Page last updated: 2024-08-07 18:30:34
Cytochrome P450 2A6
A cytochrome P450 2A that is a translation product of the CYP2A6 gene in human. [PRO:DAN, UniProtKB:P11509]
Synonyms
EC 1.14.13.-;
1,4-cineole 2-exo-monooxygenase;
CYPIIA6;
Coumarin 7-hydroxylase;
Cytochrome P450 IIA3;
Cytochrome P450(I)
Research
Bioassay Publications (29)
| Timeframe | Studies on this Protein(%) | All Drugs % |
|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 10 (34.48) | 29.6817 |
| 2010's | 15 (51.72) | 24.3611 |
| 2020's | 4 (13.79) | 2.80 |
Compounds (75)
Drugs with Inhibition Measurements
| Drug | Taxonomy | Measurement | Average (mM) | Bioassay(s) | Publication(s) |
|---|
| benzaldehyde | Homo sapiens (human) | IC50 | 3.9200 | 1 | 1 |
| naphthalene | Homo sapiens (human) | IC50 | 25.0018 | 2 | 2 |
| phenanthrene | Homo sapiens (human) | IC50 | 97.0255 | 2 | 2 |
| phenethylamine | Homo sapiens (human) | IC50 | 4.4100 | 1 | 1 |
| tryptamine | Homo sapiens (human) | Ki | 1.7000 | 1 | 1 |
| acetazolamide | Homo sapiens (human) | Ki | 0.0155 | 2 | 4 |
| 5-methoxypsoralen | Homo sapiens (human) | Ki | 12.0000 | 1 | 1 |
| beta-naphthoflavone | Homo sapiens (human) | IC50 | 25.0000 | 1 | 1 |
| cannabinol | Homo sapiens (human) | IC50 | 30.4000 | 1 | 1 |
| cannabinol | Homo sapiens (human) | Ki | 1.0000 | 1 | 1 |
| amphetamine | Homo sapiens (human) | IC50 | 3.5000 | 1 | 1 |
| valproic acid | Homo sapiens (human) | Ki | 9,150.0000 | 1 | 1 |
| isoniazid | Homo sapiens (human) | Ki | 60.0000 | 1 | 1 |
| methoxsalen | Homo sapiens (human) | Ki | 0.9833 | 3 | 3 |
| 4-dichlorobenzene | Homo sapiens (human) | IC50 | 16.9912 | 2 | 2 |
| pilocarpine | Homo sapiens (human) | Ki | 3.0000 | 1 | 1 |
| ficusin | Homo sapiens (human) | Ki | 0.6000 | 1 | 1 |
| 1-methylnaphthalene | Homo sapiens (human) | IC50 | 33.9812 | 2 | 2 |
| 1-chloronaphthalene | Homo sapiens (human) | IC50 | 17.9944 | 2 | 2 |
| 1-naphthol | Homo sapiens (human) | IC50 | 130.0085 | 2 | 2 |
| 2-methylnaphthalene | Homo sapiens (human) | IC50 | 2.3994 | 2 | 2 |
| 2-chloronaphthalene | Homo sapiens (human) | IC50 | 5.3976 | 2 | 2 |
| 2-methylquinoline | Homo sapiens (human) | IC50 | 190.0540 | 2 | 2 |
| 2-methoxynaphthalene | Homo sapiens (human) | IC50 | 61.9720 | 2 | 2 |
| 4-(dimethylamino)benzaldehyde | Homo sapiens (human) | Ki | 3.6000 | 1 | 1 |
| 4-methylbenzaldehyde | Homo sapiens (human) | IC50 | 4.8800 | 1 | 1 |
| 1,4-dibromobenzene | Homo sapiens (human) | IC50 | 59.0100 | 2 | 2 |
| 2-naphthol | Homo sapiens (human) | IC50 | 139.9795 | 2 | 2 |
| beta-nicotyrine | Homo sapiens (human) | IC50 | 2.2000 | 1 | 0 |
| beta-nicotyrine | Homo sapiens (human) | Ki | 7.5000 | 1 | 1 |
| indole-3-carbaldehyde | Homo sapiens (human) | IC50 | 79.0000 | 1 | 1 |
| indole-3-carbaldehyde | Homo sapiens (human) | Ki | 11.0000 | 1 | 1 |
| 1,2-dimethylnaphthalene | Homo sapiens (human) | IC50 | 26.0008 | 2 | 2 |
| 1,6-dimethylnaphthalene | Homo sapiens (human) | IC50 | 130.0085 | 2 | 2 |
| 2,6-dimethylnaphthalene | Homo sapiens (human) | IC50 | 10.0000 | 2 | 2 |
| anatabine | Homo sapiens (human) | IC50 | 23.0000 | 1 | 0 |
| alpha-naphthoflavone | Homo sapiens (human) | IC50 | 25.0000 | 1 | 1 |
| 3-methylquinoline | Homo sapiens (human) | IC50 | 199.9930 | 2 | 2 |
| 2,6-dimethylquinoline | Homo sapiens (human) | IC50 | 279.9490 | 2 | 2 |
| 1-methylisoquinoline | Homo sapiens (human) | IC50 | 59.9896 | 2 | 2 |
| 4-chlorobiphenyl | Homo sapiens (human) | IC50 | 149.9840 | 2 | 2 |
| phenethyl isothiocyanate | Homo sapiens (human) | Ki | 1.7000 | 1 | 1 |
