Bovine Metabolome Database: Showing metabocard for (R)-Amphetamine (BMDB0012128)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:32:52 UTC

Update Date

2020-04-22 15:48:37 UTC

BMDB ID

BMDB0012128

Secondary Accession Numbers

BMDB12128

Metabolite Identification

Common Name

(R)-Amphetamine

Description

(R)-Amphetamine, also known as levamphetamine or centramina, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Based on a literature review a small amount of articles have been published on (R)-Amphetamine.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(-)-Amphetamine	ChEBI
(-)-Phenylisopropylamine	ChEBI
(R)-alpha-Methylbenzeneethanamine	ChEBI
(R)-alpha-Methylphenethylamine	ChEBI
Levamfetamine	ChEBI
Levamphetamine	ChEBI
(R)-a-Methylbenzeneethanamine	Generator
(R)-Α-methylbenzeneethanamine	Generator
(R)-a-Methylphenethylamine	Generator
(R)-Α-methylphenethylamine	Generator
Amfetamine	MeSH
Amphetamine	MeSH
Amphetamine sulfate	MeSH
Amphetamine sulfate (2:1)	MeSH
Centramina	MeSH
Desoxynorephedrin	MeSH
Fenamine	MeSH
Levoamphetamine	MeSH
Mydrial	MeSH
Phenamine	MeSH
Phenopromin	MeSH
Sulfate, amphetamine	MeSH
Thyramine	MeSH
L Amphetamine	MeSH
Levo amphetamine	MeSH
Levo-amphetamine	MeSH
(R)-a-Methyl-benzeneethanamine	HMDB
(R)-alpha-Methyl-benzeneethanamine	HMDB
(R)-Phenaminum	HMDB
(R)-Phenylisopropylamine	HMDB
L-(R)-Amphetamine	HMDB
L-a-Methylphenethylamine	HMDB
L-alpha-Methylphenethylamine	HMDB
L-Amphetamine	HMDB
Miquel brand OF amfetamine sulfate	MeSH, HMDB

Chemical Formula

C₉H₁₃N

Average Molecular Weight

135.2062

Monoisotopic Molecular Weight

135.104799421

IUPAC Name

(2R)-1-phenylpropan-2-amine

Traditional Name

(-)-amphetamine

CAS Registry Number

156-34-3

SMILES

C[C@@H](N)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m1/s1

InChI Key

KWTSXDURSIMDCE-MRVPVSSYSA-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
Phenylpropane
Aralkylamine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amphetamine (CHEBI:42724 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.85	ALOGPS
logP	1.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	10.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	43.71 m³·mol⁻¹	ChemAxon
Polarizability	16.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon