Page last updated: 2024-10-06

Cytochrome P450 - arranged by substrate type

Proteins (30)

ProteinSynonymsTaxonomy
Vitamin D 25-hydroxylaseEC 1.14.14.24; Cytochrome P450 2R1Homo sapiens (human)
Cytochrome P450 2U1Long-chain fatty acid omega-monooxygenase; 1.14.14.80Homo sapiens (human)
Cytochrome P450 2S1EC 1.14.14.-; CYPIIS1; Hydroperoxy icosatetraenoate dehydratase; 4.2.1.152; Thromboxane-A synthase; 5.3.99.5Homo sapiens (human)
Cholesterol 24-hydroxylaseCH24H; EC 1.14.14.25; Cholesterol 24-monooxygenase; Cholesterol 24S-hydroxylase; Cytochrome P450 46A1Homo sapiens (human)
Steroid 21-hydroxylaseEC 1.14.14.16; 21-OHase; Cytochrome P-450c21; Cytochrome P450 21; Cytochrome P450 XXI; Cytochrome P450-C21; Cytochrome P450-C21BHomo sapiens (human)
Cytochrome P450 1A2EC 1.14.14.1; CYPIA2; Cholesterol 25-hydroxylase; Cytochrome P(3)450; Cytochrome P450 4; Cytochrome P450-P3; Hydroperoxy icosatetraenoate dehydratase; 4.2.1.152Homo sapiens (human)
Bile acid receptorFarnesoid X-activated receptor; Farnesol receptor HRR-1; Nuclear receptor subfamily 1 group H member 4; Retinoid X receptor-interacting protein 14; RXR-interacting protein 14Homo sapiens (human)
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrialEC 1.14.15.18; 25-OHD-1 alpha-hydroxylase; 25-hydroxyvitamin D(3) 1-alpha-hydroxylase; VD3 1A hydroxylase; Calcidiol 1-monooxygenase; Cytochrome P450 subfamily XXVIIB polypeptide 1; Cytochrome P450C1 alpha; Cytochrome P450VD1-alpha; Cytochrome p450 27B1Homo sapiens (human)
Cytochrome P450 1A1CYPIA1; EC 1.14.14.1; Cytochrome P450 form 6; Cytochrome P450-C; Cytochrome P450-P1; Hydroperoxy icosatetraenoate dehydratase; 4.2.1.152Homo sapiens (human)
AromataseEC 1.14.14.14; CYPXIX; Cytochrome P-450AROM; Cytochrome P450 19A1; Estrogen synthaseHomo sapiens (human)
Cytochrome P450 11B2, mitochondrialAldosterone synthase; ALDOS; Aldosterone-synthesizing enzyme; CYPXIB2; Corticosterone 18-monooxygenase, CYP11B2; 1.14.15.5; Cytochrome P-450Aldo; Cytochrome P-450C18; Steroid 11-beta-hydroxylase, CYP11B2; 1.14.15.4; Steroid 18-hydroxylaseHomo sapiens (human)
Retinoic acid receptor RXR-alphaNuclear receptor subfamily 2 group B member 1; Retinoid X receptor alphaHomo sapiens (human)
Thromboxane-A synthase TXA synthase; TXS; EC 5.3.99.5; Cytochrome P450 5A1; Hydroperoxy icosatetraenoate dehydratase; 4.2.1.152Homo sapiens (human)
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial24-OHase; Vitamin D(3) 24-hydroxylase; EC 1.14.15.16; Cytochrome P450 24A1; Cytochrome P450-CC24Homo sapiens (human)
Cytochrome P450 1B1EC 1.14.14.1; CYPIB1; Hydroperoxy icosatetraenoate dehydratase; 4.2.1.152Homo sapiens (human)
Lanosterol 14-alpha demethylaseLDM; EC 1.14.14.154; CYPLI; Cytochrome P450 51A1; Cytochrome P450-14DM; Cytochrome P45014DM; Cytochrome P450LI; Sterol 14-alpha demethylaseHomo sapiens (human)
Aryl hydrocarbon receptorAh receptor; AhR; Class E basic helix-loop-helix protein 76; bHLHe76Homo sapiens (human)
Sterol 26-hydroxylase, mitochondrialEC 1.14.15.15; 5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol 26-hydroxylase; Cytochrome P-450C27/25; Cytochrome P450 27; Sterol 27-hydroxylase; Vitamin D(3) 25-hydroxylaseHomo sapiens (human)
Cytochrome P450 3A43 EC 1.14.14.1Homo sapiens (human)
Nuclear receptor coactivator 1NCoA-1; EC 2.3.1.48; Class E basic helix-loop-helix protein 74; bHLHe74; Protein Hin-2; RIP160; Renal carcinoma antigen NY-REN-52; Steroid receptor coactivator 1; SRC-1Homo sapiens (human)
Nuclear receptor coactivator 2NCoA-2; Class E basic helix-loop-helix protein 75; bHLHe75; Transcriptional intermediary factor 2; hTIF2Homo sapiens (human)
