CHEBI:16714 - codeine

ChEBI IDCHEBI:16714
ChEBI Namecodeine
Stars
DefinitionA morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties.
Secondary ChEBI IDsCHEBI:3803, CHEBI:14006, CHEBI:23348
Last Modified4 March 2019
DownloadsMolfile
FormulaC18H21NO3
Net Charge0
Average Mass299.370
Monoisotopic Mass299.15214
SMILES[H][C@@]12C=C[C@H](O)[C@@H]3Oc4c(OC)ccc5c4[C@@]31CCN(C)[C@@H]2C5
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
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
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.
opioid receptor agonist  An agent that selectively binds to and activates an opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
drug allergen  Any drug which causes the onset of an allergic reaction.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
opioid receptor agonist  An agent that selectively binds to and activates an opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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 Relation(s)
codeine (CHEBI:16714) has functional parent morphine (CHEBI:17303)
codeine (CHEBI:16714) has role antitussive (CHEBI:51177)
codeine (CHEBI:16714) has role drug allergen (CHEBI:88188)
codeine (CHEBI:16714) has role environmental contaminant (CHEBI:78298)
codeine (CHEBI:16714) has role opioid analgesic (CHEBI:35482)
codeine (CHEBI:16714) has role opioid receptor agonist (CHEBI:60606)
codeine (CHEBI:16714) has role prodrug (CHEBI:50266)
codeine (CHEBI:16714) has role xenobiotic (CHEBI:35703)
codeine (CHEBI:16714) is a morphinane alkaloid (CHEBI:25418)
codeine (CHEBI:16714) is a organic heteropentacyclic compound (CHEBI:38164)
codeine (CHEBI:16714) is conjugate base of codeine(1+) (CHEBI:57871)
Incoming Relation(s)
dihydrocodeine phosphate (CHEBI:31489) has functional parent codeine (CHEBI:16714)
norcodeine (CHEBI:80579) has functional parent codeine (CHEBI:16714)
codeine(1+) (CHEBI:57871) is conjugate acid of codeine (CHEBI:16714)
IUPAC Name 
3-methoxy-17-methyl-7,8-didehydro-4,5α-epoxymorphinan-6α-ol
INNs  Source
codeínaChEBI
codéineChEBI
codeineChEBI
Synonyms  Source
CodeineKEGG COMPOUND
methylmorphineChemIDplus
morphine 3-methyl etherChemIDplus
morphine monomethyl etherChemIDplus
morphine-3-methyl etherChemIDplus
O3-methylmorphineChemIDplus
Brand Names  Source
CodiceptDrugBank
CoduceptDrugBank
Manual XrefsDatabases
C06174KEGG COMPOUND
DB00318DrugBank
CodeineWikipedia
C00001837KNApSAcK
725DrugCentral
Registry NumbersSources
Gmelin:232454Gmelin
Beilstein:5303198Beilstein
Beilstein:5768734Beilstein
Reaxys:94996Reaxys
CAS:76-57-3KEGG COMPOUND
CAS:76-57-3ChemIDplus
CAS:76-57-3NIST Chemistry WebBook
Citations