1.0 2016-09-30 22:44:20 UTC 2020-05-21 16:27:00 UTC BMDB0001337 BMDB01337 Leukotriene A4 (5S,6S,7E,9E,11Z,14Z)-5,6-Epoxyicosa-7,9,11,14-tetraenoate (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyeicosa-7,9,11,14-tetraenoate (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyeicosa-7,9,11,14-tetraenoic acid (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyicosa-7,9,11,14-tetraenoate 5(S)-5,6-Oxido-7,9-trans-11,14-cis-eicosatetraenoic acid 5S,6S-Epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid 5S,6S-Leukotriene a4 LTA4 (5S,6S,7E,9E,11Z,14Z)-5,6-Epoxyicosa-7,9,11,14-tetraenoic acid (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyicosa-7,9,11,14-tetraenoic acid 5(S)-5,6-Oxido-7,9-trans-11,14-cis-eicosatetraenoate 5S,6S-Epoxy-7E,9E,11Z,14Z-eicosatetraenoate (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyicosa- 7,9,11,14-tetraenoate (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyicosa- 7,9,11,14-tetraenoic acid (7E,9E,11Z,14Z)-(5S,6S)-5,6-Epoxyicosa-7,9,11,14-tetrenoioc acid Leukotriene a Leukotriene a 4 Leukotrienes a Leukotriene a-4 C20H30O3 318.4504 318.219494826 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl]butanoic acid leukotriene A4 72059-45-1 CCCCC\C=C/C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1 UFPQIRYSPUYQHK-WAQVJNLQSA-N belongs to the class of organic compounds known as epoxy fatty acids. These are fatty acids containing an oxirane ring as part of the aliphatic chain. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Epoxy fatty acids Carbonyl compounds Carboxylic acids Dialkyl ethers Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Aliphatic heteromonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Epoxy fatty acid Ether Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Aliphatic heteromonocyclic compounds Epoxy fatty acids Leukotrienes Leukotrienes epoxy fatty acid leukotriene long-chain fatty acid oxylipin polyunsaturated fatty acid Solid logp 6.04 ALOGPS logs -5.88 ALOGPS logp 5.44 ChemAxon pka_strongest_acidic 4.49 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 4-[(2S,3S)-3-[(1E,3E,5Z,8Z)-tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl]butanoic acid ChemAxon average_mass 318.4504 ChemAxon mono_mass 318.219494826 ChemAxon smiles CCCCC\C=C/C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O ChemAxon formula C20H30O3 ChemAxon inchi InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1 ChemAxon inchikey UFPQIRYSPUYQHK-WAQVJNLQSA-N ChemAxon polar_surface_area 49.83 ChemAxon refractivity 99.32 ChemAxon polarizability 37.95 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Arachidonic Acid Metabolism SMP0087220 Specdb::CMs 19712 Specdb::CMs 38030 Specdb::CMs 165881 Specdb::MsMs 178677 Specdb::MsMs 178678 Specdb::MsMs 178679 Specdb::MsMs 180996 Specdb::MsMs 180997 Specdb::MsMs 180998 Specdb::MsMs 2739433 Specdb::MsMs 2739434 Specdb::MsMs 2739435 Specdb::MsMs 2970366 Specdb::MsMs 2970367 Specdb::MsMs 2970368 Epidermis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00909 4444074 FDB022561 15651 5280383 Leukotriene 36355 3449 BMDBP00610 Leukotriene A-4 hydrolase Q3SZH7 LTA4H Enzyme BMDBP01078 Leukotriene C4 synthase Q2NKS0 LTC4S Enzyme