CHEBI:7852 - oxycodone

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ChEBI Name oxycodone
ChEBI ID CHEBI:7852
Definition A semisynthetic opioid of formula C18H21NO4 that is derived from thebaine. It is a moderately potent opioid analgesic, generally used for relief of moderate to severe pain.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H21NO4
Net Charge 0
Average Mass 315.36360
Monoisotopic Mass 315.147
InChI InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1
InChIKey BRUQQQPBMZOVGD-XFKAJCMBSA-N
SMILES COc1ccc2C[C@H]3N(C)CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O
Roles Classification
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.
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.
antitussive
An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
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ChEBI Ontology
Outgoing oxycodone (CHEBI:7852) has functional parent thebaine (CHEBI:9519)
oxycodone (CHEBI:7852) has parent hydride morphinan (CHEBI:35649)
oxycodone (CHEBI:7852) has role μ-opioid receptor agonist (CHEBI:55322)
oxycodone (CHEBI:7852) has role antitussive (CHEBI:51177)
oxycodone (CHEBI:7852) has role opioid analgesic (CHEBI:35482)
oxycodone (CHEBI:7852) is a organic heteropentacyclic compound (CHEBI:38164)
oxycodone (CHEBI:7852) is a semisynthetic derivative (CHEBI:72588)
oxycodone (CHEBI:7852) is conjugate base of oxycodone(1+) (CHEBI:134686)
Incoming oxycodone(1+) (CHEBI:134686) is conjugate acid of oxycodone (CHEBI:7852)
IUPAC Name
14-hydroxy-3-methoxy-17-methyl-4,5α-epoxymorphinan-6-one
INNs Sources
oxicodona WHO MedNet
oxycodone WHO MedNet
oxycodone ChemIDplus
oxycodonum WHO MedNet
Synonyms Sources
(-)-14-Hydroxydihydrocodeinone ChemIDplus
4,5-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ChemIDplus
4,5α-Epoxy-14-hydroxy-3-methoxy-17-methylmorphinan-6-one ChemIDplus
Dihydro-14-hydroxycodeinone ChemIDplus
Dihydrohydroxycodeinone ChemIDplus
Dihydroxycodeinone ChemIDplus
Oxycodone KEGG COMPOUND
Database Links Databases
2029 DrugCentral
C08018 KEGG COMPOUND
D05312 KEGG DRUG
DB00497 DrugBank
Oxycodone Wikipedia
View more database links
Registry Numbers Types Sources
43446 Beilstein Registry Number Beilstein
76-42-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27093887 PubMed citation Europe PMC
27873179 PubMed citation Europe PMC
27921252 PubMed citation Europe PMC
28074831 PubMed citation Europe PMC
28080998 PubMed citation Europe PMC
28107783 PubMed citation Europe PMC
28127624 PubMed citation Europe PMC
28170358 PubMed citation Europe PMC
28194654 PubMed citation Europe PMC
28205004 PubMed citation Europe PMC
Last Modified
22 February 2017