CHEBI:6809 - methamphetamine

ChEBI IDCHEBI:6809
ChEBI Namemethamphetamine
Stars
DefinitionA member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent.
Last Modified4 September 2025
DownloadsMolfile
FormulaC10H15N
Net Charge0
Average Mass149.237
Monoisotopic Mass149.12045
SMILESCN[C@@H](C)Cc1ccccc1
InChIInChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1
InChIKeyMYWUZJCMWCOHBA-VIFPVBQESA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
neurotoxin  A poison that interferes with the functions of the nervous system.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Applications:
psychotropic drug  A loosely defined grouping of drugs that have effects on psychological function.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
methamphetamine (CHEBI:6809) has functional parent (S)-amphetamine (CHEBI:4469)
methamphetamine (CHEBI:6809) has role central nervous system stimulant (CHEBI:35337)
methamphetamine (CHEBI:6809) has role environmental contaminant (CHEBI:78298)
methamphetamine (CHEBI:6809) has role neurotoxin (CHEBI:50910)
methamphetamine (CHEBI:6809) has role psychotropic drug (CHEBI:35471)
methamphetamine (CHEBI:6809) has role xenobiotic (CHEBI:35703)
methamphetamine (CHEBI:6809) is a amphetamines (CHEBI:35338)
methamphetamine (CHEBI:6809) is a secondary amine (CHEBI:32863)
methamphetamine (CHEBI:6809) is conjugate base of methamphetamine(1+) (CHEBI:132297)
Incoming Relation(s)
(S)-(+)-4-(5-carboxypentyl)methamphetamine (CHEBI:67238) has functional parent methamphetamine (CHEBI:6809)
N-(4-aminobutyl)-D-methamphetamine (CHEBI:235379) has functional parent methamphetamine (CHEBI:6809)
4-hydroxymethamphetamine (CHEBI:76833) has functional parent methamphetamine (CHEBI:6809)
methamphetamine(1+) (CHEBI:132297) is conjugate acid of methamphetamine (CHEBI:6809)
IUPAC Name 
(2S)-N-methyl-1-phenylpropan-2-amine
INNs  Source
metanfetaminaWHO MedNet
metamfetamineWHO MedNet
metamfetaminumWHO MedNet
métamfétamineWHO MedNet
Synonyms  Source
MethamphetamineKEGG COMPOUND
(S)-N,α-dimethylbenzeneethanamineChemIDplus
(+)-(S)-N-α-dimethylphenethylamineNIST Chemistry WebBook
methyl-β-phenylisopropylamineNIST Chemistry WebBook
d-deoxyephedrineChemIDplus
d-desoxyephedrineChemIDplus
Manual XrefsDatabases
C07164KEGG COMPOUND
MethamphetamineWikipedia
DB01577DrugBank
B40PDBeChem
HMDB0015517HMDB
D08187KEGG DRUG
1732DrugCentral
Registry NumbersSources
Reaxys:2207147Reaxys
CAS:537-46-2KEGG COMPOUND
CAS:537-46-2ChemIDplus
CAS:537-46-2NIST Chemistry WebBook
Citations