N-Metilserotonin

N-Metilserotonin
	3-[2-(Metilamino)ethyl]-1H-indol-5-ol
Drugi nazivi	Norbufotenin; Nω-Metilserotonin; N-Metil-5-hidroksitriptamin
Identifikacija
CAS registarski broj	1134-01-6
PubChem	150885
ChemSpider	132989
Jmol-3D slike	Slika 1
SMILES
	Oc1cc2c(cc1)ncc2CCNC
InChI
	InChI=1S/C11H14N2O/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11/h2-3,6-7,12-14H,4-5H2,1H3 ; Kod: ASUSBMNYRHGZIG-UHFFFAOYSA-N InChI=1/C11H14N2O/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11/h2-3,6-7,12-14H,4-5H2,1H3; Kod: ASUSBMNYRHGZIG-UHFFFAOYAK
Svojstva
Molekulska formula	C11H14N2O
Molarna masa	190.24 g mol−1
	; ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

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^[4] i Zanthoxylum piperitum,^[5] žabe Litoria aurea,^[6] i Amanita pečurke.^[7] 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 uredi

↑ 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ 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.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Powell, SL; Gödecke, T; Nikolic, D; Chen, SN; Ahn, S; Dietz, B; Farnsworth, NR; Van Breemen, RB i dr.. (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. DOI:10.1021/jf803298z. PMID 19049296.
↑ 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. DOI:10.1271/bbb.100261. PMID 20834148.
↑ 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. DOI:10.1002/rcm.583. PMID 11857717.
↑ 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 uredi

Portal Hemija

[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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[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] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[Powell-4] Powell, SL; Gödecke, T; Nikolic, D; Chen, SN; Ahn, S; Dietz, B; Farnsworth, NR; Van Breemen, RB i dr.. (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. DOI:10.1021/jf803298z. PMID 19049296.

[5] 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. DOI:10.1271/bbb.100261. PMID 20834148.

[6] 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. DOI:10.1002/rcm.583. PMID 11857717.

[7] 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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