COX 3, a cyclooxygenase 1 variant inhibited by acetaminophen and other analgesic antipyretic drugs ... two cyclooxygenase isozymes are known to convert arachidonic acid into prostaglandins and are the targets ... cells of the rat brain vasculature express cyclooxygenase 2 mRNA in response to systemic interleukin ... DL title COX 3, a cyclooxygenase 1 variant inhibited by acetaminophen and other analgesic antipyretic ... D, Olivieri I, Zeidler H, Herman H title Efficacy of celecoxib, a cyclooxygenase 2 specific inhibitor ... KM, Lefkowith JB, Maziasz TJ title Pharmacology of cyclooxygenase 2 inhibition in the kidney journal ... prostaglandin synthase cyclooxygenase homologue journal J. Biol. Chem. volume 266 issue 20 pages ... PC, Stallings WC title Structural basis for selective inhibition of cyclooxygenase 2 by anti inflammatory ... title The febrile response to lipopolysaccharide is blocked in cyclooxygenase 2 , but not in cyclooxygenase ... J, Ramesha C, Browner MF title Flexibility of the NSAID binding site in the structure of human cyclooxygenase ... and inducible cyclooxygenase journal Proc. Natl. Acad. Sci. U.S.A. volume 90 issue 24 ... inflammatory cyclooxygenase journal Proc. Natl. Acad. Sci. U.S.A. volume 89 issue 11 pages 4888 ... inhibit cyclooxygenase 2 journal J. Pharmacol. Exp. Ther. volume 296 issue 2 pages 558 66 year ... sensitive cyclooxygenase with reduced sensitivity to nonsteroid antiinflammatory ... title The spinal phospholipase cyclooxygenase prostanoid cascade in nociceptive processing journal Annu ... pmid 11966529 doi url issn cite journal author Turini ME, DuBois RN title Cyclooxygenase 2 a therapeutic ... more details
Image Epoxyeicosatrienoic acid.png thumb right 350px Chemical structure of 14,15 epoxyeicosatrienoic acid. The Epoxyeicosatrienoic acids or EETs are signaling molecules formed by the action of Cytochrome P450 oxidase Cytochrome P450 epoxygenase on 20 carbon essential fatty acid s, such as arachidonic acid , from which it is produced by the enzyme epoxygenase . ref name boron108 cite book author Walter F., PhD. Boron title Medical Physiology A Cellular And Molecular Approaoch publisher Elsevier Saunders year 2003 page 108 isbn 1 4160 2328 3 ref These nonclassic eicosanoid s act as short range hormone s, i.e. they are Autocrine signalling autocrine and Paracrine signalling paracrine mediators of the cardiovascular system and kidney . They produce Vasodilator vasorelaxation as well as anti inflammatory and Fibrinolysis pro fibrinolytic effects. ref cite journal author Spector AA, Fang X, Snyder GD, Weintraub NL journal Prog Lipid Res year 2004 month January volume 43 issue 1 pages 55 90 title Epoxyeicosatrienoic acids EETs metabolism and biochemical function pmid 14636671 doi 10.1016 S0163 7827 03 00049 3 ref EETs are metabolized by the soluble epoxide hydrolase to the corresponding vicinal diol , or dihydroxyeicosatrienoic acids DHETs , which are biologically less active. Biological effects Generally, EETs cause Calcium release from intracellular stores ref name boron108 Increased sodium hydrogen antiporter activity ref name boron108 Increased cell proliferation ref name boron108 Decreased cyclooxygenase activity ref name boron108 Other effects are specific to certain cells or locations EETs are cardioprotective after Myocardial infarction ischemic heart attack and reperfusion. ref cite journal author Nithipatikom K, Moore JM, Isbell MA, Falck JR, Gross GJ title Epoxyeicosatrienoic acids in cardioprotection ischemic versus reperfusion injury journal Am. J. Physiol. Heart Circ. Physiol. volume 291 issue 2 pages H537 42 year 2006 month August pmid 16473964 doi 10.1152 a ... more details
