ContaminantDB: 3,4-methylenedioxymethamphetamine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 11:14:14 UTC

Update Date

2016-11-09 01:22:59 UTC

Accession Number

CHEM043753

Identification

Common Name

3,4-methylenedioxymethamphetamine

Class

Small Molecule

Description

A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a 2-(methylamino)propyl group at position 5.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(RS)-3,4-(Methylenedioxy)methamphetamine	ChEBI
1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine	ChEBI
DL-(3,4-Methylenedioxy)methamphetamine	ChEBI
Ecstasy	ChEBI
MDMA	ChEBI
N,alpha-Dimethyl-1,3-benzodioxole-5-ethanamine	ChEBI
N-Methyl-3,4-methylenedioxyamphetamine	ChEBI
N,a-Dimethyl-1,3-benzodioxole-5-ethanamine	Generator
N,Α-dimethyl-1,3-benzodioxole-5-ethanamine	Generator
Ecstasy (drug)	MeSH
Hydrochloride, N-methyl-3,4-methylenedioxyamphetamine	MeSH
Methylenedioxymethamphetamine	MeSH
N Methyl 3,4 methylenedioxyamphetamine	MeSH
N Methyl 3,4 methylenedioxyamphetamine hydrochloride	MeSH
N-Methyl-3,4-methylenedioxyamphetamine hydrochloride	MeSH

Chemical Formula

C₁₁H₁₅NO₂

Average Molecular Mass

193.242 g/mol

Monoisotopic Mass

193.110 g/mol

CAS Registry Number

42542-10-9

IUPAC Name

[1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](methyl)amine

Traditional Name

MDMA

SMILES

CNC(C)CC1=CC2=C(OCO2)C=C1

InChI Identifier

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

InChI Key

SHXWCVYOXRDMCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Aralkylamine
Benzenoid
Oxacycle
Secondary amine
Secondary aliphatic amine
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodioxoles (CHEBI:1391 )
amphetamines (CHEBI:1391 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.22 g/L	ALOGPS
logP	1.65	ALOGPS
logP	1.86	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	10.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	30.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.25 m³·mol⁻¹	ChemAxon
Polarizability	21.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9400000000-360e5a8ee3bedf21b35d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0bti-0900000000-1a28636828a7b4fba7a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0900000000-9f6740a4cf53bb143e38	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0900000000-ae25129bb130708d0a99	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0900000000-d6f476419cc850f4c75b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a5i-0900000000-856b4946fd17f215f5d6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4r-1900000000-a75796025d8746c75458	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a6r-4900000000-9902e8afbb6b491db024	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-056r-9500000000-45882ee03a98bc7eca6f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0fba-9200000000-e98cccad079b0b085d33	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0ufr-9100000000-2c72b7f5adc413801f6d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - -1V, Positive	splash10-0bti-0900000000-92d1138e523510596cad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-03di-0900000000-ed05ade3a13a3c0598b2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-03di-0900000000-4ffef12351c79726e4cb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a5i-0900000000-d3bd66b90abe718c57bb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-03di-0900000000-fc956c92472ce3e31a0e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4r-1900000000-0a0354c52bbf2f9d3de1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0a6r-4900000000-f132002463b731553143	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 150V, Positive	splash10-0fba-9200000000-1e6d77f9bfcb3d065b21	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 120V, Positive	splash10-056r-9500000000-ea72a05738715da90779	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-07487895a15c2b4ef6d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-2900000000-c688bbd5e3d8d7a70194	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-067i-7900000000-81c6af779e008bc5f06f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-ad82e5237b2c746a7f57	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0900000000-0b7aca4ca9e3a77e574e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0r3a-6900000000-c992c8b9b1953ab2a344	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB01454

HMDB ID

HMDB0254382

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15062945

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18570171

3,4-methylenedioxymethamphetamine (CHEM043753)

Structure for CHEM043753: 3,4-methylenedioxymethamphetamine