1.0 2011-09-21 00:22:40 UTC 2015-07-21 06:57:27 UTC FDB022976 Leukotriene E3 Leukotriene E3 is an eicosanoid derived from 8,11,14-Eicosatrienoic acid by the 5-Lipoxygenase-Leukotriene Pathway. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. Taken together, these findings indicate that the enzymatic conversion of eicosatrienoic acid to specific signaling molecules can occur in the nucleus, that it is regulated, and that the synthesized products may act within the nucleus. Leukotriene E3 is also a by-product of the metabolism of leukotriene C3. Although they are primarily known for their roles in asthma, pain, fever and vascular responses, present evidence indicates that eicosanoids exert relevant effects on immune/inflammatory, as well as structural, cells pertinent to fibrogenesis. (PMID: 7306127, 8142566, 16574479, 15896193) 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,7E,9E,11Z)-6-[[(2R)-2-amino-2-carboxyethyl]thio]-5-hydroxy-7,9,11-Eicosatrienoate (5S,6R,7E,9E,11Z)-6-[[(2R)-2-amino-2-carboxyethyl]thio]-5-hydroxy-7,9,11-Eicosatrienoic acid [5S-[5R*,6S*(S*),7E,9E,11Z]]-6-[(2-amino-2-carboxyethyl)thio]-5-hydroxy-7,9,11-Eicosatrienoate [5S-[5R*,6S*(S*),7E,9E,11Z]]-6-[(2-amino-2-carboxyethyl)thio]-5-hydroxy-7,9,11-Eicosatrienoic acid 14,15-dihydro-Leukotriene e4 14,15-Dihydro-LTE4 LTE3 C23H39NO5S 441.624 441.254894053 (5S,6R,7E,9E)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11-trienoic acid (5S,6R,7E,9E)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11-trienoic acid 79494-05-6 [H][C@](N)(CS[C@]([H])(\C=C\C=C\C=CCCCCCCCC)[C@@]([H])(O)CCCC(O)=O)C(O)=O InChI=1S/C23H39NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h9-13,16,19-21,25H,2-8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b10-9?,12-11+,16-13+/t19-,20-,21+/m0/s1 KRTWHKZMWCZCIK-GYLXBESYSA-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 Dialkylthioethers Dicarboxylic acids and derivatives Hydrocarbon derivatives Hydroxy fatty acids L-alpha-amino acids L-cysteine-S-conjugates Long-chain fatty acids Monoalkylamines Organic oxides Organopnictogen compounds 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 Dialkylthioether Dicarboxylic acid or derivatives Fatty acid Hydrocarbon derivative Hydroxy fatty acid Hydroxyeicosatrienoic acid L-alpha-amino acid L-cysteine-s-conjugate 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 Secondary alcohol Sulfenyl compound Thia fatty acid Thioether Unsaturated fatty acid Solid logp 1.70 ALOGPS logs -5.44 ALOGPS solubility 1.59e-03 g/l ALOGPS logp 2.38 ChemAxon pka_strongest_acidic 2.39 ChemAxon pka_strongest_basic 9.13 ChemAxon iupac (5S,6R,7E,9E)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11-trienoic acid ChemAxon average_mass 441.624 ChemAxon mono_mass 441.254894053 ChemAxon smiles [H][C@](N)(CS[C@]([H])(\C=C\C=C\C=CCCCCCCCC)[C@@]([H])(O)CCCC(O)=O)C(O)=O ChemAxon formula C23H39NO5S ChemAxon inchi InChI=1S/C23H39NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h9-13,16,19-21,25H,2-8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/b10-9?,12-11+,16-13+/t19-,20-,21+/m0/s1 ChemAxon inchikey KRTWHKZMWCZCIK-GYLXBESYSA-N ChemAxon polar_surface_area 120.85 ChemAxon refractivity 126.5 ChemAxon polarizability 53.46 ChemAxon rotatable_bond_count 19 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon HMDB02355 #<Reference:0x000055ce322e91d0> #<Reference:0x000055ce322e9018> #<Reference:0x000055ce322e8e10> #<Reference:0x000055ce322e8c30> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823