The isoprostanes are prostaglandin like compounds formed in vivo from the free radical catalyzed Lipid peroxidation peroxidation of essential fatty acid s primarily arachidonic acid without the direct action of cyclooxygenase COX enzyme. ref COX activity produces H sub 2 sub O sub 2 sub which may non enzymatically produce isoprostanes. ref ref name Morrow cite journal author Morrow JD, Roberts LJ title The isoprostanes. Current knowledge and directions for future research journal Biochem. Pharmacol. volume 51 issue 1 pages 1 9 year 1996 pmid 8534261 doi 10.1016 0006 2952 95 02072 1 accessdate 2007 01 05 ref These nonclassical eicosanoid s possess potent biological activity as inflammation inflammatory mediators that augment the perception of pain . ref name Evans cite journal author Evans AR, Junger H, Southall MD, et al. title Isoprostanes, novel eicosanoids that produce nociception and sensitize rat sensory neurons journal J. Pharmacol. Exp. Ther. volume 293 issue 3 pages 912 20 year 2000 pmid 10869392 doi ref These compounds are accurate markers of lipid peroxidation in both animal and human models of oxidative stress . Elevated levels of isoprostanes are suspected of contributing to increased risk of heart attack in patients taking Coxibs Fact date May 2009 . Isoprostanes and their metabolites have also been shown to be elevated in the urine of cigarette smokers, and have been suggested as biomarkers of oxidative stress in smokers. REF Citation doi 10.1016 j.freeradbiomed.2011.03.019 volume 50 issue 12 pages 1787 1793 last1 Seet, RC last2 Lee, CY last3 Loke, WM last4 Huang, SH last5 Huang, H last6 Looi, WF last7 Chew, ES last8 Quek, AM last8 Lim, EC last9 Halliwell, B title Biomarkers of oxidative damage in cigarette smokers Which biomarkers might reflect acute versus chronic oxidative stress? journal Free Radical Biology and Medicine accessdate year 2011 url http www.ncbi.nlm.nih.gov entrez query.fcgi?cmd Retrieve&db PubMed&dopt Citation&list uids 21420490 REF ... more details
chembox verifiedrevid 411950909 ImageFile Thromboxane A2 acsv.svg ImageSize ImageFileL2 ThromboxaneA2 spacefill.png ImageFileR2 ThromboxaneA2.png IUPACName OtherNames Section1 Chembox Identifiers CASNo 57576 52 0 PubChem 5280497 SMILES MeSHName Thromboxane A2 Section2 Chembox Properties Formula Carbon 20 Hydrogen 32 Oxygen 5 MolarMass 352.465 g mol Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Thromboxane A2 TXA2 is a thromboxane . It is produced by activated platelets and has prothrombotic properties it stimulates activation of new platelets as well as increases platelet aggregation. This is achieved by mediating expression of the glycoprotein complex GP IIb IIIa in the cell membrane of platelets. Circulating fibrinogen binds these receptors on adjacent platelets, further strengthening the clot. Receptors that mediate TXA2 actions are thromboxane receptor thromboxane A2 receptors . The human TXA2 receptor TP is a typical G protein coupled receptor GPCR with seven transmembrane segments. In humans, two TP receptor splice variants TP and TP have so far been cloned. Synthesis and breakdown TXA2 is generated from prostaglandin H2 by thromboxane A synthase . Aspirin irreversibly inhibits platelet cyclooxygenase 1 preventing the formation of prostaglandin H2, and therefore thromboxane A2. TXA2 is very unstable in aqueous solution, since it is hydrolyzed within about 30 seconds to the biologically inactive thromboxane B2 . Due to its very short half life, TXA2 primarily functions as an autocrine or paracrine mediator in the nearby tissues surrounding its site of production. Most work in the field of TXA2 is done instead with synthetic analogs such as U46619 and I BOP . ref cite article title Thromboxane A2 induced contraction of rat caudal arterial smooth muscle involves activation of Ca2 entry and Ca2 sensitization Rho associated kinase mediated phosphorylation of MYPT1 at Thr 855 but not Thr 697 author Mich ... more details
