Cocaine metabolism (Homo sapiens)
From WikiPathways
Description
Cocaine is rapidly metabolized to major metabolites, benzoylecgonine and ecgonine methyl ester and minor metabolites, norcocaine, p-hydroxycocaine, m-hydroxycocaine, p-hydroxybenzoylecgonine (pOHBE),and rn-hydroxybenzoylecgonine. (http://jat.oxfordjournals.org/content/30/8/501.long)
Quality Tags
Ontology Terms
Saving...Pathway Ontology : methylmalonic aciduria, cobalamin-related pathway mitochondria dynamics pathway cobalamin metabolic pathway
Disease : methylmalonic acidemia methylmalonic aciduria and homocystinuria type cblF methylmalonic aciduria and homocystinuria type cblC vitamin B12 deficiency methylmalonic acidemia cb1A type methylmalonic aciduria and homocystinuria type cblD methylmalonic aciduria due to methylmalonyl-CoA mutase deficiency methylmalonic acidemia cb1B type
Cell Type : metabolising cell eukaryotic cell
Bibliography
- Kolbrich EA, Barnes AJ, Gorelick DA, Boyd SJ, Cone EJ, Huestis MA; ''Major and minor metabolites of cocaine in human plasma following controlled subcutaneous cocaine administration.''; J Anal Toxicol, 2006 PubMed Europe PMC Scholia
- Schneider KJ, DeCaprio AP; ''Evaluation of in vitro metabolic systems for common drugs of abuse. 1. Cocaine.''; Xenobiotica, 2013 PubMed Europe PMC Scholia
- Kloss MW, Rosen GM, Rauckman EJ; ''N-demethylation of cocaine to norcocaine. Evidence for participation by cytochrome P-450 and FAD-containing monooxygenase.''; Mol Pharmacol, 1983 PubMed Europe PMC Scholia
- Maurer HH, Sauer C, Theobald DS; ''Toxicokinetics of drugs of abuse: current knowledge of the isoenzymes involved in the human metabolism of tetrahydrocannabinol, cocaine, heroin, morphine, and codeine.''; Ther Drug Monit, 2006 PubMed Europe PMC Scholia
- Watanabe K, Hida Y, Matsunaga T, Yamamoto I, Yoshimura H; ''Formation of p-hydroxycocaine from cocaine by hepatic microsomes of animals and its pharmacological effects in mice.''; Biol Pharm Bull, 1993 PubMed Europe PMC Scholia
History
View all... |
External references
DataNodes
| View all... |
Name  | Type | Database reference | Comment |
|---|---|---|---|
| Benzoylecgonine | Metabolite | 395095 (Chemspider)  | |
| CYP-450 | Protein | IPR0011 (InterPro) | cytochrome P450 |
| CYP3A4 | GeneProduct | ENSG00000160868 (Ensembl) | part of oxidative metabolism, N-demethylation |
| Cocaethylene | Metabolite | Q4586731 (Wikidata) | toxic metabolite |
| Cocaine | Metabolite | 10194104 (Chemspider) | |
| Ecgonidine | Metabolite | Q5332352 (Wikidata) | anhydroecgonine |
| Ethanol | Metabolite | HMDB0000108 (HMDB) | |
| FMO | Protein | 1.14.13.8 (Enzyme Nomenclature) | flavin-containing monooxygenase |
| Methylecgonidine | Metabolite | Q10858037 (Wikidata) | anhydroecgonine methylester |
| P-Hydroxybenzoylecgonine | Metabolite | 90899-22-2 (CAS) | |
| Pseudo-ChE | Protein | ENSG00000114200 (Ensembl) | pseudocholinesterase |
| benzoylnorecgonine | Metabolite | Q27281213 (Wikidata) | |
| cocaine-N-oxide | Metabolite | 72182-46-8 (CAS) | |
| crack cocaine | Metabolite | frecrack is the free base form of cocaine | |
| ecgonine ethyl ester | Metabolite | 391939 (Chemspider) | |
| ecgonine methyl ester | Metabolite | 391939 (Chemspider) | |
| ethyl ecgonidine | Metabolite | 129847219 (PubChem-compound) | anhydroecgonine ethyl ester |
| hCE1 | Protein | P23141 (Uniprot-TrEMBL) | human carboxylesterase-1 |
| hCE2 | Protein | O00748 (Uniprot-TrEMBL) | human carboxylesterase-2 |
| m-Hydroxybenzoylecgonine | Metabolite | 15607453 (Chemspider) | |
| m-hydroxycocaine | Metabolite | 26502800 (Chemspider) | |
| nor-ecgonidine | Metabolite | noranhydroecgonine | |
| norcocaethylene | Metabolite | ||
| norcocaine | Metabolite | 559083 (Chemspider) | |
| p-hydroxycocaine | Metabolite | 26502800 (Chemspider) |
Annotated Interactions
No annotated interactions
