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Myosmine

From Wikipedia, the free encyclopedia
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
ChEMBL
ChemSpider
ECHA InfoCard100.165.015Edit this at Wikidata
EC Number
  • 637-297-7
KEGG
UNII
  • InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2
    Key: DPNGWXJMIILTBS-UHFFFAOYSA-N
  • n1cccc(c1)/C2=N/CCC2
Properties
C9H10N2
Molar mass146.193 g·mol−1
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H302,H315,H319,H335
P261,P264,P264+P265,P270,P271,P280,P301+P317,P302+P352,P304+P340,P305+P351+P338,P319,P321,P330,P332+P317,P337+P317,P362+P364,P403+P233,P405,P501
Related compounds
Related compounds
Isomyosamine
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Myosmine is analkaloid found intobacco[2] and other plants.[3] Chemically, it is closely related tonicotine. It inhibitsaromatase sevenfold more potently than nicotine.[4] It also releasesdopamine in adult but not adolescent rats.[5]

See also

[edit]

References

[edit]
  1. ^"Myosmine".pubchem.ncbi.nlm.nih.gov. Retrieved14 August 2023.
  2. ^Laszlo C, Kaminski K, Guan H, Fatarova M, Wei J, Bergounioux A, Schlage WK, Schorderet-Weber S, Guy PA, Ivanov NV, Lamottke K, Hoeng J (November 2022)."Fractionation and Extraction Optimization of Potentially Valuable Compounds and Their Profiling in Six Varieties of TwoNicotiana Species".Molecules.27 (22): 8105.doi:10.3390/molecules27228105.PMC 9694777.PMID 36432206.
  3. ^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.
  4. ^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.
  5. ^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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