Drugbox Verifiedfields changed Watchedfields changed verifiedrevid 379649247 IUPAC name 2 acetyloxy 4 trifluoromethyl benzoic acid image triflusal.png Clinical data tradename Drugs.com drugs.com international triflusal pregnancy AU A B1 B2 B3 C D X pregnancy US A B C D X pregnancy category legal AU Unscheduled S2 S3 S4 S5 S6 S7 S8 S9 legal CA Schedule I, II, III, IV, V, VI, VII, VIII legal UK GSL P POM CD Class A, B, C legal US OTC Rx only Schedule I, II, III, IV, V legal status routes of administration Pharmacokinetic data bioavailability protein bound metabolism elimination half life excretion Identifiers CAS number Ref cascite correct ?? CAS number ATC prefix B01 ATC suffix AC18 PubChem 9458 DrugBank Ref drugbankcite correct drugbank DrugBank UNII Ref fdacite changed FDA UNII 1Z0YFI05OO ChEMBL Ref ebicite changed EBI ChEMBL 1332032 Chemical data C 10 H 7 F 3 O 4 molecular weight 248.155 g mol Triflusal is a platelet aggregation inhibitor that was discovered and developed in the Uriach Laboratories, and commercialised in Spain since 1981. Currently, it is available in 25 countries in Europe, Asia, Africa and America. It is a drug of the salicylate family but it is not a derivative of acetylsalicylic acid ASA . Trade names include Disgren , Grendis , Aflen and Triflux ref Murdoch D, et al. Triflusal a review of its use in cerebral infarction and myocardial infarction, and as thromboprophylaxis in atrial fibrillation.Drugs 2006 66 5 671 92 ref Mechanism of action Triflusal is a selective platelet antiaggregant through blocks cyclooxygenase inhibiting thromboxane A2, preventing aggregation preserves vascular prostacyclin, thus promoting anti aggregant effect blocks phosphodiesterase thereby increasing cAMP concentration, thereby promoting anti aggregant effect due to inhibition of calcium mobilization References Reflist Antithrombotics Category Antiplatelet drugs Category salicylic acids Category Organofluorides Category Acetate esters blood drug stub es Triflusal it ... more details
peroxidase TPO Cyclooxygenase prostaglandin H synthase PGHS and peroxidasin. ref name PUB00001259 ... and a large C terminal catalytic domain containing the cyclooxygenase and the peroxidase active .... ref name pmid11705390 Active site The cyclooxygenase active site, which catalyzes the formation ... author Zamocky M, Jakopitsch C, Furtm ller PG, Dunand C, Obinger C title The peroxidase cyclooxygenase ... more details
Pfam box Symbol MAPEG Name MAPEG family image PDB 1lit EBI.jpg width caption Structure of human lithostathine, the pancreatic inhibitor of stone formation. ref name pmid8654365 cite journal author Bertrand JA, Pignol D, Bernard JP, Verdier JM, Dagorn JC, Fontecilla Camps JC title Crystal structure of human lithostathine, the pancreatic inhibitor of stone formation journal EMBO J. volume 15 issue 11 pages 2678 84 year 1996 month June pmid 8654365 pmc 450203 doi url ref Pfam PF01124 InterPro IPR001129 SMART PROSITE PDOC00999 SCOP 1iit TCDB OPM family 199 OPM protein 2h8a PDB PDB3 2h8a PDB3 2q7r PDB3 2uuh In molecular biology the MAPEG Membrane Associated Proteins in Eicosanoid and Glutathione metabolism family of proteins are a group of membrane associated proteins with highly divergent functions ref name PUB00005060 cite journal author Persson B, Jakobsson PJ, Morgenstern R, Mancini J, Ford Hutchinson A title Common structural features of MAPEG a widespread superfamily of membrane associated