c
codeine
Opiate used to treat pain
Also known as Codicept® · methylmorphine · morphine 3-methyl ether · morphine monomethyl ether · morphine-3-methyl ether · O(3)-methylmorphine
- Formula
- C₁₈H₂₁NO₃
1
- C₁₈H₂₁NO₃
- Mass
- 299.152 Da
1
- 299.152 Da
Overview
Chemistry
All data
278 statements · 61% with external sources · numbers in brackets are citations
- Canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)O
1
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)O
- Isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)O
1
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)O
- Defined daily dose
- 0.1 g route of administration: oral administration
- Subject has role
- Physically interacts with
- opioid receptor mu 1 subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL485Retrieved 2023-08-14
- Opioid receptor delta 1 subject has role: agonist
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL485Retrieved 2023-08-14
- opioid receptor kappa 1 subject has role: agonist
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL485Retrieved 2023-08-14
- opioid receptor mu 1 subject has role: agonist
- Part of
- response to codeine subject has role: reactant
1
- cellular response to codeine subject has role: reactant
1
- codeine metabolic process subject has role: participant
1
- codeine catabolic process subject has role: reactant
1
- response to codeine subject has role: reactant
- Found in taxon
- Papaver acrochaetum
- Papaver cylindricum
- Papaver gracile
- Papaver persicum
- Papaver setigerum
2
- Papaver bracteatum
- Papaver somniferum
32
Sources- 1.Stated in Radioimmunoassay determination of six opium alkaloids and its application to plant screening
- 2.Stated in Morphine and codeine in poppy seed
- 3.Stated in Poppy Seed Ingestion as a Contributing Factor to Opiate-Positive Urinalysis Results: The Pacific Perspective
- 4.Stated in Poppy Seeds: Implications of Consumption
- 5.Stated in Gas chromatographic/mass spectrometric detection of narcotine, papaverine, and thebaine in seeds of Papaver somniferum
- 6.Stated in Morphinan Alkaloid Production by Tissues Differentiated from Cultured Cells ofPapaver somniferum(1)
- Pseudomonas putida
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- Significant drug interaction
- pethidine side effect: depressed level of consciousness
- pethidine side effect: central respiratory depression
- tramadol side effect: depressed level of consciousness
- tramadol side effect: central respiratory depression
- buprenorphine side effect: depressed level of consciousness
- buprenorphine side effect: central respiratory depression
- tapentadol side effect: depressed level of consciousness
- tapentadol side effect: central respiratory depression
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- sufentanil side effect: depressed level of consciousness
- sufentanil side effect: central respiratory depression
- (RS)-methadone side effect: depressed level of consciousness
- (RS)-methadone side effect: central respiratory depression
- morphine side effect: depressed level of consciousness
- morphine side effect: central respiratory depression
- oxycodone side effect: depressed level of consciousness
- oxycodone side effect: central respiratory depression
- hydromorphone side effect: depressed level of consciousness
- hydromorphone side effect: central respiratory depression
- fentanyl side effect: depressed level of consciousness
- fentanyl side effect: central respiratory depression
- dihydrocodeine side effect: depressed level of consciousness
- dihydrocodeine side effect: central respiratory depression
- remifentanil side effect: depressed level of consciousness
- remifentanil side effect: central respiratory depression
- alfentanil side effect: depressed level of consciousness
- alfentanil side effect: central respiratory depression
- periciazine side effect: depressed level of consciousness
- (±)-promethazine side effect: paralytic ileus
- (±)-promethazine side effect: depressed level of consciousness
- (±)-promethazine side effect: central respiratory depression
- fluphenazine side effect: paralytic ileus
- fluphenazine side effect: depressed level of consciousness
- fluphenazine side effect: central respiratory depression