| anabaseine | Homo sapiens (human) | IC50 | 120.0000 | 1 | 0 |
| tranylcypromine | Homo sapiens (human) | IC50 | 2.7133 | 2 | 1 |
| 4-anisaldehyde | Homo sapiens (human) | IC50 | 5.1500 | 1 | 1 |
| nitrogenase stabilizing-protective protein, bacteria | Homo sapiens (human) | GI50 | 1.8000 | 1 | 2 |
| 1-n-butylimidazole | Homo sapiens (human) | IC50 | 65.0000 | 1 | 2 |
| proadifen hydrochloride | Homo sapiens (human) | IC50 | 19.0000 | 1 | 1 |
| beta-tetralone | Homo sapiens (human) | IC50 | 20.9947 | 2 | 2 |
| pirlindole | Homo sapiens (human) | IC50 | 36.0000 | 1 | 1 |
| nicotine | Homo sapiens (human) | IC50 | 210.6763 | 2 | 1 |
| nicotine | Homo sapiens (human) | Ki | 46.2667 | 3 | 2 |
| 6-paradol | Homo sapiens (human) | IC50 | 10.5000 | 1 | 1 |
| tariquidar | Homo sapiens (human) | IC50 | 100.0000 | 1 | 1 |
| 5-(3-pyridyl)tetrazole | Homo sapiens (human) | IC50 | 389.0000 | 1 | 0 |
| 5-(3-pyridyl)tetrazole | Homo sapiens (human) | Ki | 64.8000 | 2 | 1 |
| pseudonicotine | Homo sapiens (human) | IC50 | 580.0000 | 1 | 1 |
| anabasine | Homo sapiens (human) | IC50 | 32.4000 | 1 | 0 |
| 2-chlorobiphenyl | Homo sapiens (human) | IC50 | 35.9874 | 2 | 2 |
| menthofuran | Homo sapiens (human) | Ki | 0.8400 | 1 | 1 |
| myosmine | Homo sapiens (human) | IC50 | 187.0000 | 1 | 0 |
| bay 57-1293 | Homo sapiens (human) | Ki | 0.0791 | 2 | 4 |
| n-nonyl-1-deoxynojirimycin | Homo sapiens (human) | IC50 | 30.0000 | 1 | 1 |
| cannabidiol | Homo sapiens (human) | Ki | 55.0000 | 1 | 1 |
| cotinine | Homo sapiens (human) | IC50 | 11,933.3333 | 2 | 1 |
| dasatinib | Homo sapiens (human) | IC50 | 35.0000 | 1 | 0 |
| bergaptol | Homo sapiens (human) | Ki | 11.6000 | 1 | 1 |
| chrysin | Homo sapiens (human) | IC50 | 25.0000 | 1 | 1 |
| orteronel | Homo sapiens (human) | IC50 | 30.0000 | 1 | 1 |
| tofacitinib | Homo sapiens (human) | IC50 | 0.0120 | 1 | 1 |
| way 181187 | Homo sapiens (human) | IC50 | 153.1429 | 2 | 7 |
| mk-0249 | Homo sapiens (human) | IC50 | 27.0000 | 1 | 1 |
| cct129202 | Homo sapiens (human) | IC50 | 10.0000 | 1 | 1 |
| cct 128930 | Homo sapiens (human) | IC50 | 50.0000 | 1 | 1 |
| tak-441 | Homo sapiens (human) | IC50 | 0.0044 | 1 | 1 |
| kaf156 | Homo sapiens (human) | IC50 | 6.0000 | 1 | 1 |
| (5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta(b)pyridin-9-yl 4-(2-oxo-2,3-dihydro-1h-imidazo(4,5-b)pyridin-1-yl)piperidine-1-carboxylate | Homo sapiens (human) | IC50 | 20.0000 | 1 | 1 |
| dolutegravir | Homo sapiens (human) | IC50 | 100.0000 | 1 | 1 |
Drugs with Activation Measurements
Drugs with Other Measurements
| Drug | Taxonomy | Measurement | Average (mM) | Bioassay(s) | Publication(s) |
|---|
| coumarin | Homo sapiens (human) | Km | 0.7400 | 1 | 1 |
| 17-dihydroexemestane | Homo sapiens (human) | Km | 55.0000 | 1 | 1 |
Evaluation of inhibition selectivity for human cytochrome P450 2A enzymes.Drug metabolism and disposition: the biological fate of chemicals, , Volume: 40, Issue:9, 2012
Exploring QSAR and QAAR for inhibitors of cytochrome P450 2A6 and 2A5 enzymes using GFA and G/PLS techniques.European journal of medicinal chemistry, , Volume: 44, Issue:5, 2009
5-substituted, 6-substituted, and unsubstituted 3-heteroaromatic pyridine analogues of nicotine as selective inhibitors of cytochrome P-450 2A6.Journal of medicinal chemistry, , Jan-13, Volume: 48, Issue:1, 2005
[no title available],
Discovery of (5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate (BMS-927711): an oral calcitonin gene-related peptide (CGRP) antagonist in cJournal of medicinal chemistry, , Dec-13, Volume: 55, Issue:23, 2012
Enables