proteins with highly divergent functions in eicosanoid and glutathione metabolism journal Protein Sci. volume 8 issue 3 pages 689 692 year 1999 pmid 10091672 pmc 2144274 doi 10.1110 ps.8.3.689 ref . Included are the 5 lipoxygenase activating protein gene FLAP , leukotriene C4 synthase EC number 2.5.1.37 , which catalyzes the production of leukotriene C4 LTC4 from leukotriene A4 LTA4 , and Glutathione S transferase microsomal glutathione S transferase II EC number 2.5.1.18 GST II , which also produces LTC4 from LTA4. Another example is prostaglandin E synthase . This enzyme catalyses the synthesis of PGE2 from PGH2 produced by cyclooxygenase from arachidonic acid . Because of structural similarities in the active sites of FLAP, LTC4 synthase, and PGE synthase, substrates for each enzyme can compete with one another and modulate synthetic activity. Subfamilies 5 lipoxygenase activating protein InterPro IPR001446 Human proteins containing this domain ALOX5AP LTC4S MGST1 MGST2 MGST3 ... more details
Orphan date January 2011 Image oxylipins.jpg thumb right The structural formulae of selected oxylipins Oxylipins constitute a family of oxygenated natural product s which are formed from fatty acids by pathways involving at least one step of dioxygen dependent oxidation . ref cite journal author William H. Gerwick Gerwick WH , Moghaddam M, Hamberg M title Oxylipin metabolism in the red alga Gracilariopsis lemaneiformis mechanism of formation of vicinal dihydroxy fatty acids journal Arch. Biochem. Biophys. volume 290 issue 2 pages 436 44 year 1991 pmid 1929410 doi 10.1016 0003 9861 91 90563 X ref Many of oxylipins have physiological significance. Oxylipins are widespread in aerobic organisms including plant s, animal s and fungi . Typically, oxylipins are not stored in tissues but are formed on demand by liberation of precursor fatty acids from esterified forms. Biosynthesis of oxylipins is initiated by dioxygenase s or monooxygenase s however also non enzymatic autoxidative processes contribute to oxylipin formation phytoprostanes, isoprostane s . Dioxygenase s include lipoxygenase s plants, animals, fungi , heme dependent fatty acid oxygenase s plants, fungi , and cyclooxygenase s animals . Fatty acid hydroperoxide s or endoperoxide s are formed by action of these enzymes. Monooxygenase s involved in oxylipin biosynthesis are members of the cytochrome P450 superfamily and can oxidize double bonds with epoxide formation or saturated carbons forming alcohols . Nature has evolved numerous enzymes which metabolize oxylipins into secondary products, many of which possess strong biological activity . Of special importance are the cytochrome P450 enzymes in animals, including CYP5A1 thromboxane synthase , CYP8A1 prostacyclin synthase , and the CYP74 family of hydroperoxide metabolizing enzymes in plants , lower animal s and bacteria . In the plant and animal kingdoms the C18 and C20 polyenoic fatty acids , respectively, are the major precursors of oxylipins. Oxylipins in ... more details
see also Cyclooxygenase PBB geneid 5743 Prostaglandin endoperoxide synthase 2 , also known as cyclooxygenase ... cite journal pages 7384 8 doi 10.1073 pnas.89.16.7384 title Human Cyclooxygenase 2 cDNA year ... coupled active sites. Both the cyclooxygenase and the peroxidase active sites are located in the catalytic ... 752 60 doi 10.1016 S0959 440X 01 00277 9 title Cyclooxygenase enzymes Catalysis and inhibition year ... pages 19035 46 doi 10.1074 jbc.M111.231969 title Human Cyclooxygenase 2 is a Sequence Homodimer That Functions ... year 1999 last1 O Banion first1 MK title Cyclooxygenase 2 Molecular biology, pharmacology, and neurobiology ... and the cyclooxygenase activities are inactivated during catalysis by mechanism based, first order processes, which means that PGHS 2 peroxidase or cyclooxygenase activities fall to zero within 1 ... 