KNApSAcK Metabolite C00001837
Metabolite
KNApSAcK Entry
| id | C00001837 |
|---|---|
| Name | Codeine / (-)-Codeine |
| CAS RN | 76-57-3 |
| Standard InChI | 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 |
| Standard InChI (Main Layer) | 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 |
Cluster
| Phytochemical cluster | No. 4 |
|---|---|
| KCF-S cluster | No. 4235 |
Link
ChEMBL
| By standard InChI | CHEMBL485 |
|---|---|
| By standard InChI Main Layer | CHEMBL485 CHEMBL22662 CHEMBL612012 CHEMBL1907378 |
KEGG
| By LinkDB | C06174 |
|---|
CTD
| By CAS RN | D003061 |
|---|
Species
Summary
Plant class
| class name | count |
|---|---|
| eudicotyledons | 2 |
Family
| family name | count |
|---|---|
| Papaveraceae | 2 |
List (2)
* NCBI
| KNApSAcK organism | *ID | *family | *plant class | *kingdom |
|---|---|---|---|---|
| Papaver setigerum | 215229 | Papaveraceae | eudicotyledons | Viridiplantae |
| Papaver somniferum | 3469 | Papaveraceae | eudicotyledons | Viridiplantae |
Human Protein / Gene in interaction
16 ChEMBL Protein in interactions
| accession | description | class description | compound | assay ID (# of activities) |
# of diseases
(OMIM / KEGG) |
|---|---|---|---|---|---|
| P10635 | Cytochrome P450 2D6 | Cytochrome P450 2D6 | CHEMBL485 |
CHEMBL663531
(1)
CHEMBL1743272
(1)
|
1 / 0 |
| P22310 | UDP-glucuronosyltransferase 1-4 | Enzyme | CHEMBL485 |
CHEMBL1908081
(1)
CHEMBL1908082
(1)
|
3 / 0 |
| Q9HAW8 | UDP-glucuronosyltransferase 1-10 | Enzyme | CHEMBL485 |
CHEMBL1908087
(1)
|
0 / 0 |
| Q12809 | Potassium voltage-gated channel subfamily H member 2 | KCNH, Kv10-12.x (Ether-a-go-go) | CHEMBL485 |
CHEMBL829152
(1)
|
2 / 2 |
| O15245 | Solute carrier family 22 member 1 | Drug uniporter | CHEMBL485 |
CHEMBL993349
(1)
|
0 / 0 |
| P08183 | Multidrug resistance protein 1 | drug | CHEMBL485 |
CHEMBL922694
(1)
|
1 / 0 |
| P16662 | UDP-glucuronosyltransferase 2B7 | Enzyme | CHEMBL485 |
CHEMBL1908094
(2)
CHEMBL1908095
(2)
CHEMBL1908123 (4) |
0 / 0 |
| P41145 | Kappa-type opioid receptor | Opioid receptor | CHEMBL485 |
CHEMBL751994
(1)
CHEMBL922698
(1)
|
0 / 0 |
| P54855 | UDP-glucuronosyltransferase 2B15 | Enzyme | CHEMBL485 |
CHEMBL1908090
(1)
|
0 / 0 |
| P41143 | Delta-type opioid receptor | Opioid receptor | CHEMBL485 |
CHEMBL750571
(1)
CHEMBL753411
(1)
CHEMBL922697 (1) |
0 / 0 |
| Q9HAW9 | UDP-glucuronosyltransferase 1-8 | Enzyme | CHEMBL485 |
CHEMBL1908085
(1)
|
0 / 0 |
| P06133 | UDP-glucuronosyltransferase 2B4 | Enzyme | CHEMBL485 |
CHEMBL1743333
(1)
|
0 / 0 |
| P35372 | Mu-type opioid receptor | Opioid receptor | CHEMBL485 |
CHEMBL753178
(1)
CHEMBL753411
(1)
CHEMBL925793 (1) CHEMBL925795 (1) CHEMBL925796 (1) CHEMBL922696 (1) |
0 / 0 |
| Q9NY46 | Sodium channel protein type 3 subunit alpha | SCN alpha, NaV1.x | CHEMBL485 |
CHEMBL806153
(1)
|
0 / 0 |
| Q99250 | Sodium channel protein type 2 subunit alpha | SCN alpha, NaV1.x | CHEMBL485 |
CHEMBL806153
(1)
|
2 / 2 |
| P35498 | Sodium channel protein type 1 subunit alpha | SCN alpha, NaV1.x | CHEMBL485 |
CHEMBL806153
(1)
|
3 / 2 |
CTD interaction (13)
