Drug General Information
Drug ID	D0EX3I
Former ID	DNC003324
Drug Name	3,4-Methylenedioxymethamphetamine
Drug Type	Small molecular drug
Indication	Discovery agent		Investigative	[467812]
Structure		Download 2D MOL 3D MOL
Formula	C11H15NO2
InChI	InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3
InChIKey	SHXWCVYOXRDMCX-UHFFFAOYSA-N
CAS Number	CAS 42542-10-9
PubChem Compound ID	1615
PubChem Substance ID	9780, 841181, 3249434, 5656638, 7979873, 8147054, 8151203, 10522572, 11336137, 11361376, 11462348, 14748568, 24439938, 46506404, 47365284, 47810836, 47959850, 49884640, 49884641, 50113079, 50876016, 53790135, 57320955, 87245064, 103225016, 103923364, 104298224, 124893453, 125350416, 129238625, 132566090, 134346093, 135001385, 137105423, 139665247, 160964717, 162898916, 164846357, 175443907, 178101295, 179116536, 184533298, 223878256, 226428474, 241079561, 249924006
Target and Pathway
Target(s)	5-hydroxytryptamine 2C receptor	Target Info	Agonist	[551382]
	Synaptic vesicle amine transporter	Target Info	Antagonist	[551382]
	Sodium-dependent noradrenaline transporter	Target Info	Modulator	[551382]
	Sodium-dependent dopamine transporter	Target Info	Modulator	[551382]
	5-hydroxytryptamine 2A receptor	Target Info	Agonist	[551382]
	5-hydroxytryptamine 2B receptor	Target Info	Agonist	[551382]
	Sodium-dependent serotonin transporter	Target Info	Modulator	[551382]
KEGG Pathway	Calcium signaling pathway
	Neuroactive ligand-receptor interaction
	Gap junction
	Serotonergic synapse
	Inflammatory mediator regulation of TRP channelshsa04721:Synaptic vesicle cycle
	Dopaminergic synapse
	Parkinson's disease
	Cocaine addiction
	Amphetamine addiction
	Alcoholismhsa04728:Dopaminergic synapse
	Alcoholismhsa04020:Calcium signaling pathway
	Inflammatory mediator regulation of TRP channelshsa04020:Calcium signaling pathway
	Inflammatory mediator regulation of TRP channelshsa04726:Serotonergic synapse
NetPath Pathway	TCR Signaling Pathway
PANTHER Pathway	5HT2 type receptor mediated signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
	5HT1 type receptor mediated signaling pathway
	5HT2 type receptor mediated signaling pathway
	5HT3 type receptor mediated signaling pathway
	5HT4 type receptor mediated signaling pathway
	Dopamine receptor mediated signaling pathway
	Nicotine pharmacodynamics pathway
	CCKR signaling map STP00001:Adrenaline and noradrenaline biosynthesisP00001:Adrenaline and noradrenaline biosynthesis
	Parkinson disease
	Dopamine receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP04373:5HT1 type receptor mediated signaling pathway
Pathway Interaction Database	Alpha-synuclein signaling
Reactome	Serotonin receptors
	G alpha (q) signalling eventsR-HSA-181430:Norepinephrine Neurotransmitter Release Cycle
	Na+/Cl- dependent neurotransmitter transportersR-HSA-442660:Na+/Cl- dependent neurotransmitter transportersR-HSA-442660:Na+/Cl- dependent neurotransmitter transportersR-HSA-390666:Serotonin receptors
	G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
	G alpha (q) 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 signalingWP2855:Dopaminergic Neurogenesis
	Synaptic Vesicle Pathway
	Neurotransmitter Release Cycle
	Nicotine Activity on Dopaminergic NeuronsWP727:Monoamine Transport
	NRF2 pathway
	Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compoundsWP727:Monoamine Transport
	Dopaminergic Neurogenesis
	Parkinsons Disease Pathway
	Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compounds
	Neurotransmitter Clearance In The Synaptic CleftWP733:Serotonin Receptor 2 and STAT3 Signaling
	SIDS Susceptibility Pathways
	GPCR downstream signaling
	GPCRs, OtherWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
	GPCR downstream signalingWP727:Monoamine Transport
	Serotonin Transporter Activity
References
Ref 467812	(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: 4574).
Ref 551382	The origin of <span class="caps">MDMA</span> (ecstasy) revisited: the true story reconstructed from the original documents. Addiction. 2006 Sep;101(9):1241-5.

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