CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: codeine
Accession: CHEBI:16714
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Definition: A morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties.
Synonyms: exact_synonym: 3-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-6alpha-ol
related_synonym: (1S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10,15-tetraen-14-ol; (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol; 7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methylmorphinan-6alpha-ol; Codein; Codicept; Coducept; Formula=C18H21NO3; InChI=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; InChIKey=OROGSEYTTFOCAN-DNJOTXNNSA-N; O(3)-methylmorphine; SMILES=[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(OC)ccc5C[C@H]1N(C)CC[C@@]23c45; codeina; codeine anhydrous; l-codeine; methylmorphine; morphine monomethyl ether; morphine-3-methyl ether
alt_id: CHEBI:14006; CHEBI:23348; CHEBI:3803
xref: Beilstein:5303198; Beilstein:5768734; Beilstein:94996; CAS:76-57-3; DrugBank:DB00318; Drug_Central:725; Gmelin:232454; KEGG:C06174; KNApSAcK:C00001837
xref_mesh: MESH:D003061
xref: PMID:2215478; PMID:23507688; PMID:24069665; PMID:24176887; PMID:24324229; PMID:24396053; PMID:24458010; PMID:24491926; PMID:24517264; PMID:9776433; Reaxys:94996; Wikipedia:Codeine
cyclic_relationship: is_conjugate_base_of CHEBI:57871
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Ccl2
C-C motif chemokine ligand 2
increases secretion
ISO
Codeine results in increased secretion of CCL2 protein
CTD
PMID:17441793
NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
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Ccl5
C-C motif chemokine ligand 5
multiple interactions
ISO
Codeine affects the secretion of and affects the expression of CCL5 protein
CTD
PMID:17441793
NCBI chr10:68,322,826...68,327,365
Ensembl chr10:68,322,829...68,327,377
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Ces2h
carboxylesterase 2H
increases hydrolysis
ISO
CES2 protein results in increased hydrolysis of Codeine analog
CTD
PMID:25445008
NCBI chr19:32,974,242...32,988,842
Ensembl chr19:32,974,242...32,988,830
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Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
affects metabolic processing multiple interactions increases metabolic processing affects response to substance decreases methylation
ISO
CYP2D6 protein affects the metabolism of Codeine; CYP2D6 protein polymorphism affects the metabolism of Codeine [CYP2D6 gene mutant form results in increased activity of CYP2D6 protein] which results in increased susceptibility to Codeine; [CYP2D6 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of Morphine [CYP2D22 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of norcodeine CYP2D6 protein polymorphism affects the susceptibility to Codeine CYP2D6 protein results in decreased methylation of Codeine CYP2D6 gene polymorphism results in increased metabolism of Codeine; CYP2D6 protein results in increased metabolism of Codeine
CTD
PMID:9696456 PMID:10911933 PMID:11823760 PMID:15286053 PMID:15625333 PMID:16595712 PMID:17470523 PMID:17564651 PMID:21241245 More...
NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
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Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
affects metabolic processing increases metabolic processing multiple interactions
ISO
CYP3A4 protein affects the metabolism of Codeine CYP3A4 protein results in increased metabolism of Codeine [CYP3A4 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of norcodeine
CTD
PMID:15286053 PMID:16595712
NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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Kcnh2
potassium voltage-gated channel subfamily H member 2
decreases activity
ISO
Codeine results in decreased activity of KCNH2 protein
CTD
PMID:19034038
NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
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Oprd1
opioid receptor, delta 1
affects binding
EXP
Codeine binds to OPRD1 protein
CTD
PMID:7562497
NCBI chr 5:144,306,188...144,340,960
Ensembl chr 5:144,306,188...144,340,960
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Oprk1
opioid receptor, kappa 1
affects binding
EXP
Codeine binds to OPRK1 protein
CTD
PMID:7562497
NCBI chr 5:13,860,016...13,877,823
Ensembl chr 5:13,860,021...13,877,823
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Oprm1
opioid receptor, mu 1
affects binding
EXP
Codeine binds to OPRM1 protein
CTD
PMID:7562497
NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409
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Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
multiple interactions
ISO
[CYP2D22 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of norcodeine
CTD
PMID:16595712
NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
multiple interactions
ISO
[CYP3A4 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of norcodeine
CTD
PMID:16595712
NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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