NADPH--cytochrome P450 reductaseCPR; P450R; EC 1.6.2.4Homo sapiens (human)
Cholesterol side-chain cleavage enzyme, mitochondrialEC 1.14.15.6; CYPXIA1; Cholesterol desmolase; Cytochrome P450 11A1; Cytochrome P450(scc)Homo sapiens (human)
Pro-opiomelanocortinPOMC; Corticotropin-lipotropinHomo sapiens (human)
NADPH:adrenodoxin oxidoreductase, mitochondrialAR; Adrenodoxin reductase; EC 1.18.1.6; Ferredoxin--NADP(+) reductase; Ferredoxin reductaseHomo sapiens (human)
Aryl hydrocarbon receptor repressorAhR repressor; AhRR; Class E basic helix-loop-helix protein 77; bHLHe77Homo sapiens (human)
24-hydroxycholesterol 7-alpha-hydroxylaseEC 1.14.14.26; Cytochrome P450 39A1; hCYP39A1; Oxysterol 7-alpha-hydroxylaseHomo sapiens (human)
Cytochrome P450 4F22EC 1.14.14.-Homo sapiens (human)
Cytochrome P450 26C1EC 1.14.-.-Homo sapiens (human)
Cytochrome P450 4V2Docosahexaenoic acid omega-hydroxylase CYP4V2; 1.14.14.79; Long-chain fatty acid omega-monooxygenase; 1.14.14.80Homo sapiens (human)

Compounds (98)

CompoundDescription
hydronium ion
phenytoinAn anticonvulsant that is used to treat a wide variety of seizures. It is also an anti-arrhythmic and a muscle relaxant. The mechanism of therapeutic action is not clear, although several cellular actions have been described including effects on ion channels, active transport, and general membrane stabilization. The mechanism of its muscle relaxant effect appears to involve a reduction in the sensitivity of muscle spindles to stretch. Phenytoin has been proposed for several other therapeutic uses, but its use has been limited by its many adverse effects and interactions with other drugs.
acetaminophenAnalgesic antipyretic derivative of acetanilide. It has weak anti-inflammatory properties and is used as a common analgesic, but may cause liver, blood cell, and kidney damage.
cyclophosphamidePrecursor of an alkylating nitrogen mustard antineoplastic and immunosuppressive agent that must be activated in the LIVER to form the active aldophosphamide. It has been used in the treatment of LYMPHOMA and LEUKEMIA. Its side effect, ALOPECIA, has been used for defleecing sheep. Cyclophosphamide may also cause sterility, birth defects, mutations, and cancer.
caffeineA methylxanthine naturally occurring in some beverages and also used as a pharmacological agent. Caffeine's most notable pharmacological effect is as a central nervous system stimulant, increasing alertness and producing agitation. It also relaxes SMOOTH MUSCLE, stimulates CARDIAC MUSCLE, stimulates DIURESIS, and appears to be useful in the treatment of some types of headache. Several cellular actions of caffeine have been observed, but it is not entirely clear how each contributes to its pharmacological profile. Among the most important are inhibition of cyclic nucleotide PHOSPHODIESTERASES, antagonism of ADENOSINE RECEPTORS, and modulation of intracellular calcium handling.
hydrobromic acidHydrobromic acid (HBr). A solution of hydrogen bromide gas in water.
ironA metallic element with atomic symbol Fe, atomic number 26, and atomic weight 55.85. It is an essential constituent of HEMOGLOBINS; CYTOCHROMES; and IRON-BINDING PROTEINS. It plays a role in cellular redox reactions and in the transport of OXYGEN.
debrisoquinAn adrenergic neuron-blocking drug similar in effects to GUANETHIDINE. It is also noteworthy in being a substrate for a polymorphic cytochrome P-450 enzyme. Persons with certain isoforms of this enzyme are unable to properly metabolize this and many other clinically important drugs. They are commonly referred to as having a debrisoquin 4-hydroxylase polymorphism.