| compound | gene | gene name | gene description | interaction | interaction type | form |
reference
pmid |
|---|---|---|---|---|---|---|---|
| D003061 | 6347 |
CCL2
GDCF-2 HC11 HSMCR30 MCAF MCP-1 MCP1 SCYA2 SMC-CF |
chemokine (C-C motif) ligand 2 | Codeine results in increased secretion of CCL2 protein |
increases secretion
|
protein |
17441793
|
| D003061 | 6352 |
CCL5
D17S136E RANTES SCYA5 SIS-delta SISd TCP228 eoCP |
chemokine (C-C motif) ligand 5 | Codeine affects the secretion of and affects the expression of CCL5 protein |
affects expression
/ affects secretion |
protein |
17441793
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | [CYP2D6 gene mutant form results in increased activity of CYP2D6 protein] which results in increased susceptibility to Codeine |
increases activity
/ increases response to substance |
gene / protein |
21241245
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 gene polymorphism results in increased metabolism of Codeine |
increases metabolic processing
|
gene |
17564651
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 protein affects the metabolism of Codeine |
affects metabolic processing
|
protein |
15286053
15625333 |
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 protein polymorphism affects the metabolism of Codeine |
affects metabolic processing
|
protein |
11823760
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 protein polymorphism affects the susceptibility to Codeine |
affects response to substance
|
protein |
9696456
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 protein results in decreased methylation of Codeine |
decreases methylation
|
protein |
17470523
|
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | CYP2D6 protein results in increased metabolism of Codeine |
increases metabolic processing
|
protein |
10911933
21241245 |
| D003061 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | [CYP2D6 protein results in increased metabolism of Codeine] which results in increased chemical synthesis of Morphine |
increases chemical synthesis
/ increases metabolic processing |
protein |
21241245
|
| D003061 | 1576 |
CYP3A4
CP33 CP34 CYP3A CYP3A3 CYPIIIA3 CYPIIIA4 HLP NF-25 P450C3 P450PCN1 |
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) | CYP3A4 protein affects the metabolism of Codeine |
affects metabolic processing
|
protein |
15286053
|
| D003061 | 3576 |
IL8
CXCL8 GCP-1 GCP1 LECT LUCT LYNAP MDNCF MONAP NAF NAP-1 NAP1 |
interleukin 8 | Codeine affects the secretion of and affects the expression of IL8 protein |
affects expression
/ affects secretion |
protein |
17441793
|
| D003061 | 3757 |
KCNH2
ERG1 HERG HERG1 Kv11.1 LQT2 SQT1 |
potassium voltage-gated channel, subfamily H (eag-related), member 2 | Codeine results in decreased activity of KCNH2 protein |
decreases activity
|
protein |
19034038
|
Related Disease
Diseases related to proteins in ChEMBL interactions
OMIM (12)
| OMIM | preferred title | UniProt |
|---|---|---|
| #218800 | Crigler-najjar syndrome, type i |
P22310
|
| #606785 | Crigler-najjar syndrome, type ii |
P22310
|
| #607208 | Dravet syndrome |
P35498
|