1087 98 doi 10.1110 ps.8.5.1087 title Carbocations in the synthesis of prostaglandins by the cyclooxygenase ... acid to initiate the COX cycle. Clinical significance Cyclooxygenase 2 COX 2, prostaglandin H ... pnas.0805806106 title Cardiomyocyte cyclooxygenase 2 influences cardiac rhythm and function year ... M title Cyclooxygenase 2, p53 and glucose transporter 1 as predictors of malignancy in the development ... 09 0788 title Cyclooxygenase 2 and Cancer Treatment Understanding the Risk Should Be Worth the Reward ... 34975 82 doi 10.1074 jbc.M105946200 title Colocalization and Interaction of Cyclooxygenase 2 with Caveolin ... 52 doi 10.1073 pnas.0805806106 title Cardiomyocyte cyclooxygenase 2 influences cardiac rhythm and function ... 8 doi 10.1054 plef.2001.0335 title Characterization of cyclooxygenase 2 COX 2 during tumorigenesis ... volume 66 cite journal pages 915 25 doi 10.1034 j.1600 0463.2003.1111001.x title Cyclooxygenase ... 10.1023 A 1025863029529 title Role of cyclooxygenase 2 in colorectal cancer year 2004 last1 Sinicrope ... Miyashita first4 T last5 Miwa first5 K title Role of cyclooxygenase 2 in the carcinogenesis of gastrointestinal ... 17071117 cite journal pages 265 75 doi 10.1016 S0074 7742 07 82014 9 title Cyclooxygenase 2, Prostaglandin ... more details
. Research history details Discovery and development of cyclooxygenase 2 inhibitors The mouse ... promoter inducible mRNA from Swiss 3T3 cells, encodes a novel prostaglandin synthase cyclooxygenase ... enzyme involved in their biosynthesis , cyclooxygenase . Prostaglandins whose synthesis involves the Cyclooxygenasecyclooxygenase I enzyme, or COX 1, are responsible for maintenance and protection of the gastrointestinal tract , while prostaglandins whose synthesis involves the cyclooxygenase ... Ethnopharmacol year 2002 issue Evaluation of natural products on inhibition of inducible cyclooxygenase ... L, Orrego A, Sveinbj rnsson B, Kogner P title Cyclooxygenase 2 is expressed in neuroblastoma, and nonsteroidal ..., Baruchel S, Kaplan DR, Irwin MS title Cyclooxygenase inhibitors modulate the p53 HDM2 pathway and enhance ... in the absence of COX 2. ref cite journal author Sch nthal AH title Direct non cyclooxygenase 2 targets .... title Using cyclooxygenase 2 inhibitors as molecular platforms to develop a new class of apoptosis ..., a derivative of celecoxib that does not inhibit cyclooxygenase 2 implications for glioma therapy ... Kardosh A. et al. title Dimethyl celecoxib DMC , a derivative of celecoxib that lacks cyclooxygenase ... ref See also Cyclooxygenase References reflist Further reading refbegin cite journal author Green ... F, et al. title Cyclooxygenase 2 is expressed in neuroblastoma, and nonsteroidal anti inflammatory ... more details
with inflammation. Etodolac blocks the enzyme that makes prostaglandin s cyclooxygenase , resulting ... inhibition of cyclooxygenase is somewhat COX 2 selective ref http www.pnas.org content 96 13 7563.short ... more details