IronA metallic element with atomic symbol Fe, atomic number 26, and atomic weight 55.85. It is an essential constituent of HEMOGLOBINS; CYTOCHROMES; and IRON-BINDING PROTEINS. It plays a role in cellular redox reactions and in the transport of OXYGEN.
chlorineAn element with atomic symbol Cl, atomic number 17, and atomic weight 35, and member of the halogen family.
halothaneA nonflammable, halogenated, hydrocarbon anesthetic that provides relatively rapid induction with little or no excitement. Analgesia may not be adequate. NITROUS OXIDE is often given concomitantly. Because halothane may not produce sufficient muscle relaxation, supplemental neuromuscular blocking agents may be required. (From AMA Drug Evaluations Annual, 1994, p178)
paclitaxelA cyclodecane isolated from the bark of the Pacific yew tree, TAXUS BREVIFOLIA. It stabilizes MICROTUBULES in their polymerized form leading to cell death.
lauric acid
loperamideOne of the long-acting synthetic ANTIDIARRHEALS; it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally.
tretinoinAn important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).
alitretinoinA retinoid that is used for the treatment of chronic hand ECZEMA unresponsive to topical CORTICOSTEROIDS. It is also used to treat cutaneous lesions associated with AIDS-related KAPOSI SARCOMA.
calcitriolThe physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (CALCIFEDIOL). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.
cholecalciferolDerivative of 7-dehydroxycholesterol formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. It differs from ERGOCALCIFEROL in having a single bond between C22 and C23 and lacking a methyl group at C24.
epoprostenolA prostaglandin that is a powerful vasodilator and inhibits platelet aggregation. It is biosynthesized enzymatically from PROSTAGLANDIN ENDOPEROXIDES in human vascular tissue. The sodium salt has been also used to treat primary pulmonary hypertension (HYPERTENSION, PULMONARY).
calcifediolThe major circulating metabolite of VITAMIN D3. It is produced in the LIVER and is the best indicator of the body's vitamin D stores. It is effective in the treatment of RICKETS and OSTEOMALACIA, both in azotemic and non-azotemic patients. Calcifediol also has mineralizing properties.
dextromethorphanMethyl analog of DEXTRORPHAN that shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (RECEPTORS, N-METHYL-D-ASPARTATE) and acts as a non-competitive channel blocker. It is one of the widely used ANTITUSSIVES, and is also used to study the involvement of glutamate receptors in neurotoxicity.
dextrorphanDextro form of levorphanol. It acts as a noncompetitive NMDA receptor antagonist, among other effects, and has been proposed as a neuroprotective agent. It is also a metabolite of DEXTROMETHORPHAN.
tolbutamideA sulphonylurea hypoglycemic agent with actions and uses similar to those of CHLORPROPAMIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p290)
HydrocortisoneThe main glucocorticoid secreted by the ADRENAL CORTEX. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions.
EstradiolThe 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids.
estroneAn aromatized C18 steroid with a 3-hydroxyl group and a 17-ketone, a major mammalian estrogen. It is converted from ANDROSTENEDIONE directly, or from TESTOSTERONE via ESTRADIOL. In humans, it is produced primarily by the cyclic ovaries, PLACENTA, and the ADIPOSE TISSUE of men and postmenopausal women.
ProgesteroneThe major progestational steroid that is secreted primarily by the CORPUS LUTEUM and the PLACENTA. Progesterone acts on the UTERUS, the MAMMARY GLANDS and the BRAIN. It is required in EMBRYO IMPLANTATION; PREGNANCY maintenance, and the development of mammary tissue for MILK production. Progesterone, converted from PREGNENOLONE, also serves as an intermediate in the biosynthesis of GONADAL STEROID HORMONES and adrenal CORTICOSTEROIDS.
CholesterolThe principal sterol of all higher animals, distributed in body tissues, especially the brain and spinal cord, and in animal fats and oils.