- (RS)-hydroxyzine side effect: paralytic ileus
- (RS)-hydroxyzine side effect: depressed level of consciousness
- (RS)-hydroxyzine side effect: central respiratory depression
- loxapine side effect: paralytic ileus
- loxapine side effect: depressed level of consciousness
- loxapine side effect: central respiratory depression
- chlorpromazine side effect: paralytic ileus
- chlorpromazine side effect: depressed level of consciousness
- chlorpromazine side effect: central respiratory depression
- clozapine side effect: paralytic ileus
- clozapine side effect: depressed level of consciousness
- clozapine side effect: central respiratory depression
- chlorpheniramine side effect: paralytic ileus
- levomepromazine side effect: depressed level of consciousness
- levomepromazine side effect: central respiratory depression
- trimeprazine side effect: depressed level of consciousness
- trimeprazine side effect: central respiratory depression
- nitrazepam side effect: depressed level of consciousness
- nitrazepam side effect: central respiratory depression
- zopiclone side effect: depressed level of consciousness
- zopiclone side effect: central respiratory depression
- dexmedetomidine side effect: depressed level of consciousness
- dexmedetomidine side effect: central respiratory depression
- (RS)-sulpiride side effect: depressed level of consciousness
- (RS)-sulpiride side effect: central respiratory depression
- perampanel side effect: depressed level of consciousness
- perampanel side effect: central respiratory depression
- Substance control status
- Schedule II (Russia) applies to jurisdiction: Russia
1
Sources- 1.Stated in Government Decree No. 681 of 30 June 1998 (Russia)consultant.ru/document/cons_doc_LAW_19243/Retrieved 2026-08-31
- Schedule 8 (Australia) applies to jurisdiction: Australia
- Schedule I (Canada) applies to jurisdiction: Canada
- Anlage III (Germany) applies to jurisdiction: Germany
- Class B (United Kingdom) applies to jurisdiction: United Kingdom
- Schedule II (United States) applies to jurisdiction: United States
- Schedule II (Single Convention 1961)
- Schedule II (Russia) applies to jurisdiction: Russia
On other databases
63 identifiers linking codeine across the web's reference databases
- ATC codeR05DA04
- CAMEO Chemicals ID20046
- CAS Registry Number76-57-3
- CCDC Number1320628
- ChEBI ID16714
- ChEMBL IDCHEMBL485
- ChemSpider ID4447447
- CSD RefcodeZZZTSE01
- Cultureel Woordenboek IDlevenswetenschappen-en-geneeskunde/codeine
- DeCS ID3091
- DrugBank IDDB00318
- DrugCentral ID725
- DSSTOX compound identifierDTXCID40341
- DSSTox substance IDDTXSID2020341
- EC number200-969-1
- ECHA Substance Infocard ID100.000.882
- Electronic Essential Medicines List medicine ID16
- Encyclopædia Britannica Online IDscience/codeine
- Encyclopædia Universalis IDcodeine
- Encyclopedia of China (Third Edition) ID (2026)2JSYBr
- Encyclopedia of China (Third Edition) old ID (2021)493873
- Freebase ID/m/0256v
- Gmelin number232454
- GND ID4148185-9
- Gran Enciclopèdia Catalana IDmetilmorfina
- Gran Enciclopèdia Catalana ID (former scheme)0123316
- Great Russian Encyclopedia Online ID (2017)2077446
- Guide to Pharmacology Ligand ID1673
- HSDB ID3043
- Human Metabolome Database IDHMDB0004995
- IEDB Epitope ID120369
- InChIInChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
- InChIKeyOROGSEYTTFOCAN-DNJOTXNNSA-N
- J9U entity ID987007284043205171
- KBpedia IDCodeinePhosphate
- KEGG IDC06174
- Lex IDkodein
- Library of Congress Authorities IDsh85027648
- MassBank accession IDMSBNK-Athens_Univ-AU162301
- MedlinePlus drug identifiera682065
- MeSH descriptor IDD003061
- MeSH tree codeD03.132.577.249.562.149
- Microsoft Academic ID (discontinued)2777866328
- NALT ID27601
- NDF-RT IDN0000147611
- OpenAlex IDC2777866328
- Probes And Drugs IDPD010106
- PubChem CID5284371
- Quora topic IDCodeine
- Reaxys registry number94996
- Römpp online IDRD-03-02228
- RxNorm CUI1545976
- SPLASHsplash10-0udi-0009000000-a298cedb776a11677cf7
- Store medisinske leksikon IDkodein
- Subredditcodeine
- SureChEMBL ID3257
- UMLS CUIC0770426
- UniChem compound ID355017
- UNIIUX6OWY2V7J
- WikiProjectMed IDCodeine
- WikiSkripta article ID53653
- WordNet 3.1 Synset ID03066464-n
- Yale LUX IDconcept/ef8953cb-c7e5-4459-bf35-75352eb8c964