Page last updated: 2024-10-06

Phase I - Functionalization of compounds

Proteins (68)

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)
Acetyl-coenzyme A synthetase, cytoplasmicEC 6.2.1.1; Acetate--CoA ligase; Acetyl-CoA synthetase; ACS; AceCS; Acetyl-CoA synthetase 1; AceCS1; Acyl-CoA synthetase short-chain family member 2; Acyl-activating enzyme; Propionate--CoA ligase; 6.2.1.17Homo 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)
Heat shock protein HSP 90-betaHSP 90; Heat shock 84 kDa; HSP 84; HSP84Homo sapiens (human)
Cytochrome P450 3A4EC 1.14.14.1; 1,4-cineole 2-exo-monooxygenase; 1,8-cineole 2-exo-monooxygenase; 1.14.14.56; Albendazole monooxygenase (sulfoxide-forming); 1.14.14.73; Albendazole sulfoxidase; CYPIIIA3; CYPIIIA4; Cholesterol 25-hydroxylase; Cytochrome P450 3A3; CytochromeHomo sapiens (human)
Ribosyldihydronicotinamide dehydrogenase [quinone]EC 1.10.5.1; NRH dehydrogenase [quinone] 2; NRH:quinone oxidoreductase 2; Quinone reductase 2; QR2Homo sapiens (human)
Amine oxidase [flavin-containing] AEC 1.4.3.4; Monoamine oxidase type A; MAO-AHomo sapiens (human)
Prostaglandin G/H synthase 1EC 1.14.99.1; Cyclooxygenase-1; COX-1; Prostaglandin H2 synthase 1; PGH synthase 1; PGHS-1; PHS 1; Prostaglandin-endoperoxide synthase 1Homo 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)
Cytochrome b5 type BCytochrome b5 outer mitochondrial membrane isoformHomo sapiens (human)
Carbonyl reductase [NADPH] 3EC 1.1.1.184; NADPH-dependent carbonyl reductase 3; Short chain dehydrogenase/reductase family 21C member 2Homo sapiens (human)
Valacyclovir hydrolaseVACVase; Valacyclovirase; EC 3.1.-.-; Biphenyl hydrolase-like protein; Biphenyl hydrolase-related protein; Bph-rp; Breast epithelial mucin-associated antigen; MCNAAHomo 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)
Amine oxidase [flavin-containing] BEC 1.4.3.4; Monoamine oxidase type B; MAO-BHomo 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)
Mitochondrial amidoxime-reducing component 1mARC1; EC 1.7.-.-; Molybdenum cofactor sulfurase C-terminal domain-containing protein 1; MOSC domain-containing protein 1; Moco sulfurase C-terminal domain-containing protein 1Homo sapiens (human)
Arylacetamide deacetylaseEC 3.1.1.3Homo sapiens (human)
Dimethylaniline monooxygenase [N-oxide-forming] 1EC 1.14.13.8; Dimethylaniline oxidase 1; Fetal hepatic flavin-containing monooxygenase 1; FMO 1Homo sapiens (human)
Retinal dehydrogenase 1RALDH 1; RalDH1; EC 1.2.1.-; EC 1.2.1.36; ALDH-E1; ALHDII; Aldehyde dehydrogenase family 1 member A1; Aldehyde dehydrogenase, cytosolicHomo sapiens (human)
Aldehyde dehydrogenase, mitochondrialEC 1.2.1.3; ALDH class 2; ALDH-E2; ALDHIHomo sapiens (human)
Epoxide hydrolase 1 EC 3.3.2.9; Epoxide hydratase; Microsomal epoxide hydrolase; mEHHomo 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)
Peroxisomal N(1)-acetyl-spermine/spermidine oxidaseEC 1.5.3.13; Polyamine oxidaseHomo sapiens (human)
Nuclear receptor coactivator 2NCoA-2; Class E basic helix-loop-helix protein 75; bHLHe75; Transcriptional intermediary factor 2; hTIF2Homo sapiens (human)
Mitochondrial amidoxime reducing component 2mARC2; EC 1.7.-.-; Molybdenum cofactor sulfurase C-terminal domain-containing protein 2; MOSC domain-containing protein 2; Moco sulfurase C-terminal domain-containing protein 2Homo sapiens (human)
Retina-specific copper amine oxidaseRAO; EC 1.4.3.21; Amine oxidase [copper-containing]; Semicarbazide-sensitive amine oxidase; SSAOHomo sapiens (human)