TestosteroneA potent androgenic steroid and major product secreted by the LEYDIG CELLS of the TESTIS. Its production is stimulated by LUTEINIZING HORMONE from the PITUITARY GLAND. In turn, testosterone exerts feedback control of the pituitary LH and FSH secretion. Depending on the tissues, testosterone can be further converted to DIHYDROTESTOSTERONE or ESTRADIOL.
desoxycorticosteroneA steroid metabolite that is the 11-deoxy derivative of CORTICOSTERONE and the 21-hydroxy derivative of PROGESTERONE
EthanolA clear, colorless liquid rapidly absorbed from the gastrointestinal tract and distributed throughout the body. It has bactericidal activity and is used often as a topical disinfectant. It is widely used as a solvent and preservative in pharmaceutical preparations as well as serving as the primary ingredient in ALCOHOLIC BEVERAGES.
formaldehydeA highly reactive aldehyde gas formed by oxidation or incomplete combustion of hydrocarbons. In solution, it has a wide range of uses: in the manufacture of resins and textiles, as a disinfectant, and as a laboratory fixative or preservative. Formaldehyde solution (formalin) is considered a hazardous compound, and its vapor toxic. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p717)
hydrogenThe first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.
pregnenoloneA 21-carbon steroid, derived from CHOLESTEROL and found in steroid hormone-producing tissues. Pregnenolone is the precursor to GONADAL STEROID HORMONES and the adrenal CORTICOSTEROIDS.
WaterA clear, odorless, tasteless liquid that is essential for most animal and plant life and is an excellent solvent for many substances. The chemical formula is hydrogen oxide (H2O). (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)
OxygenAn element with atomic symbol O, atomic number 8, and atomic weight [15.99903; 15.99977]. It is the most abundant element on earth and essential for respiration.
phenolAn antiseptic and disinfectant aromatic alcohol.
18-hydroxy-5,8,11,14-eicosatetraenoic acidstructure given in first source
6-hydroxytaxolstructure in first source
aflatoxin b1-2,3-oxide
18-hydroxycorticosterone11 beta,18,21-Trihydroxypregn-4-ene-3,20-dione.
7,25-dihydroxycholesterolhas various immunosupressive effects; RN given refers to (3beta)-isomer; RN for cpd without isomeric designation not available 12/88
24-hydroxycholesterol
7 alpha-hydroxy-4-cholesten-3-onestructure
isocaproaldehydeproduced from side-chain cleavage of 20,22-dihydroxycholesterol
NADPNicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed)
NADPNicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed)
acetaldehydeA colorless, flammable liquid used in the manufacture of acetic acid, perfumes, and flavors. It is also an intermediate in the metabolism of alcohol. It has a general narcotic action and also causes irritation of mucous membranes. Large doses may cause death from respiratory paralysis.
hydroxyphenytoinmain metabolite of diphenylhydantoin; reduces Na(+) inhibition at high Na:K ratios; RN given refers to cpd without isomeric designation; structure
benzeneToxic, volatile, flammable liquid hydrocarbon byproduct of coal distillation. It is used as an industrial solvent in paints, varnishes, lacquer thinners, gasoline, etc. Benzene causes central nervous system damage acutely and bone marrow damage chronically and is carcinogenic. It was formerly used as parasiticide.
chloroethylene oxidepostulated metabolite of vinyl chloride; structure
formate
3-hydroxypalmitic acid
7 alpha,12 alpha-dihydroxy-5-cholesten-3-oneinermediate in bile acid biosynthesis
coumarineffective in reducing edema following crush & thermal injury; structure in Merck Index, 9th ed, #2547; Coumarin itself occurs in the Tonka bean
hydroxymethyltolbutamidetolbutamide metabolite
cortodoxone17,21-Dihydroxypregn-4-ene-3,20-dione. A 17-hydroxycorticosteroid with glucocorticoid and anti-inflammatory activities.
4,4-dimethylcholesta-8,14,24-trienola meiosis activating sterol; RN given refers to (5alpha,3beta)-isomer
prostaglandin h2A cyclic endoperoxide intermediate produced by the action of CYCLOOXYGENASE on ARACHIDONIC ACID. It is further converted by a series of specific enzymes to the series 2 prostaglandins.
1,7-dimethylxanthine
leukotriene b4The major metabolite in neutrophil polymorphonuclear leukocytes. It stimulates polymorphonuclear cell function (degranulation, formation of oxygen-centered free radicals, arachidonic acid release, and metabolism). (From Dictionary of Prostaglandins and Related Compounds, 1990)
thromboxane a2An unstable intermediate between the prostaglandin endoperoxides and thromboxane B2. The compound has a bicyclic oxaneoxetane structure. It is a potent inducer of platelet aggregation and causes vasoconstriction. It is the principal component of rabbit aorta contracting substance (RCS).
