Drug General Information
Drug ID	D0SP2J
Former ID	DIB019034
Drug Name	bufotenine
Synonyms	DM5-HT; dimethylserotonin; N,N-dimethyl-5-HT; N,N-dimethylserotonin; 5-OH-DMT
Drug Type	Small molecular drug
Indication	Discovery agent		Investigative	[538916]
Structure		Download 2D MOL
Formula	C12H16N2O
InChI	InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3
InChIKey	VTTONGPRPXSUTJ-UHFFFAOYSA-N
PubChem Compound ID	10257
PubChem Substance ID	10497, 396834, 595001, 6308314, 8157399, 10523919, 12015261, 14822340, 29228776, 46507174, 46530531, 47440788, 47589506, 47885916, 49984707, 50413991, 57326082, 58005029, 85209815, 94524805, 103172929, 103934497, 104322802, 124954092, 126579212, 126736670, 129525791, 131727789, 134973156, 135584581, 135650030, 137002805, 144206443, 160964711, 162159006, 162955505, 164807342, 179226198, 184585265, 198955790, 203093598, 206256315, 226830471, 249924472
Target and Pathway
Target(s)	5-hydroxytryptamine 1D receptor	Target Info	Antagonist	[534292]
	5-hydroxytryptamine 2A receptor	Target Info	Antagonist	[534136]
	5-hydroxytryptamine 6 receptor	Target Info	Antagonist	[534430]
	5-hydroxytryptamine 7 receptor	Target Info	Agonist	[534022]
	5-hydroxytryptamine 5A receptor	Target Info	Antagonist	[534080]
KEGG Pathway	cAMP signaling pathway
	Neuroactive ligand-receptor interaction
	Serotonergic synapsehsa04020:Calcium signaling pathway
	Gap junction
	Serotonergic synapse
	Inflammatory mediator regulation of TRP channelshsa04020:Calcium signaling pathway
	Serotonergic synapsehsa04014:Ras signaling pathway
	Calcium signaling pathway
PANTHER Pathway	Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
	5HT1 type receptor mediated signaling pathwayP04374:5HT2 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 pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
PathWhiz Pathway	Excitatory Neural Signalling Through 5-HTR 6 and SerotoninPW000443:Excitatory Neural Signalling Through 5-HTR 7 and Serotonin
Reactome	Serotonin receptors
	G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
	G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
	G alpha (s) signalling eventsR-HSA-390666:Serotonin receptors
	G alpha (i) signalling events
WikiPathways	Serotonin HTR1 Group and FOS Pathway
	Monoamine GPCRs
	GPCRs, Class A Rhodopsin-like
	GPCR ligand binding
	GPCR downstream signalingWP733:Serotonin Receptor 2 and STAT3 Signaling
	Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
	SIDS Susceptibility Pathways
	Gastrin-CREB signalling pathway via PKC and MAPK
	GPCR downstream signaling
	GPCRs, OtherWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
	GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
	GPCRs, OtherWP58:Monoamine GPCRs
References
Ref 538916	(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: 144).
Ref 534022	Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase. Mol Pharmacol. 1993 Aug;44(2):229-36.
Ref 534080	Expression of functional mouse 5-HT5A serotonin receptor in the methylotrophic yeast Pichia pastoris: pharmacological characterization and localization. FEBS Lett. 1995 Dec 27;377(3):451-6.
Ref 534136	Mapping the binding site pocket of the serotonin 5-Hydroxytryptamine2A receptor. Ser3.36(159) provides a second interaction site for the protonated amine of serotonin but not of lysergic acid diethylamide or bufotenin. J Biol Chem. 1996 Jun 21;271(25):14672-5.
Ref 534292	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. 1996 Dec;50(6):1567-80.
Ref 534430	Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells. Neuropharmacology. 1997 Apr-May;36(4-5):713-20.

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