Alcohol dehydrogenase class-3EC 1.1.1.1; Alcohol dehydrogenase 5; Alcohol dehydrogenase class chi chain; Alcohol dehydrogenase class-III; Glutathione-dependent formaldehyde dehydrogenase; FALDH; FDH; GSH-FDH; 1.1.1.-; S-(hydroxymethyl)glutathione dehydrogenase; 1.1.1.284Homo sapiens (human)
NADPH--cytochrome P450 reductaseCPR; P450R; EC 1.6.2.4Homo sapiens (human)
Membrane primary amine oxidaseEC 1.4.3.21; Copper amine oxidase; HPAO; Semicarbazide-sensitive amine oxidase; SSAO; Vascular adhesion protein 1; VAP-1Homo sapiens (human)
Alcohol dehydrogenase 1AEC 1.1.1.1; Alcohol dehydrogenase subunit alphaHomo sapiens (human)
All-trans-retinol dehydrogenase [NAD(+)] ADH4EC 1.1.1.105; Alcohol dehydrogenase 4; Alcohol dehydrogenase class II pi chainHomo sapiens (human)
All-trans-retinol dehydrogenase [NADEC 1.1.1.105; Alcohol dehydrogenase class 4 mu/sigma chain; 1.1.1.1; Alcohol dehydrogenase class IV mu/sigma chain; Gastric alcohol dehydrogenase; Omega-hydroxydecanoate dehydrogenase ADH7; 1.1.1.66; Retinol dehydrogenaseHomo sapiens (human)
NADH-cytochrome b5 reductase 3 B5R; Cytochrome b5 reductase; EC 1.6.2.2; Diaphorase-1Homo sapiens (human)
Cholesterol side-chain cleavage enzyme, mitochondrialEC 1.14.15.6; CYPXIA1; Cholesterol desmolase; Cytochrome P450 11A1; Cytochrome P450(scc)Homo sapiens (human)
Dimethylaniline monooxygenase [N-oxide-forming] 2EC 1.14.13.8; Dimethylaniline oxidase 2; FMO 1B1; Pulmonary flavin-containing monooxygenase 2; FMO 2Homo sapiens (human)
All-trans-retinol dehydrogenase [NAD(+)] ADH1BEC 1.1.1.105; Alcohol dehydrogenase 1B; Alcohol dehydrogenase subunit betaHomo sapiens (human)
Alcohol dehydrogenase 1CEC 1.1.1.1; Alcohol dehydrogenase subunit gammaHomo sapiens (human)
Amiloride-sensitive amine oxidase [copper-containing]DAO; Diamine oxidase; EC 1.4.3.22; Amiloride-binding protein 1; Amine oxidase copper domain-containing protein 1; Histaminase; Kidney amine oxidase; KAOHomo sapiens (human)
Alcohol dehydrogenase 6EC 1.1.1.1Homo sapiens (human)
Aldehyde dehydrogenase X, mitochondrialEC 1.2.1.3; Aldehyde dehydrogenase 5; Aldehyde dehydrogenase family 1 member B1Homo sapiens (human)
Aldehyde dehydrogenase, dimeric NADP-preferring EC 1.2.1.5; ALDHIII; Aldehyde dehydrogenase 3; Aldehyde dehydrogenase family 3 member A1Homo sapiens (human)
Prostaglandin E synthase 3EC 5.3.99.3; Cytosolic prostaglandin E2 synthase; cPGES; Hsp90 co-chaperone; Progesterone receptor complex p23; Telomerase-binding protein p23Homo sapiens (human)
AH receptor-interacting proteinAIP; Aryl-hydrocarbon receptor-interacting protein; HBV X-associated protein 2; XAP-2; Immunophilin homolog ARA9Homo sapiens (human)
Dimethylaniline monooxygenase [N-oxide-forming] 3EC 1.14.13.8; EC 1.14.14.73; Dimethylaniline oxidase 3; FMO II; FMO form 2; Hepatic flavin-containing monooxygenase 3; FMO 3; Trimethylamine monooxygenase; 1.14.13.148Homo 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)
Carboxylesterase 3EC 3.1.1.1; Liver carboxylesterase 31 homologHomo 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)
Carboxymethylenebutenolidase homologEC 3.1.-.-Homo sapiens (human)
Acetyl-coenzyme A synthetase 2-like, mitochondrialEC 6.2.1.1; Acetate--CoA ligase 2; Acetyl-CoA synthetase 2; AceCS2; Acyl-CoA synthetase short-chain family member 1; Propionate--CoA ligase; 6.2.1.17Homo sapiens (human)

Compounds (153)

CompoundDescription
hydronium ion
olmesartan medoxomilAn ANGIOTENSIN II TYPE 1 RECEPTOR BLOCKER that is used to manage HYPERTENSION.
