Drug/Small Molecule:
oxycodone

2D structure

Overview

Generic Names: Dihydrohydroxycodeinone; Dihydrohydroxycondeinone; Dihydrone; Oxicodona [INN-Spanish]; Oxycodone Hcl; Oxycodone Hydrochloride; Oxycodonum [INN-Latin]; PTI-821; oxycodone
Trade Names: Combunox; Dihydroxycodeinone; Dinarkon; Diphydrone; Endocet; Endodan; Endone; Eubine; Eucodal; Eucodalum; Eukodal; Eutagen; Oxanest; Oxicon; Oxicone; Oxikon; OxyFAST; OxyIR; OxyNorm; Oxycodeinone; Oxycodon; Oxycon; Oxycontin; Pancodine; Percobarb; Percodan; Percolone; Remoxy; Roxicodone; Supendol; Supeudol; Tecodin; Tekodin; Thecodine; Thekodin
Brand Mixtures: Combunox (Ibuprofen + Oxycodone Hydrochloride); Endocet (Acetaminophen + Oxycodone Hydrochloride); Endodan (Aspirin + Oxycodone Hydrochloride); Percocet (Acetaminophen + Oxycodone Hydrochloride); Percodan (Aspirin + Oxycodone Hydrochloride); Rivacocet (Acetaminophen + Oxycodone Hydrochloride); Roxicet (Acetaminophen + Oxycodone Hydrochloride); Roxiprin (Aspirin + Oxycodone Hydrochloride); Tylox (Acetaminophen + Oxycodone Hydrochloride)
PharmGKB Accession Id: PA450741

Description

Semisynthetic derivative of codeine that acts as a narcotic analgesic more potent and addicting than codeine. PubChem (source: Drug Bank)

Indication

For the treatment of diarrhoea, pulmonary oedema and for the relief of moderate to moderately severe pain. (source: Drug Bank)

ATC Therapeutic Category

  • N02AA:Natural opium alkaloids

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Oxycodone acts as a weak agonist at mu, kappa, and delta opioid receptors within the central nervous system (CNS). Oxycodone primarily affects mu-type opioid receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine, and noradrenaline is inhibited. Opioids such as oxycodone also inhibit the release of vasopressin, somatostatin, insulin, and glucagon. Opioids close N-type voltage-operated calcium channels (kappa-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (mu and delta receptor agonist). This results in hyperpolarization and reduced neuronal excitability. (source: Drug Bank)

Pharmacology

Oxycodone, a semisynthetic opiate agonist derived from the opioid alkaloid, thebaine, is similar to other phenanthrene derivatives such as hydrocodone and morphine. Oxycodone is available in combination with aspirin or acetaminophen to control pain and restless leg and Tourette syndromes. (source: Drug Bank)

Food Interactions

Take without regard to meals. Avoid alcohol. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

45% (source: Drug Bank)

Absorption

Well absorbed with an oral bioavailability of 60% to 87% (source: Drug Bank)

Toxicity

Symptoms of overdose include respiratory depression, somnolence progressing to stupor or coma, skeletal muscle flaccidity, cold and clammy skin, constricted pupils, bradycardia, hypotension, and death. (source: Drug Bank)

Isomeric SMILES Code:

CN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)OC (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
ABCB1
  •   
  •   
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2D6
  •   
  •   
  • PK
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
CYP3A
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A4
  •   
  •   
  • PK
  •   
  •   
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP3A5
  •   
  •   
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
OPRM1
  •   
  •   
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
UGT2B7
  •   
  •   
  • PK
  •   
  •   
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
OPRD1 Uncurated Annotation (source: Drug Bank)
OPRK1 Uncurated Annotation (source: Drug Bank)
OPRM1 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
cimetidine Uncurated Annotation Cimetidine increases the effect of the narcotic (source: Drug Bank)
citalopram Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)
escitalopram Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)
fluoxetine Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)
fluvoxamine Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)
naltrexone Uncurated Annotation Naltrexone may precipitate a withdrawal syndrome in opioid-dependent individuals (source: Drug Bank)
paroxetine Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)
sertraline Uncurated Annotation Increased risk of serotonin syndrome (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Drug interaction with drug
  •   
  • PD
  • PK
  •   
  •   
Publications
No phenotype data No genotype data Literature annotations available Not annotated
Pain
  •   
  •   
  •   
  •   
  • GN
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. Physicochemical determinants of human renal clearance

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00497
KEGG Compound ID:
C08018
KEGG Drug ID:
D05312
PubChem Compound ID:
5284603
PubChem Substance ID:
149393

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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