1.0 2011-09-21 01:50:46 UTC 2015-07-21 06:59:38 UTC FDB029145 18-Carboxy-dinor-LTE4 18-carboxy-dinor-LTE4 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] omega-COOH-dinor-LTE(,4) C21H31NO7S 441.538 441.182123041 (4Z,7Z,9E,11E,13R,14S)-13-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-14-hydroxyoctadeca-4,7,9,11-tetraenedioic acid (4Z,7Z,9E,11E,13R,14S)-13-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-14-hydroxyoctadeca-4,7,9,11-tetraenedioic acid N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O InChI=1S/C21H31NO7S/c22-16(21(28)29)15-30-18(17(23)11-10-14-20(26)27)12-8-6-4-2-1-3-5-7-9-13-19(24)25/h1-2,4-8,12,16-18,23H,3,9-11,13-15,22H2,(H,24,25)(H,26,27)(H,28,29)/b2-1-,6-4+,7-5-,12-8+/t16-,17+,18-/m1/s1 OXCSBZDIZXLXRX-CBAWHTJISA-N belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Cysteine and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Amino acids Carbonyl compounds Carboxylic acids D-alpha-amino acids Dialkylthioethers Hydrocarbon derivatives Hydroxy fatty acids Monoalkylamines Organic oxides Organopnictogen compounds S-alkyl-L-cysteines Secondary alcohols Sulfenyl compounds Thia fatty acids Tricarboxylic acids and derivatives Alcohol Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Cysteine or derivatives D-alpha-amino acid Dialkylthioether Fatty acyl Hydrocarbon derivative Hydroxy 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 Tricarboxylic acid or derivatives Solid logp -0.52 ALOGPS logs -4.34 ALOGPS solubility 2.00e-02 g/l ALOGPS logp -0.19 ChemAxon pka_strongest_acidic 2.38 ChemAxon pka_strongest_basic 9.13 ChemAxon iupac (4Z,7Z,9E,11E,13R,14S)-13-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-14-hydroxyoctadeca-4,7,9,11-tetraenedioic acid ChemAxon average_mass 441.538 ChemAxon mono_mass 441.182123041 ChemAxon smiles N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O ChemAxon formula C21H31NO7S ChemAxon inchi InChI=1S/C21H31NO7S/c22-16(21(28)29)15-30-18(17(23)11-10-14-20(26)27)12-8-6-4-2-1-3-5-7-9-13-19(24)25/h1-2,4-8,12,16-18,23H,3,9-11,13-15,22H2,(H,24,25)(H,26,27)(H,28,29)/b2-1-,6-4+,7-5-,12-8+/t16-,17+,18-/m1/s1 ChemAxon inchikey OXCSBZDIZXLXRX-CBAWHTJISA-N ChemAxon polar_surface_area 158.15 ChemAxon refractivity 120.08 ChemAxon polarizability 47.55 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12863 Specdb::CMs 39972 Specdb::CMs 168766 Specdb::MsMs 294247 Specdb::MsMs 294248 Specdb::MsMs 294249 Specdb::MsMs 334912 Specdb::MsMs 334913 Specdb::MsMs 334914 Specdb::MsMs 2311535 Specdb::MsMs 2311536 Specdb::MsMs 2311537 Specdb::MsMs 2650274 Specdb::MsMs 2650275 Specdb::MsMs 2650276 Specdb::NmrOneD 97778 Specdb::NmrOneD 97779 Specdb::NmrOneD 97780 Specdb::NmrOneD 97781 Specdb::NmrOneD 97782 Specdb::NmrOneD 97783 Specdb::NmrOneD 97784 Specdb::NmrOneD 97785 Specdb::NmrOneD 97786 Specdb::NmrOneD 97787 Specdb::NmrOneD 97788 Specdb::NmrOneD 97789 Specdb::NmrOneD 97790 Specdb::NmrOneD 97791 Specdb::NmrOneD 97792 Specdb::NmrOneD 97793 Specdb::NmrOneD 97794 Specdb::NmrOneD 97795 Specdb::NmrOneD 97796 Specdb::NmrOneD 97797 HMDB12607 #<Reference:0x000055ce331e5760> #<Reference:0x000055ce331e5530> #<Reference:0x000055ce331e5328>