CHEBI:6807 - methadone

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ChEBI Name methadone
ChEBI ID CHEBI:6807
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H27NO
Net Charge 0
Average Mass 309.453
Monoisotopic Mass 309.20926
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): 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 mu-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.
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.
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.
Application(s): 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 mu-opioid receptor.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methadone (CHEBI:6807) has part dextromethadone (CHEBI:167308)
methadone (CHEBI:6807) has part levomethadone (CHEBI:136003)
methadone (CHEBI:6807) has role μ-opioid receptor agonist (CHEBI:55322)
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) is a racemate (CHEBI:60911)
Incoming methadone hydrochloride (CHEBI:50140) has part methadone (CHEBI:6807)
IUPAC Name
rac-6-(dimethylamino)-4,4-diphenylheptan-3-one
INNs Sources
metadona WHO MedNet
methadone WHO MedNet
méthadone WHO MedNet
methadonum WHO MedNet
Synonyms Sources
(±)-methadone ChemIDplus
(6RS)-6-(dimethylamino)-4,4-diphenylheptan-3-one IUPAC
(RS)-methadone ChEBI
dl-methadone NIST Chemistry WebBook
rac-6-dimethylamino-4,4-diphenyl-3-heptanone ChEBI
racemic methadone ChEBI
Manual Xrefs Databases
1728 DrugCentral
3953 ChemSpider
C07163 KEGG COMPOUND
D08195 KEGG DRUG
DB00333 DrugBank
HMDB0014477 HMDB
Methadone Wikipedia
View more database links
Registry Numbers Types Sources
2221454 Reaxys Registry Number Reaxys
3213669 Beilstein Registry Number Beilstein
76-99-3 CAS Registry Number ChemIDplus
76-99-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
22 January 2021