ContaminantDB: 2,5-Dimethoxy-4-Iodoamfetamine (DOI)

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

Record Information

Version

1.0

Creation Date

2016-06-03 13:49:09 UTC

Update Date

2016-11-09 01:23:26 UTC

Accession Number

CHEM045922

Identification

Common Name

2,5-Dimethoxy-4-Iodoamfetamine (DOI)

Class

Small Molecule

Description

An organoiodine compound that is amphetamine bearing two methoxy substituents at positions 2 and 5 as well as an iodo substituent at position 4.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane	ChEBI
1-(4-Iodo-2,5-dimethoxyphenyl)-2-aminopropane	ChEBI
2,5-Dimethoxy-4-iodoamphetamine	ChEBI
2,5-Dimethoxy-4-iodophenylisopropylamine	ChEBI
4-DOI	ChEBI
4-Iodo-2,5-dimethoxyphenylisopropylamine	ChEBI
2,5-Dimethoxy-4-iodoamphetamine hydrochloride	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine hydrochloride, (+-)-isomer	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine hydrochloride, (R)-isomer	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine, (+-)-isomer	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine, (R)-isomer	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine, 123I-labeled	MeSH, HMDB
4-iodo-2,5-Dimethoxyphenylisopropylamine, 131I-labeled	MeSH, HMDB
DOI CPD	MeSH, HMDB
DOI-P	MeSH, HMDB

Chemical Formula

C₁₁H₁₆INO₂

Average Molecular Mass

321.158 g/mol

Monoisotopic Mass

321.023 g/mol

CAS Registry Number

82864-02-6

IUPAC Name

1-(4-iodo-2,5-dimethoxyphenyl)propan-2-amine

Traditional Name

1-(4-iodo-2,5-dimethoxyphenyl)propan-2-amine

SMILES

COC1=CC(I)=C(OC)C=C1CC(C)N

InChI Identifier

InChI=1S/C11H16INO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3

InChI Key

BGMZUEKZENQUJY-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
P-dimethoxybenzene
Dimethoxybenzene
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Halobenzene
Aralkylamine
Iodobenzene
Aryl halide
Aryl iodide
Ether
Organoiodide
Organohalogen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organoiodine compound (CHEBI:64629 )
amphetamines (CHEBI:64629 )
dimethoxybenzene (CHEBI:64629 )

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	0.036 g/L	ALOGPS
logP	2.7	ALOGPS
logP	2.42	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.99 m³·mol⁻¹	ChemAxon
Polarizability	27.27 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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	splash10-0006-9164000000-8670b9e41db86f9e5647	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-0009000000-7e1b709f08f2b8b4e341	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-1039000000-b428da251f63657d2e7a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05gu-8090000000-63d10d52bd6880b50b4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-f472942727229979f72c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-0129000000-d9ab02ebceb94dcffa49	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0079-3492000000-f6b5a951bef941808ba5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-0009000000-ad3ec49d3e0823f30c05	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-0049000000-e127d15849f12aafcbdd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-7290000000-8141c19f7e7ad8a420c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0069000000-7fbfba80a34bab33c742	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0689000000-62617a414351d313825d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0920000000-382457d1193d6d3250d7	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

Not Available

HMDB ID

HMDB0260203

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

Not Available

Chemspider ID

1192

ChEBI ID

64629

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

2,5-Dimethoxy-4-Iodoamfetamine (DOI) (CHEM045922)

Structure for CHEM045922: 2,5-Dimethoxy-4-Iodoamfetamine (DOI)