Myosmine

Myosmine is an alkaloid found in tobacco and other plants.[1] Chemically, it is closely related to nicotine. It inhibits aromatase seven fold more potently than nicotine.[2] It also releases dopamine in adult but not adolescent rats.[3]

Myosmine
Skeletal formula of myosmine
Ball-and-stick model of the myosmine molecule
Names
Preferred IUPAC name
3-(3,4-Dihydro-2H-pyrrol-5-yl)pyridine
Other names
3-(1-Pyrrolin-2-yl)pyridine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.165.015
UNII
  • InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2
  • n1cccc(c1)/C2=N/CCC2
Properties
C9H10N2
Molar mass 146.193 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Tyroller, Stefan; Zwickenpflug, Wolfgang; Richter, Elmar (2002). "New Sources of Dietary Myosmine Uptake from Cereals, Fruits, Vegetables, and Milk". Journal of Agricultural and Food Chemistry. 50 (17): 4909–15. doi:10.1021/jf020281p. PMID 12166981.
  2. Doering IL, Richter E (April 2009). "Inhibition of human aromatase by myosmine". Drug Metabolism Letters. 3 (2): 83–6. doi:10.2174/187231209788654045. PMID 19601869.
  3. Marusich JA, Darna M, Wilson AG, Denehy ED, Ebben A, Deaciuc AG, Dwoskin LP, Bardo MT, Lefever TW, Wiley JL, Reissig CJ, Jackson KJ (November 2017). "Tobacco's minor alkaloids: Effects on place conditioning and nucleus accumbens dopamine release in adult and adolescent rats". European Journal of Pharmacology. 814: 196–206. doi:10.1016/j.ejphar.2017.08.029. PMC 6563910. PMID 28844873.


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