1.0 2011-09-21 01:50:08 UTC 2015-07-21 06:59:38 UTC FDB029103 10,11-Dihydro-12R-hydroxy-leukotriene E4 10,11-dihydro-12R-hydroxy-leukotriene E4 is a metabolite through lipid oxidation of Leukotriene E4 (LTE4).Leukotriene E4 (LTE4) is a cysteinyl leukotriene. Cysteinyl leukotrienes (CysLTs) are a family of potent inflammatory mediators that appear to contribute to the pathophysiologic features of allergic rhinitis. Nasal blockage induced by CysLTs is mainly due to dilatation of nasal blood vessels, which can be induced by the nitric oxide produced through CysLT1 receptor activation. LTE4, activate contractile and inflammatory processes via specific interaction with putative seven transmembrane-spanning receptors that couple to G proteins and subsequent intracellular signaling pathways. LTE4 is metabolized from leukotriene C4 in a reaction catalyzed by gamma-glutamyl transpeptidase and a particulate dipeptidase from kidney. (PMID: 12607939, 12432945, 6311078) Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB] (5S,6R,12R)-dihydroxy-6-(S-cysteinyl)-(7E,9E,14Z)-eicosatrienoate (5S,6R,12R)-dihydroxy-6-(S-cysteinyl)-(7E,9E,14Z)-eicosatrienoic acid 5,12-dihydroxy-6-cysteinyl-7,9,14-eicosatrienoate 5,12-dihydroxy-6-cysteinyl-7,9,14-eicosatrienoic acid 5S,12R-dihydroxy-6-S-cysteinyl-7E,9E,14Z-eicosatrienoate 5S,12R-dihydroxy-6-S-cysteinyl-7E,9E,14Z-eicosatrienoic acid e-LTB(,3) eLTB3 epsilon-LTB(,3) C23H39NO6S 457.624 457.249808675 (5S,6R,7E,9E,12S,14Z)-6-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5,12-dihydroxyicosa-7,9,14-trienoic acid (5S,6R,7E,9E,12S,14Z)-6-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5,12-dihydroxyicosa-7,9,14-trienoic acid CCCCC\C=C/C[C@H](O)C\C=C\C=C\[C@@H](SC[C@@H](N)C(O)=O)[C@@H](O)CCCC(O)=O InChI=1S/C23H39NO6S/c1-2-3-4-5-6-8-12-18(25)13-9-7-10-15-21(31-17-19(24)23(29)30)20(26)14-11-16-22(27)28/h6-10,15,18-21,25-26H,2-5,11-14,16-17,24H2,1H3,(H,27,28)(H,29,30)/b8-6-,9-7+,15-10+/t18-,19+,20-,21+/m0/s1 FZJOTYMARNGISF-YXSOTRFDSA-N belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Hydroxyeicosatrienoic acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Aliphatic acyclic compounds Amino acids Carbonyl compounds Carboxylic acids Cysteine and derivatives D-alpha-amino acids Dialkylthioethers Dicarboxylic acids and derivatives Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Monoalkylamines Organic oxides Organopnictogen compounds S-alkyl-L-cysteines Secondary alcohols Sulfenyl compounds Thia fatty acids Unsaturated fatty acids Alcohol Aliphatic acyclic compound Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Carbonyl group Carboxylic acid Carboxylic acid derivative Cysteine or derivatives D-alpha-amino acid Dialkylthioether Dicarboxylic acid or derivatives Fatty acid Hydrocarbon derivative Hydroxy fatty acid Hydroxyeicosatrienoic acid Long-chain fatty acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary aliphatic amine Primary amine S-alkyl-l-cysteine Secondary alcohol Sulfenyl compound Thia fatty acid Thioether Unsaturated fatty acid Solid logp 0.45 ALOGPS logs -4.80 ALOGPS solubility 7.28e-03 g/l ALOGPS logp 1 ChemAxon pka_strongest_acidic 2.35 ChemAxon pka_strongest_basic 9.13 ChemAxon iupac (5S,6R,7E,9E,12S,14Z)-6-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5,12-dihydroxyicosa-7,9,14-trienoic acid ChemAxon average_mass 457.624 ChemAxon mono_mass 457.249808675 ChemAxon smiles CCCCC\C=C/C[C@H](O)C\C=C\C=C\[C@@H](SC[C@@H](N)C(O)=O)[C@@H](O)CCCC(O)=O ChemAxon formula C23H39NO6S ChemAxon inchi InChI=1S/C23H39NO6S/c1-2-3-4-5-6-8-12-18(25)13-9-7-10-15-21(31-17-19(24)23(29)30)20(26)14-11-16-22(27)28/h6-10,15,18-21,25-26H,2-5,11-14,16-17,24H2,1H3,(H,27,28)(H,29,30)/b8-6-,9-7+,15-10+/t18-,19+,20-,21+/m0/s1 ChemAxon inchikey FZJOTYMARNGISF-YXSOTRFDSA-N ChemAxon polar_surface_area 141.08 ChemAxon refractivity 128.17 ChemAxon polarizability 53.02 ChemAxon rotatable_bond_count 19 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23179 Specdb::CMs 39936 Specdb::CMs 163282 Specdb::MsMs 317428 Specdb::MsMs 317429 Specdb::MsMs 317430 Specdb::MsMs 363895 Specdb::MsMs 363896 Specdb::MsMs 363897 Specdb::MsMs 2348192 Specdb::MsMs 2348193 Specdb::MsMs 2348194 Specdb::MsMs 2587840 Specdb::MsMs 2587841 Specdb::MsMs 2587842 HMDB12501 #<Reference:0x000055ce31bf48e8> #<Reference:0x000055ce31bf4730> #<Reference:0x000055ce31bf4578>