N-Metilserotonin je triptaminski alkaloid. Hemijski, on je derivat serotonina u kome se metil grupa nalazi na alkil aminu. On se takođe naziva Nω-metilserotonin (Nω-metil-5-hidroksitriptamin).

N-Metilserotonin
Norbufotenine.svg
Nazivi
IUPAC naziv
3-[2-(Metilamino)ethyl]-1H-indol-5-ol
Drugi nazivi
Norbufotenin; Nω-Metilserotonin; N-Metil-5-hidroksitriptamin
Identifikacija
3D model (Jmol)
ChemSpider
Svojstva
C11H14N2O
Molarna masa 190,25 g·mol−1
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
Reference infokutije

N-Metilserotonin je prisutan u biljkama, životinjama, i gljivama. To obuhvata biljke, Actaea racemosa[3] i Zanthoxylum piperitum,[4] žabe Litoria aurea,[5] i Amanita pečurke.[6] Ovo jedinjenje se vezuje za nekoliko serotoninskih receptora, uključujući 5-HT7 i 5-HT1A receptore, sa visokim afinitetom (IC50 ≤ 2 nM) i selektivnošću.

ReferenceУреди

  1. ^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003.  уреди
  2. ^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1. 
  3. ^ Powell, SL; Gödecke, T; Nikolic, D; Chen, SN; Ahn, S; Dietz, B; Farnsworth, NR; Van Breemen, RB; Lankin, DC (2008). „In vitro serotonergic activity of black cohosh and identification of N(omega)-methylserotonin as a potential active constituent”. Journal of Agricultural and Food Chemistry. 56 (24): 11718—26. PMID 19049296. doi:10.1021/jf803298z. 
  4. ^ Yanase, E; Ohno, M; Harakawa, H; Nakatsuka, SI (2010). „Isolation of N,N-dimethyl and N-methylserotonin 5-O-β-glucosides from immature Zanthoxylum piperitum seeds”. Bioscience, Biotechnology, and Biochemistry. 74 (9): 1951—2. PMID 20834148. doi:10.1271/bbb.100261. 
  5. ^ McClean, Stephen; Robinson, Robert C.; Shaw, Chris; Smyth, W. Franklin (2002). „Characterization and determination of indole alkaloids in frog-skin secretions by electrospray ionization ion trap mass spectrometry”. Rapid Communications in Mass Spectrometry. 16 (5): 346—354. PMID 11857717. doi:10.1002/rcm.583. 
  6. ^ Tyler, V. E., Jr.; Groeger, D. (1964). „Amanita alkaloids. II. Amanita citrina and Amanita porphyria”. Planta Medica. 12 (4): 397—402. doi:10.1055/s-0028-1100193. 

Spoljašnje vezeУреди