| #608902 | Drug metabolism, poor, cyp2d6-related |
P10635
|
| #613721 | Epileptic encephalopathy, early infantile, 11; eiee11 |
Q99250
|
| #604403 | Generalized epilepsy with febrile seizures plus, type 2; gefsp2 |
P35498
|
| #143500 | Gilbert syndrome |
P22310
|
| #612244 | Inflammatory bowel disease 13; ibd13 |
P08183
|
| #613688 | Long qt syndrome 2; lqt2 |
Q12809
|
| #609634 | Migraine, familial hemiplegic, 3; fhm3 |
P35498
|
| #607745 | Seizures, benign familial infantile, 3; bfis3 |
Q99250
|
| #609620 | Short qt syndrome 1; sqt1 |
Q12809
|
KEGG DISEASE (6)
| KEGG | disease name | UniProt |
|---|---|---|
| H00775 | Familial or sporadic hemiplegic migraine |
P35498
(related)
|
| H00783 | Febrile seizures |
P35498
(related)
|
| H00720 | Long QT syndrome |
Q12809
(related)
|
| H00725 | Short QT syndrome |
Q12809
(related)
|
| H00606 | Early infantile epileptic encephalopathy |
Q99250
(related)
|
| H00806 | Benign familial neonatal and infantile epilepsies |
Q99250
(related)
|
Diseases related to CTD interactions
66 disease from interactions of metabolites
| MeSH disease | OMIM | compound | disease name | evidence type |
reference
pmid |
|---|---|---|---|---|---|
| D015746 | D003061 | Abdominal Pain |
marker/mechanism
|
2745952
9052925 |
|
| D000740 | D003061 | Anemia |
marker/mechanism
|
4123621
4704495 |
|
| D000860 | D003061 | Anoxia |
marker/mechanism
|
7532552
|
|
| D001049 | D003061 | Apnea |
marker/mechanism
|
6112523
6824151 18230077 18998750 |
|
| D001660 | D003061 | Biliary Tract Diseases |
marker/mechanism
|
1607609
|
|
| D001919 | D003061 | Bradycardia |
marker/mechanism
|
18998750
|
|
| D002295 | D003061 | Carcinoma, Transitional Cell |
marker/mechanism
|
4638853
|
|
| D002375 | D003061 | Catalepsy |
marker/mechanism
|
35781
6119681 6141553 6771831 6891961 |
|
| D003085 | D003061 | Colic |
marker/mechanism
|
6526987
|
|
| D003128 | D003061 | COMA |
marker/mechanism
|
6484774
|
|
| D003248 | D003061 | Constipation |
marker/mechanism
|
9751092
|
|
| D003371 | D003061 | Cough |
therapeutic
|
2156065
|
|
| D003490 | D003061 | Cyanosis |
marker/mechanism
|
18998750
|
|
| D003693 | D003061 | Delirium |
marker/mechanism
|
15857733
|
|
| D003866 | D003061 | Depressive Disorder |
marker/mechanism
|
10440467
|
|
| D003967 | D003061 | Diarrhea |
therapeutic
|
7237001
9673750 |
|
| D004244 | D003061 | Dizziness |
marker/mechanism
|
3515927
6111570 6617071 |
|
| D004310 | D003061 | Double Outlet Right Ventricle |
marker/mechanism
|
4010751
|
|
| D003875 | D003061 | Drug Eruptions |
marker/mechanism
|
3425983
6208804 |
|
| D004415 | D003061 | Dyspepsia |
marker/mechanism
|
9751092
|
|
| D004421 | D003061 | Dystonia |
marker/mechanism
|
11587381
|
|
| D053159 | D003061 | Dysuria |
marker/mechanism
|
4704495
|
|
| D005076 | D003061 | Exanthema |
marker/mechanism
|
4025903
|
|
| D005334 | D003061 | Fever |
marker/mechanism
|
4704495
|
|
| D005494 | D003061 | Folic Acid Deficiency |
marker/mechanism
|
17488670
|
|
| D005767 | D003061 | Gastrointestinal Diseases |
marker/mechanism
|
6526987
|
|
| D006261 | D003061 | Headache |
marker/mechanism
|
11264692