chembox verifiedrevid 389383186 ImageFile pinolenic acid.png Name Pinolenic acid IUPACName 5Z,9Z,12Z octadeca 5,9,12 trienoic acid OtherNames Columbinic acid Section1 Chembox Identifiers CASNo 16833 54 8 PubChem 5312493 SMILES CCCCC C C C C C CC C C CCCC O O Section2 Chembox Properties Formula C sub 18 sub H sub 30 sub O sub 2 sub MolarMass 278.4296 g mol Density MeltingPt BoilingPt Pinolenic acid often misspelled as Pinoleic acid is a fatty acid contained in Siberian Pine nuts, Korean Pine nuts and the seed s of other pines Pinus species . The highest percentage of pinolenic acid is found in Siberian pine nut s and the Vegetable fats and oils oil produced from them. Chemistry and biochemistry Pinolenic acid is formally designated as all cis 5,9,12 18 3 . ref name cyberlipid cite web title POLYENOIC FATTY ACIDS url http www.cyberlipid.org fa acid0003.htm 1e author Cyberlipid Center accessdate 2007 10 24 ref ref name pubchem cite web url http pubchem.ncbi.nlm.nih.gov summary summary.cgi?cid 5312493 title PubChem CID 5312493 accessdate 2007 10 25 author PubChem ref Some sources also use the term columbinic acid for this substance. ref name pubchem But columbinic acid sometimes designates an Stereoisomer Diastereomers E Z isomer trans , cis , cis delta 5,9,12 18 3 in the biologic literature. ref name Tanaka cite journal author Tanaka T, Hattori T, Kouchi M, Hirano K, Satouchi K title Methylene interrupted double bond in polyunsaturated fatty acid is an essential structure for metabolism by the fatty acid chain elongation system of rat liver journal Biochim. Biophys. Acta volume 1393 issue 2 3 pages 299 306 year 1998 pmid 9748638 doi ref Pinolenic acid is an isomer of gamma linolenic acid GLA . GLA is an 6 essential fatty acid EFA but pinolenic acid is not. However, like the EFAs, it forms biologically active Metabolomics metabolites in the presence of cyclooxygenase or lipoxygenase . These metabolites can partially relieve some of the symptoms of EFA deficiency. ref ... more details
Drugbox IUPAC name 2 4 butoxyphenyl N hydroxyacetamide image Bufexamac.png Clinical data tradename Drugs.com drugs.com international bufexamac pregnancy AU A B1 B2 B3 C D X pregnancy US A B C D X pregnancy category legal AU Unscheduled S2 S3 S4 S5 S6 S7 S8 S9 legal CA Schedule I, II, III, IV, V, VI, VII, VIII legal UK GSL P POM CD Class A, B, C legal US OTC Rx only Schedule I, II, III, IV, V legal status OTC routes of administration Topical, rectal Pharmacokinetic data bioavailability protein bound metabolism elimination half life excretion Renal Identifiers CAS number 2438 72 4 ATC prefix M01 ATC suffix AB17 ATC supplemental ATC M02 AA09 PubChem 2466 DrugBank ChemSpiderID 2372 UNII Ref fdacite correct FDA UNII 4T3C38J78L Chemical data C 12 H 17 N 1 O 3 molecular weight 223.268 g mol smiles ONC O Cc1ccc OCCCC cc1 InChI 1S C12H17NO3 c1 2 3 8 16 11 6 4 10 5 7 11 9 12 14 13 15 h4 7,15H,2 3,8 9H2,1H3, H,13,14 Bufexamac is a drug used as an anti inflammatory agent on the skin, as well as rectal ly. Common brand names include Paraderm and Parfenac . Indications Ointments and lotions containing bufexamac are used for the treatment of subacute and chronic eczema of the skin, including atopic eczema , as well as sunburn and other minor burns citation needed date May 2010 , and itch ing. Suppositories containing bufexamac in combination with local anaesthetic s are used against haemorrhoid s. ref name Arzneistoff Profile cite book title Arzneistoff Profile editor Dinnendahl, V, Fricke, U publisher Govi Pharmazeutischer Verlag location Eschborn, Germany year 2010 edition 23 volume 2 isbn 978 3 7741 98 46 3 language German ref Pharmacology Bufexamac is thought to act by inhibiting the enzyme cyclooxygenase , which would make it an non steroidal anti inflammatory drug . Evidence on the mechanism of action is scarce. ref cite book first1 Max last1 Gloor first2 Karl last2 Thoma first3 Joachim last3 Fluhr title Dermatologische Externatherapie Unter besonderer Ber cksichtigung der M ... more details