methimazoleA thioureylene antithyroid agent that inhibits the formation of thyroid hormones by interfering with the incorporation of iodine into tyrosyl residues of thyroglobulin. This is done by interfering with the oxidation of iodide ion and iodotyrosyl groups through inhibition of the peroxidase enzyme.
acyclovirA GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.
valacyclovirA prodrug of acyclovir that is used in the treatment of HERPES ZOSTER and HERPES SIMPLEX VIRUS INFECTION of the skin and mucous membranes, including GENITAL HERPES.
ArginineAn essential amino acid that is physiologically active in the L-form.
olmesartanan active metabolite of CS 866
acetic acidProduct of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed)
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.
NADH
ammonium hydroxideThe hydroxy salt of ammonium ion. It is formed when AMMONIA reacts with water molecules in solution.
Ammonium
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.
CopperA heavy metal trace element with the atomic symbol Cu, atomic number 29, and atomic weight 63.55.
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.
CalciumA basic element found in nearly all tissues. It is a member of the alkaline earth family of metals with the atomic symbol Ca, atomic number 20, and atomic weight 40. Calcium is the most abundant mineral in the body and combines with phosphorus to form calcium phosphate in the bones and teeth. It is essential for the normal functioning of nerves and muscles and plays a role in blood coagulation (as factor IV) and in many enzymatic processes.
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.
tamoxifenOne of the SELECTIVE ESTROGEN RECEPTOR MODULATORS with tissue-specific activities. Tamoxifen acts as an anti-estrogen (inhibiting agent) in the mammary tissue, but as an estrogen (stimulating agent) in cholesterol metabolism, bone density, and cell proliferation in the ENDOMETRIUM.
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.
ZincA metallic element of atomic number 30 and atomic weight 65.38. It is a necessary trace element in the diet, forming an essential part of many enzymes, and playing an important role in protein synthesis and in cell division. Zinc deficiency is associated with ANEMIA, short stature, HYPOGONADISM, impaired WOUND HEALING, and geophagia. It is known by the symbol Zn.
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).
cocaineAn alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.
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.
phenacetinA phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. (From Smith and Reynard, Textbook of Pharmacology,1991, p431)
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.
Hydrogen PeroxideA strong oxidizing agent used in aqueous solution as a ripening agent, bleach, and topical anti-infective. It is relatively unstable and solutions deteriorate over time unless stabilized by the addition of acetanilide or similar organic materials.
hydroquinone
methanolA colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.
MagnesiumA metallic element that has the atomic symbol Mg, atomic number 12, and atomic weight 24.31. It is important for the activity of many enzymes, especially those involved in OXIDATIVE PHOSPHORYLATION.
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.
melatoninA biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the PINEAL GLAND. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of SLEEP, mood, and REPRODUCTION. Melatonin is also an effective antioxidant.