19236455 |
|
| D006330 | D003061 | Heart Defects, Congenital |
marker/mechanism
|
3960086
|
|
| D006930 | D003061 | Hyperalgesia |
therapeutic
|
6963550
|
|
| D006967 | D003061 | Hypersensitivity |
marker/mechanism
|
8891761
|
|
| D006973 | D003061 | Hypertension |
marker/mechanism
|
4704495
|
|
| D007008 | D003061 | Hypokalemia |
marker/mechanism
|
15605674
|
|
| D018476 | D003061 | Hypokinesia |
marker/mechanism
|
216979
|
|
| D007022 | D003061 | Hypotension |
marker/mechanism
|
1443476
6824151 7532552 |
|
| D007024 | D003061 | Hypotension, Orthostatic |
marker/mechanism
|
4123621
|
|
| D007232 | D003061 | Infant, Newborn, Diseases |
marker/mechanism
|
18998750
|
|
| D007674 | D003061 | Kidney Diseases |
marker/mechanism
|
4821007
|
|
| D007680 | D003061 | Kidney Neoplasms |
marker/mechanism
|
4638853
|
|
| D007681 | D003061 | Kidney Papillary Necrosis |
marker/mechanism
|
4123621
4638853 4704495 |
|
| D009120 | D003061 | Muscle Cramp |
marker/mechanism
|
6526987
|
|
| D009207 | D003061 | Myoclonus |
marker/mechanism
|
5284823
|
|
| D009325 | D003061 | Nausea |
marker/mechanism
|
6111570
9751092 |
|
| D009357 | D003061 | Neonatal Abstinence Syndrome |
marker/mechanism
|
9059191
17704497 |
|
| D009461 | D003061 | Neurologic Manifestations |
marker/mechanism
|
18998750
|
|
| D009771 | D003061 | Obsessive-Compulsive Disorder |
marker/mechanism
|
2763855
|
|
| D010146 | D003061 | Pain |
marker/mechanism
therapeutic |
35781
1607609 6111570 6119681 6132369 6526987 6617071 6771831 7562497 9059191 9696456 9751092 11501851 |
|
| D010149 | D003061 | Pain, Postoperative |
therapeutic
|
3755241
|
|
| D010195 | D003061 | Pancreatitis |
marker/mechanism
|
15946633
|
|
| D011297 | D003061 | Prenatal Exposure Delayed Effects |
marker/mechanism
|
1473547
17704497 |
|
| D011537 | D003061 | Pruritus |
marker/mechanism
|
6111570
|
|
| D011695 | D003061 | Purpura, Schoenlein-Henoch |
marker/mechanism
|
16939070
|
|
| D011776 | D003061 | Pyuria |
marker/mechanism
|
4123621
|
|
| D012185 | D003061 | Retroperitoneal Fibrosis |
marker/mechanism
|
1131554
|
|
| D012216 | D003061 | Rheumatic Diseases |
therapeutic
|
9751092
|
|
| D012640 | D003061 | Seizures |
marker/mechanism
|
1473547
6484774 11675848 11714588 15247860 15466903 |
|
| D012871 | D003061 | Skin Diseases |
marker/mechanism
|
9155831
|
|
| D012891 | D003061 | Sleep Apnea Syndromes |
marker/mechanism
|
17564651
|
|
| D013035 | D003061 | Spasm |
marker/mechanism
|
9052925
15946633 |
|
| D046628 | D003061 | Sphincter of Oddi Dysfunction |
marker/mechanism
|
9052925
15946633 |
|
| D020521 | D003061 | Stroke |
marker/mechanism
|
17704497
|
|
| D019966 | D003061 | Substance-Related Disorders |
marker/mechanism
|
1473547
10440467 |
|
| D013375 | D003061 | Substance Withdrawal Syndrome |
marker/mechanism
|
1473547
2057015 3233593 |
|
| D013610 | D003061 | Tachycardia |
marker/mechanism
|
6824151
|
|
| D014517 | D003061 | Ureteral Obstruction |
marker/mechanism
|
1131554
|
|
| D014806 | D003061 | Vitamin B 12 Deficiency |
marker/mechanism
|
17488670
|
|
| D014839 | D003061 | Vomiting |
marker/mechanism
|
6111570
|