase microextraction coupled with gas chromatography-tandem mass spectrometry. | Müller, C., et al. 2014. J Food Sci. 79: T251-5. PMID: 24446916
- Tobacco's minor alkaloids: Effects on place conditioning and nucleus accumbens dopamine release in adult and adolescent rats. | Marusich, JA., et al. 2017. Eur J Pharmacol. 814: 196-206. PMID: 28844873
- Alkaloid chemophenetics and transcriptomics of the Nicotiana genus. | Kaminski, KP., et al. 2020. Phytochemistry. 177: 112424. PMID: 32526514
- Recyclable molecularly imprinted polymers based on Fe3O4@SiO2 and PAMAM dendrimers for the determination of myosmine in cigarettes. | Dai, Y., et al. 2022. Mikrochim Acta. 189: 467. PMID: 36422716
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Myosmine, 100 mg | sc-211939 | 100 mg | $115.00 | |||
Myosmine, 500 mg | sc-211939A | 500 mg | $440.00 |