CHEBI:1391 - 3,4-methylenedioxymethamphetamine

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ChEBI Name 3,4-methylenedioxymethamphetamine
ChEBI ID CHEBI:1391
Definition A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a 2-(methylamino)propyl group at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H15NO2
Net Charge 0
Average Mass 193.24234
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
SMILES CNC(C)Cc1ccc2OCOc2c1
Roles Classification
Biological Role(s): neurotoxin
A poison that interferes with the functions of the nervous system.
Application(s): central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
(via amphetamines )
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ChEBI Ontology
Outgoing 3,4-methylenedioxymethamphetamine (CHEBI:1391) has role neurotoxin (CHEBI:50910)
3,4-methylenedioxymethamphetamine (CHEBI:1391) is a amphetamines (CHEBI:35338)
3,4-methylenedioxymethamphetamine (CHEBI:1391) is a benzodioxoles (CHEBI:38298)
IUPAC Name
1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
Synonyms Sources
(RS)-3,4-(methylenedioxy)methamphetamine ChemIDplus
1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine NIST Chemistry WebBook
3,4-Methylenedioxymethamphetamine KEGG COMPOUND
DL-(3,4-Methylenedioxy)methamphetamine ChemIDplus
MDMA KEGG COMPOUND
MDMA ChemIDplus
N,α-dimethyl-1,3-benzodioxole-5-ethanamine NIST Chemistry WebBook
N-Methyl-3,4-methylenedioxyamphetamine KEGG COMPOUND
Database Links Databases
C07577 KEGG COMPOUND
DB01454 DrugBank
HMDB41931 HMDB
MDMA Wikipedia
View more database links
Registry Numbers Types Sources
158675 Reaxys Registry Number Reaxys
42542-10-9 CAS Registry Number KEGG COMPOUND
42542-10-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15062945 PubMed citation CiteXplore
18570171 PubMed citation CiteXplore
Last Modified
30 January 2015
General Comment
2005-08-19 The active ingredient in the recreational drug ecstasy.