oxycodone (CHEBI:7852)

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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

Average Mass

315.36360

Monoisotopic Mass

315.14706

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.

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

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

Last Modified

22 February 2017