1.0 2016-09-30 23:08:50 UTC 2020-05-21 16:28:39 UTC BMDB0004244 BMDB04244 15(S)-HPETE (5Z,8Z,11Z,13E)-(15S)-15-Hydroperoxyicosa-5,8,11,13-tetraenoate (5Z,8Z,11Z,13E)-(15S)-15-Hydroperoxyicosa-5,8,11,13-tetraenoic acid 15-Hydroperoxyeicosatetraenoate 15-Hydroperoxyeicosatetraenoic acid 15-Hydroperoxyicosatetraenoate 15-Hydroperoxyicosatetraenoic acid 15S-HpETE (5Z,8Z,11Z,13E,15S)-15-Hydroperoxyicosa-5,8,11,13-tetraenoic acid (5Z,8Z,11Z,13E,15S)-15-Hydroperoxyicosa-5,8,11,13-tetraenoate 15S-Hydroperoxyeicosatetraenoate 15S-Hydroperoxyeicosatetraenoic acid 14,15-Epoxyarachidonic acid 15-HPEA 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid, (Z,Z,Z,Z)-isomer 15-Hydroperoxyarachidonic acid 15-HPAA 15-HPETE 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid, (e,Z,Z,Z)-isomer 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid, (S)-(e,Z,Z,Z)-isomer 15-Hydroperoxy-5,8,11,14-eicosatetraenoic acid Arachidonic acid 15-hydroperoxide C20H32O4 336.4657 336.230059512 (5Z,8Z,11Z,13E,15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoic acid 15(S)-hpete CCCCC[C@H](OO)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1 BFWYTORDSFIVKP-VAEKSGALSA-N belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds. Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Hydroperoxyeicosatetraenoic acids Alkyl hydroperoxides Allylic hydroperoxides Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroperoxy fatty acids Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Peroxols Unsaturated fatty acids Aliphatic acyclic compound Alkyl hydroperoxide Allylic hydroperoxide Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Hydrocarbon derivative Hydroperoxide Hydroperoxy fatty acid Hydroperoxyeicosatetraenoic acid Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Peroxol Unsaturated fatty acid Aliphatic acyclic compounds HPETE Hydroperoxy fatty acids Hydroxy/hydroperoxyeicosatetraenoic acids Hydroxy/hydroperoxyeicosatetraenoic acids Solid logp 5.86 ALOGPS logs -5.27 ALOGPS logp 5.81 ChemAxon pka_strongest_acidic 4.82 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (5Z,8Z,11Z,13E,15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoic acid ChemAxon average_mass 336.4657 ChemAxon mono_mass 336.230059512 ChemAxon smiles CCCCC[C@H](OO)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O ChemAxon formula C20H32O4 ChemAxon inchi InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1 ChemAxon inchikey BFWYTORDSFIVKP-VAEKSGALSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 102.82 ChemAxon polarizability 38.42 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 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 12281 Specdb::CMs 38745 Specdb::CMs 132108 Specdb::CMs 139842 Specdb::MsMs 293086 Specdb::MsMs 293087 Specdb::MsMs 293088 Specdb::MsMs 333487 Specdb::MsMs 333488 Specdb::MsMs 333489 Specdb::MsMs 2445250 Specdb::MsMs 2445251 Specdb::MsMs 2445252 Specdb::MsMs 2516646 Specdb::MsMs 2516647 Specdb::MsMs 2516648 4444416 C05966 5280893 15628 Dussault, Patrick; Lee, In Quen. The total synthesis of 15(S)-HPETE (hydroperoxyeicosatetraenoic acid). Journal of Organic Chemistry (1992), 57(7), 1952-4. BMDBP00544 Glutathione peroxidase 1 P00435 GPX1 Enzyme BMDBP00685 Arachidonate 15-lipoxygenase P27479 ALOX15 Enzyme