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
phenethylamineRN given refers to parent cpd; structure in Merck Index, 9th ed, #7016
6-hydroxytaxolstructure in first source
aflatoxin b1-2,3-oxide
18-hydroxycorticosterone11 beta,18,21-Trihydroxypregn-4-ene-3,20-dione.
trimethyloxamineused in manufacture of quaternary ammonium cpds; insect attractant; warming agent for gas; oxidant; structure
trimethylamineassociated with egg taints - comparable to an egg having bad breath; degradation product of nitrogenous plant & animal substances; converted to free tertiary amine during putrefaction; detected in menstrual blood & urine stored at room temp; used as insect attractant; warming agent for gas; RN given refers to parent cpd; structure
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
adenosine monophosphateAdenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.
nadA coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (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)
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
benzaldehydeRN given refers to parent cpd; 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
tamoxifen n-oxide
7 alpha,12 alpha-dihydroxy-5-cholesten-3-oneinermediate in bile acid biosynthesis
carboxyphosphamidemetabolite of cyclophosphamide; RN given refers to cpd without isomeric designation; structure
coumarineffective in reducing edema following crush & thermal injury; structure in Merck Index, 9th ed, #2547; Coumarin itself occurs in the Tonka bean
hydroxymethyltolbutamidetolbutamide metabolite
benzo(a)pyrene 4,5-epoxideRN given refers to cpd with unspecifiedisomeric designation
4,5-dihydroxy-4,5-dihydrobenzo(a)pyrene, (cis)-isomer
SerotoninA biochemical messenger and regulator, synthesized from the essential amino acid L-TRYPTOPHAN. In humans it is found primarily in the central nervous system, gastrointestinal tract, and blood platelets. Serotonin mediates several important physiological functions including neurotransmission, gastrointestinal motility, hemostasis, and cardiovascular integrity. Multiple receptor families (RECEPTORS, SEROTONIN) explain the broad physiological actions and distribution of this biochemical mediator.
nicotinamide-beta-riboside
4-hydroxyphenylacetaldehydethe major product of L-tyrosine oxidation by activated human phagocytes
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.
s-hydroxymethylglutathione
benzoylecgoninecocaine is benzoyl methyl ecgonine; RN given refers to (1R-(exo,exo))-isomer; structure
1,7-dimethylxanthine
n(1)-acetylspermidine
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
prostaglandin g2
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)
adenosine triphosphateAn adenine nucleotide containing three phosphate groups esterified to the sugar moiety. In addition to its crucial roles in metabolism adenosine triphosphate is a neurotransmitter.
tyramineAn indirect sympathomimetic that occurs naturally in cheese and other foods. Tyramine does not directly activate adrenergic receptors, but it can serve as a substrate for adrenergic uptake systems and MONOAMINE OXIDASE to prolong the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals and may be a neurotransmitter in some invertebrate nervous systems.
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
SpermidineA polyamine formed from putrescine. It is found in almost all tissues in association with nucleic acids. It is found as a cation at all pH values, and is thought to help stabilize some membranes and nucleic acid structures. It is a precursor of spermine.
4-biphenylamineused in detection of sulfates, & as a carcinogen in cancer research; RN given refers to parent cpd; structure
3-aminopropionaldehydestructure given in first source
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
1H-imidazole-4-acetaldehyde
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.
S-formylglutathione
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.
Coenzyme A
Peremin
2-oxindoleRN given refers to parent cpd; structure
perfosfamide
n-acetyl-4-benzoquinoneiminereactive arylating intermediate from acetaminophen & N-hydroxyacetaminophen; structure given in first source
resveratrolA stilbene and non-flavonoid polyphenol produced by various plants including grapes and blueberries. It has anti-oxidant, anti-inflammatory, cardioprotective, anti-mutagenic, and anti-carcinogenic properties. It also inhibits platelet aggregation and the activity of several DNA HELICASES in vitro.
SpermineA biogenic polyamine formed from spermidine. It is found in a wide variety of organisms and tissues and is an essential growth factor in some bacteria. It is found as a polycation at all pH values. Spermine is associated with nucleic acids, particularly in viruses, and is thought to stabilize the helical structure.
Acetyl Coenzyme AAcetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.
Flavin-Adenine DinucleotideA condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)
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
hydroxyindoleacetaldehyde
n-hydroxy-4-aminobiphenyl
adriamycinol
phenetidineUsed in the manufacture of acetophenetidin.
cholest-5-ene-3 beta,26-diolisolated from human brain
4-hydroxycyclophosphamideprimary activation metabolite of cyclophosphamide; RN given refers to cpd without isomeric designation
phenylacetaldehyde