CHEBI:6807 - methadone

ChEBI IDCHEBI:6807
ChEBI Namemethadone
Stars
DefinitionA racemate comprising equimolar amounts of dextromethadone and levomethadone. It is a opioid analgesic which is used as a painkiller and as a substitute for heroin in the treatment of heroin addiction.
Last Modified22 January 2021
FormulaC21H27NO
Net Charge0
Average Mass309.453
Monoisotopic Mass309.20926
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
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.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
NMDA receptor antagonist  Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Applications:
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
ChEBI Ontology
Outgoing Relation(s)
methadone (CHEBI:6807) has part dextromethadone (CHEBI:167308)
methadone (CHEBI:6807) has part levomethadone (CHEBI:136003)
methadone (CHEBI:6807) has role environmental contaminant (CHEBI:78298)
methadone (CHEBI:6807) has role NMDA receptor antagonist (CHEBI:60643)
methadone (CHEBI:6807) has role opioid analgesic (CHEBI:35482)
methadone (CHEBI:6807) has role serotonin uptake inhibitor (CHEBI:50949)
methadone (CHEBI:6807) has role xenobiotic (CHEBI:35703)
methadone (CHEBI:6807) has role μ-opioid receptor agonist (CHEBI:55322)
methadone (CHEBI:6807) is a racemate (CHEBI:60911)
Incoming Relation(s)
methadone hydrochloride (CHEBI:50140) has part methadone (CHEBI:6807)
IUPAC Name 
rac-6-(dimethylamino)-4,4-diphenylheptan-3-one
INNs  Source
metadonaWHO MedNet
methadoneWHO MedNet
méthadoneWHO MedNet
methadonumWHO MedNet
Synonyms  Source
(6RS)-6-(dimethylamino)-4,4-diphenylheptan-3-oneIUPAC
dl-methadoneNIST Chemistry WebBook
rac-6-dimethylamino-4,4-diphenyl-3-heptanoneChEBI
(RS)-methadoneChEBI
(±)-methadoneChemIDplus
racemic methadoneChEBI
Manual XrefsDatabases
1728DrugCentral
3953ChemSpider
C07163KEGG COMPOUND
D08195KEGG DRUG
DB00333DrugBank
HMDB0014477HMDB
MethadoneWikipedia
Registry NumbersSources
Reaxys:2221454Reaxys
Beilstein:3213669Beilstein
CAS:76-99-3NIST Chemistry WebBook
CAS:76-99-3ChemIDplus
Citations