This protein enables 6 target(s):
| Target | Category | Definition |
|---|
| iron ion binding | molecular function | Binding to an iron (Fe) ion. [GOC:ai] |
| coumarin 7-hydroxylase activity | molecular function | Catalysis of the reaction: coumarin + O2 + NADPH + H+ = hydroxycoumarin + H2O + NADP+. [Reactome:163103] |
| enzyme binding | molecular function | Binding to an enzyme, a protein with catalytic activity. [GOC:jl] |
| heme binding | molecular function | Binding to a heme, a compound composed of iron complexed in a porphyrin (tetrapyrrole) ring. [GOC:ai] |
| oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen | molecular function | Catalysis of an oxidation-reduction (redox) reaction in which hydrogen or electrons are transferred from reduced flavin or flavoprotein and one other donor, and one atom of oxygen is incorporated into one donor. [GOC:mah] |
| arachidonic acid epoxygenase activity | molecular function | Catalysis of an NADPH- and oxygen-dependent reaction that converts arachidonic acid to a cis-epoxyeicosatrienoic acid. [http://lipidlibrary.aocs.org/Lipids/eic_hete/index.htm, PMID:10681399, PMID:18952572] |
Located In
This protein is located in 2 target(s):
| Target | Category | Definition |
|---|
| endoplasmic reticulum membrane | cellular component | The lipid bilayer surrounding the endoplasmic reticulum. [GOC:mah] |
| cytoplasmic microtubule | cellular component | Any microtubule in the cytoplasm of a cell. [GOC:mah] |
Active In
This protein is active in 2 target(s):
| Target | Category | Definition |
|---|
| intracellular membrane-bounded organelle | cellular component | Organized structure of distinctive morphology and function, bounded by a single or double lipid bilayer membrane and occurring within the cell. Includes the nucleus, mitochondria, plastids, vacuoles, and vesicles. Excludes the plasma membrane. [GOC:go_curators] |
| cytoplasm | cellular component | The contents of a cell excluding the plasma membrane and nucleus, but including other subcellular structures. [ISBN:0198547684] |
Involved In
This protein is involved in 6 target(s):
| Target | Category | Definition |
|---|
| xenobiotic metabolic process | biological process | The chemical reactions and pathways involving a xenobiotic compound, a compound foreign to the organim exposed to it. It may be synthesized by another organism (like ampicilin) or it can be a synthetic chemical. [GOC:cab2, GOC:krc] |
| steroid metabolic process | biological process | The chemical reactions and pathways involving steroids, compounds with a 1,2,cyclopentanoperhydrophenanthrene nucleus. [ISBN:0198547684] |
| coumarin metabolic process | biological process | The chemical reactions and pathways involving coumarins, compounds derived from the phenylacrylic skeleton of cinnamic acids. [GOC:lr, GOC:yl] |
| xenobiotic catabolic process | biological process | The chemical reactions and pathways resulting in the breakdown of a xenobiotic compound, a compound foreign to the organim exposed to it. It may be synthesized by another organism (like ampicilin) or it can be a synthetic chemical. [GOC:jl, GOC:krc] |
| coumarin catabolic process | biological process | The chemical reactions and pathways resulting in the breakdown of coumarins, compounds derived from the phenylacrylic skeleton of cinnamic acids. [GOC:ai] |
| epoxygenase P450 pathway | biological process | The chemical reactions and pathways by which arachidonic acid is converted to other compounds including epoxyeicosatrienoic acids and dihydroxyeicosatrienoic acids. [GOC:mah, PMID:17979511] |