N-Metilserotonin

N-Metilserotonin
Nazivi
	IUPAC naziv 3-[2-(Metilamino)ethyl]-1H-indol-5-ol
	Drugi nazivi Norbufotenin; Nω-Metilserotonin; N-Metil-5-hidroksitriptamin
Identifikacija
CAS broj	1134-01-6 ;
3D model (Jmol)	interaktivna slika;
ChemSpider	132989;
PubChem C ID	150885;
	SMILES Oc1cc2c(cc1)ncc2CCNC; ; ; ; ; ;
Svojstva
Hemijska formula	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 triptaminski alkaloid. Hemijski, on je derivat serotonina u kome se metil grupa nalazi na alkil aminu. On se takođe naziva N_ω-metilserotonin (N_ω-metil-5-hidroksitriptamin).

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-HT_1A receptore, sa visokim afinitetom (IC₅₀ ≤ 2 nM) i selektivnošću.

Reference

^ 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
^ 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.
^ 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.
^ 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.
^ 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.
^ 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 veze

[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.

[Powell-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.

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