Drugbox Watchedfields changed verifiedrevid 443756471 IUPAC name 2 3 phenoxyphenyl propanoic acid image fenoprofen.png Clinical data tradename Drugs.com drugs.com monograph fenoprofen calcium MedlinePlus a681026 pregnancy AU A B1 B2 B3 C D X pregnancy US A B C D X pregnancy category C legal AU Unscheduled S2 S3 S4 S5 S6 S7 S8 S9 legal CA Schedule I, II, III, IV, V, VI, VII, VIII legal UK POM legal US OTC Rx only Schedule I, II, III, IV, V legal status routes of administration Oral Pharmacokinetic data bioavailability protein bound metabolism Major urinary metabolites are fenoprofen glucuronide and 4 hydroxyfenoprofen glucuronide. elimination half life 3 hours excretion Kidney Renal 90 Identifiers CASNo Ref cascite correct CAS CAS number 29679 58 1 ATC prefix M01 ATC suffix AE04 PubChem 3342 DrugBank Ref drugbankcite correct drugbank DrugBank DB00573 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 3225 UNII Ref fdacite correct FDA UNII RA33EAC7KY KEGG Ref keggcite correct kegg KEGG D02350 ChEBI Ref ebicite correct EBI ChEBI 5004 ChEMBL Ref ebicite correct EBI ChEMBL 1297 Chemical data C 15 H 14 O 3 molecular weight 242.26986 g mol smiles O C O C c2cc Oc1ccccc1 ccc2 C InChI 1 C15H14O3 c1 11 15 16 17 12 6 5 9 14 10 12 18 13 7 3 2 4 8 13 h2 11H,1H3, H,16,17 InChIKey RDJGLLICXDHJDY UHFFFAOYAH StdInChI Ref stdinchicite correct chemspider StdInChI 1S C15H14O3 c1 11 15 16 17 12 6 5 9 14 10 12 18 13 7 3 2 4 8 13 h2 11H,1H3, H,16,17 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey RDJGLLICXDHJDY UHFFFAOYSA N Fenoprofen is a non steroidal anti inflammatory drug . Fenoprofen calcium is used for symptomatic relief for rheumatoid arthritis, osteoarthritis, and mild to moderate pain. Fenoprofen is marketed in the USA as Nalfon. Pharmacology Decreases inflammation, pain, and fever, probably through inhibition of cyclooxygenase activity and prostaglandin synthesis. Contraindications History of significantly impaired renal function patients with known hyper ... more details
chembox verifiedrevid 367263100 ImageFile Levuglandin D2.svg ImageSize IUPACName 5 Z ,8 R ,9 R ,10 E ,12 S 9 acetyl 8 formyl 12 hydroxyheptadeca 5,10 dienoic acid Name Levuglandin D sub 2 sub OtherNames Section1 Chembox Identifiers CASNo Ref cascite correct ?? CASNo 91712 44 6 PubChem 9548876 SMILES CCCCCC C CC C CC CCCCC O O C O C O C O KEGG Ref keggcite correct kegg KEGG C13808 Section2 Chembox Properties Formula C sub 20 sub H sub 32 sub O sub 5 sub MolarMass 352.465 g mol Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition chembox ImageFile Levuglandin E2.svg ImageSize IUPACName 5 Z ,8 R ,9 R ,10 E ,12 S 8 acetyl 9 formyl 12 hydroxyheptadeca 5,10 dienoic acid Name Levuglandin E sub 2 sub OtherNames LGE2 Section1 Chembox Identifiers CASNo 91712 41 3 PubChem 5771742 SMILES CCCCCC C CC C O C CC CCCCC O O C O C O KEGG C13807 Section2 Chembox Properties Formula C sub 20 sub H sub 32 sub O sub 5 sub MolarMass 352.465 g mol Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Levuglandins are reactive aldehyde s formed by the spontaneous rearrangement of Prostaglandin prostaglandin H PGH . Enantiomerically pure levuglandin LG E sub 2 sub can also be formed through the cyclooxygenase COX pathway by a rearrangement of the prostaglandin PG endoperoxide PGH sub 2 sub . ref name pmid16037255 cite journal author Salomon RG title Isolevuglandins, oxidatively truncated phospholipids, and atherosclerosis journal Ann. N. Y. Acad. Sci. volume 1043 issue pages 327 42 year 2005 pmid 16037255 doi 10.1196 annals.1333.040 url http www.annalsnyas.org cgi pmidlookup?view long&pmid 16037255 accessdate 2008 01 16 ref They are nonclassic eicosanoid s. One species, levuglandin E sub 2 sub , LGE sub 2 sub , forms neurotoxic adduct s with amyloid beta . ref name boutand cite journal author Bautaud et al. format pdf url http www.blackwell synergy.com doi pdf 10.1111 j.1471 4159.2005.0 ... more details