Alfa-metilserotonin

α-Metilserotonin
(IUPAC) ime
	3-(2-aminopropyl)-1H-indol-5-ol
Klinički podaci
Identifikatori
CAS broj	304-52-9
ATC kod	nije dodeljen
PubChem	2107
ChemSpider	2023
ChEMBL	CHEMBL275854
Hemijski podaci
Formula	C11H14N2O
Mol. masa	190.242 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C11H14N2O/c1-7(12)4-8-6-13-11-3-2-9(14)5-10(8)11/h2-3,5-7,13-14H,4,12H2,1H3 ; Key: LYPCGXKCQDYTFV-UHFFFAOYSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	Nije kontrolisan
Način primene	Oralno

α-Metilserotonin (αMS, α-metil-5-hidroksitriptamin, α-metil-5-„HT“, 5-hidroksi-α-metiltriptamin, 5-HO-αMT), je triptaminski derivat blisko srodan neurotransmiteru serotoninu (5-HT). On deluje kao neselektivni agonist serotoninskog receptora i ekstenzivno se koristi u naučnim istraživanjima funkcije serotoninskog sistema.^[5]

Za razliku od serotonina, αMS nije metabolisan monoamin oksidazom zato što α-metil substituent blokira pristup enzima aminu. Posledica toga je da on ima mnogo duži poluživot.^[6]^[7] Slično serotoninu, αMS u maloj meri prolazi kroz krvno-moždanu barijeru zbog svoje slobodne hidroksilne grupe, tako da ima slabe mentalne efekte.^[6]

Povezano

Literatura

↑ 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
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Ismaiel AM, Titeler M, Miller KJ, Smith TS, Glennon RA (February 1990). „5-HT1 and 5-HT2 binding profiles of the serotonergic agents alpha-methylserotonin and 2-methylserotonin”. Journal of Medicinal Chemistry 33 (2): 755–8. PMID 2299641.
↑ ^6,0 ^6,1 „Erowid Online Books : "TIHKAL" - #48 a-MT”.
↑ Diksic M, Nagahiro S, Sourkes TL, Yamamoto YL (January 1990). „A new method to measure brain serotonin synthesis in vivo. I. Theory and basic data for a biological model”. Journal of Cerebral Blood Flow and Metabolism 10 (1): 1–12. PMID 2298826.

[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

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[pmid2299641-5] Ismaiel AM, Titeler M, Miller KJ, Smith TS, Glennon RA (February 1990). „5-HT1 and 5-HT2 binding profiles of the serotonergic agents alpha-methylserotonin and 2-methylserotonin”. Journal of Medicinal Chemistry 33 (2): 755–8. PMID 2299641.

[urlErowid_Online_Books_:_TIHKAL_-_#48_a-MT-6] 6,0 ^6,1 „Erowid Online Books : "TIHKAL" - #48 a-MT”.

[pmid2298826-7] Diksic M, Nagahiro S, Sourkes TL, Yamamoto YL (January 1990). „A new method to measure brain serotonin synthesis in vivo. I. Theory and basic data for a biological model”. Journal of Cerebral Blood Flow and Metabolism 10 (1): 1–12. PMID 2298826.

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