Drug General Information
Drug ID
D0UQ2X
Former ID
DIB020332
Drug Name
metergoline
Synonyms
liserdol; metergoline phenylmethyl ester; FI-6337
Drug Type
Small molecular drug
Indication Discovery agent Investigative [1]
Structure
Download
2D MOL
Formula
C25H29N3O2
InChI
InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
InChIKey
WZHJKEUHNJHDLS-QTGUNEKASA-N
PubChem Compound ID
PubChem Substance ID
Target and Pathway
Target(s) 5-hydroxytryptamine 2C receptor Target Info Antagonist [2]
5-hydroxytryptamine 1B receptor Target Info Antagonist [3]
5-hydroxytryptamine 1E receptor Target Info Antagonist [4]
5-hydroxytryptamine 1F receptor Target Info Antagonist [5]
5-hydroxytryptamine 5A receptor Target Info Antagonist [6]
5-hydroxytryptamine 1D receptor Target Info Antagonist [7]
5-hydroxytryptamine 7 receptor Target Info Antagonist [8]
5-hydroxytryptamine 2B receptor Target Info Antagonist [2]
5-hydroxytryptamine 2A receptor Target Info Antagonist [2]
5-hydroxytryptamine 6 receptor Target Info Antagonist [9]
KEGG Pathway Calcium signaling pathway
Neuroactive ligand-receptor interaction
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04024:cAMP signaling pathway
Serotonergic synapsehsa04024:cAMP signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
Serotonergic synapsehsa04014:Ras signaling pathway
Inflammatory mediator regulation of TRP channelshsa04020:Calcium signaling pathway
cAMP signaling pathway
PANTHER Pathway 5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP04374:5HT2 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
PathWhiz Pathway Excitatory Neural Signalling Through 5-HTR 7 and SerotoninPW000444:Excitatory Neural Signalling Through 5-HTR 6 and Serotonin
Reactome Serotonin receptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling events
WikiPathways Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR ligand binding
GPCR downstream signalingWP722:Serotonin HTR1 Group and FOS Pathway
GPCR downstream signaling
GPCRs, OtherWP58:Monoamine GPCRs
GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCRs, OtherWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
GPCR downstream signalingWP733:Serotonin Receptor 2 and STAT3 Signaling
SIDS Susceptibility Pathways
GPCRs, OtherWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
References
REF 1(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 133).
REF 2Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors. Naunyn Schmiedebergs Arch Pharmacol. 2004 Aug;370(2):114-23. Epub 2004 Jul 30.
REF 3Two amino acid differences in the sixth transmembrane domain are partially responsible for the pharmacological differences between the 5-HT1D beta and 5-HT1E 5-hydroxytryptamine receptors. J Neurochem. 1996 Nov;67(5):2096-103.
REF 4Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor. Eur J Pharmacol. 2004 Jan 26;484(2-3):127-39.
REF 5Cloning and characterization of the guinea pig 5-HT1F receptor subtype: a comparison of the pharmacological profile to the human species homolog. Neuropharmacology. 1997 Apr-May;36(4-5):569-76.
REF 6Cloning and characterisation of the human 5-HT5A serotonin receptor. FEBS Lett. 1994 Dec 5;355(3):242-6.
REF 7Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor. Mol Pharmacol. 1991 Aug;40(2):143-8.
REF 8Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase. J Biol Chem. 1993 Nov 5;268(31):23422-6.
REF 9The 5-hydroxytryptamine6 receptor-selective radioligand [3H]Ro 63-0563 labels 5-hydroxytryptamine receptor binding sites in rat and porcine striatum. Mol Pharmacol. 1998 Sep;54(3):577-83.

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