2-methyl-5-HT   Click here for help

GtoPdb Ligand ID: 218

Synonyms: 2-Me-5-HT | 2-methyl-5-hydroxytryptamine | 2-methylserotonin
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 62.04
Molecular weight 190.11
XLogP 1.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cc1c(CCN)c2c([nH]1)ccc(c2)O
Isomeric SMILES Cc1c(CCN)c2c([nH]1)ccc(c2)O
InChI InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3
InChI Key WYWNEDARFVJQSG-UHFFFAOYSA-N
References
1. Adham N, Kao HT, Schecter LE, Bard J, Olsen M, Urquhart D, Durkin M, Hartig PR, Weinshank RL, Branchek TA. (1993)
Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase.
Proc. Natl. Acad. Sci. U.S.A., 90 (2): 408-12. [PMID:8380639]
2. Belelli D, Balcarek JM, Hope AG, Peters JA, Lambert JJ, Blackburn TP. (1995)
Cloning and functional expression of a human 5-hydroxytryptamine type 3AS receptor subunit.
Mol. Pharmacol., 48 (6): 1054-62. [PMID:8848005]
3. Boess FG, Monsma Jr FJ, Carolo C, Meyer V, Rudler A, Zwingelstein C, Sleight AJ. (1997)
Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells.
Neuropharmacology, 36 (4-5): 713-20. [PMID:9225298]
4. Davies PA, Pistis M, Hanna MC, Peters JA, Lambert JJ, Hales TG, Kirkness EF. (1999)
The 5-HT3B subunit is a major determinant of serotonin-receptor function.
Nature, 397 (6717): 359-63. [PMID:9950429]
5. Hope AG, Peters JA, Brown AM, Lambert JJ, Blackburn TP. (1996)
Characterization of a human 5-hydroxytryptamine3 receptor type A (h5-HT3R-AS) subunit stably expressed in HEK 293 cells.
Br. J. Pharmacol., 118 (5): 1237-45. [PMID:8818349]
6. Ito H, Kiso T, Miyata K, Kamato T, Yuki H, Akuzawa S, Nagakura Y, Yamano M, Suzuki M, Naitoh Y et al.. (2000)
Pharmacological profile of YM-31636, a novel 5-HT3 receptor agonist, in vitro.
Eur. J. Pharmacol., 409 (2): 195-201. [PMID:11104834]
7. Lankiewicz S, Lobitz N, Wetzel CH, Rupprecht R, Gisselmann G, Hatt H. (1998)
Molecular cloning, functional expression, and pharmacological characterization of 5-hydroxytryptamine3 receptor cDNA and its splice variants from guinea pig.
Mol. Pharmacol., 53 (2): 202-12. [PMID:9463477]
8. Leysen JE, Gommeren W, Heylen L, Luyten WH, Van de Weyer I, Vanhoenacker P, Haegeman G, Schotte A, Van Gompel P, Wouters R et al.. (1996)
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan.
Mol. Pharmacol., 50 (6): 1567-80. [PMID:8967979]
9. Miyake A, Mochizuki S, Takemoto Y, Akuzawa S. (1995)
Molecular cloning of human 5-hydroxytryptamine3 receptor: heterogeneity in distribution and function among species.
Mol. Pharmacol., 48 (3): 407-16. [PMID:7565620]
10. Wainscott DB, Cohen ML, Schenck KW, Audia JE, Nissen JS, Baez M, Kursar JD, Lucaites VL, Nelson DL. (1993)
Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor.
Mol. Pharmacol., 43 (3): 419-26. [PMID:8450835]
11. Weinshank RL, Zgombick JM, Macchi MJ, Branchek TA, Hartig PR. (1992)
Human serotonin 1D receptor is encoded by a subfamily of two distinct genes: 5-HT1D alpha and 5-HT1D beta.
Proc. Natl. Acad. Sci. U.S.A., 89 (8): 3630-4. [PMID:1565658]