1.0 2016-09-30 22:42:23 UTC 2020-04-22 15:07:04 UTC BMDB0001193 BMDB01193 5(S)-Hydroperoxyeicosatetraenoic acid (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoic acid (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-tetraenoate (6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoate (6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoic acid (S)-5-HPETE 5(S)-Hydroperoxy-6(e),8(Z),11(Z),14(Z)-eicosatetraenoic acid 5(S)-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid 5(S)-Hydroxyperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid 5(S)-Hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid 5-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoate 5S-HpETE (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoate (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid 5(S)-Hydroperoxy-6(e),8(Z),11(Z),14(Z)-eicosatetraenoate 5(S)-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoate 5(S)-Hydroxyperoxy-6E,8Z,11Z,14Z-eicosatetraenoate 5(S)-Hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoate 5-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid 5(S)-Hydroperoxyeicosatetraenoate 5-HPETE 5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid 6,8,11,14-Eicosatetraenoic acid 5-hydroperoxide Arachidonic acid 5-hydroperoxide cis,trans-5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid C20H32O4 336.4657 336.230059512 (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid 5-HpETE 71774-08-8 CCCCC\C=C/C\C=C/C\C=C/C=C/[C@H](CCCC(O)=O)OO InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 JNUUNUQHXIOFDA-JGKLHWIESA-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 Leukotrienes Solid logp 5.92 ALOGPS logs -5.32 ALOGPS logp 5.81 ChemAxon pka_strongest_acidic 4.39 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid ChemAxon average_mass 336.4657 ChemAxon mono_mass 336.230059512 ChemAxon smiles CCCCC\C=C/C\C=C/C\C=C/C=C/[C@H](CCCC(O)=O)OO ChemAxon formula C20H32O4 ChemAxon inchi InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 ChemAxon inchikey JNUUNUQHXIOFDA-JGKLHWIESA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 102.82 ChemAxon polarizability 39.53 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 Specdb::CMs 15703 Specdb::CMs 37968 Specdb::CMs 166454 Specdb::MsMs 24953 Specdb::MsMs 24954 Specdb::MsMs 24955 Specdb::MsMs 31511 Specdb::MsMs 31512 Specdb::MsMs 31513 Specdb::MsMs 3048323 Specdb::MsMs 3048324 Specdb::MsMs 3048325 Specdb::MsMs 3118295 Specdb::MsMs 3118296 Specdb::MsMs 3118297 Specdb::NmrOneD 288075 Specdb::NmrOneD 288076 Specdb::NmrOneD 288077 Specdb::NmrOneD 288078 Specdb::NmrOneD 288079 Specdb::NmrOneD 288080 Specdb::NmrOneD 288081 Specdb::NmrOneD 288082 Specdb::NmrOneD 288083 Specdb::NmrOneD 288084 Specdb::NmrOneD 288085 Specdb::NmrOneD 288086 Specdb::NmrOneD 288087 Specdb::NmrOneD 288088 Specdb::NmrOneD 288089 Specdb::NmrOneD 288090 Specdb::NmrOneD 288091 Specdb::NmrOneD 288092 Specdb::NmrOneD 288093 Specdb::NmrOneD 288094 C05356 4444340 FDB022480 15632 5280778 45650 6070 Dussault, Patrick; Lee, In Quen. A Chemoenzymic Approach to Hydroperoxyeicosatetraenoic Acids. Total Synthesis of 5(S)-HPETE. Journal of Organic Chemistry (1995), 60(1), 218-26.