5,12,20-trihydroxy-6,8,10,14-eicosatetraenoic acidRN given refers to (S-(R*,R*-(E,E,Z,Z)))-isomer
7-hydroxycoumarinactive metabolite of coumarin; RN given refers to parent cpd
4-hydroxyestradiolcatechol estrogen
1,24,25-trihydroxyvitamin D3, (1alpha,3beta,5Z,7E,24S)-isomer
12-hydroxy-5,8,10,14-eicosatetraenoic acidA lipoxygenase metabolite of ARACHIDONIC ACID. It is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumor cell metastatic potential through activation of protein kinase C. (J Pharmacol Exp Ther 1995; 274(3):1545-51; J Natl Cancer Inst 1994; 86(15):1145-51)
aldosteroneA hormone secreted by the ADRENAL CORTEX that regulates electrolyte and water balance by increasing the renal retention of sodium and the excretion of potassium.
trifluoroacetyl chlorideanesthetics are believed to trigger hepatitis by covalently linking a trifluoroacetyl (TFA) chloride hapten to hepatic proteins, forming haptenated self-proteins
ethylene
vinyl chlorideA gas that has been used as an aerosol propellant and is the starting material for polyvinyl resins. Toxicity studies have shown various adverse effects, particularly the occurrence of liver neoplasms.
ethylene oxideA colorless and flammable gas at room temperature and pressure. Ethylene oxide is a bactericidal, fungicidal, and sporicidal disinfectant. It is effective against most micro-organisms, including viruses. It is used as a fumigant for foodstuffs and textiles and as an agent for the gaseous sterilization of heat-labile pharmaceutical and surgical materials. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p794)
4-hydroxyretinoic acidRN given refers to cpd without isomeric designation; structure
20,22-dihydroxycholesterolRN given refers to (3beta,22R)-isomer
skatole
4-biphenylamineused in detection of sulfates, & as a carcinogen in cancer research; RN given refers to parent cpd; structure
12-hydroxydodecanoic acid
indoleRN given refers to parent cpd; structure in Merck Index, 9th ed, #4840
n-demethylloperamideloperamide metabolite; structure in first source
4-hydroxydebrisoquinprincipal metabolite of above; RN given refers to parent cpd
cholest-5-en-3 beta,7 alpha-diolsubstrate for hydroxysteroid dehydrogenase; RN given refers to (3beta,7alpha)-isomer
5-hydroxymethylomeprazolemetabolite of omeprazole
3-methyleneindoleninestructure given in first source
aflatoxin b1A potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the Aspergillus flavus group of fungi. It is also mutagenic, teratogenic, and causes immunosuppression in animals. It is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. The mycotoxin requires epoxidation to aflatoxin B1 2,3-oxide for activation. Microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin M1 and Q1.
7 alpha,26-dihydroxy-4-cholesten-3-one
19-hydroxy-5,8,11,14-eicosatetraenoic acidpotent stimulator of renal sodium, potassium atpase; RN given is for the (all-Z) isomer
lanosterolA triterpene that derives from the chair-boat-chair-boat folding of 2,3-oxidosqualene. It is metabolized to CHOLESTEROL and CUCURBITACINS.
2-oxindoleRN given refers to parent cpd; structure
n-acetyl-4-benzoquinoneiminereactive arylating intermediate from acetaminophen & N-hydroxyacetaminophen; structure given in first source
corticosteroneAn adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)
creolinfrom refined coal tar oils
carbon tetrachlorideA solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed)
androstenedioneA delta-4 C19 steroid that is produced not only in the TESTIS, but also in the OVARY and the ADRENAL CORTEX. Depending on the tissue type, androstenedione can serve as a precursor to TESTOSTERONE as well as ESTRONE and ESTRADIOL.
25-hydroxycholesterol
6 beta-hydroxytestosteroneRN given refers to (6beta,17beta)-isomer
n-hydroxy-4-aminobiphenyl
cholest-5-ene-3 beta,26-diolisolated from human brain
4-hydroxycyclophosphamideprimary activation metabolite of cyclophosphamide; RN given refers to cpd without isomeric designation