1.02011-09-21 00:29:41 UTC2015-07-21 06:57:42 UTCFDB0234189,12,13-TriHOME9,12,13-TriHOME is a trihydroxyoctadecenoic acid metabolite of linoleic acid, one of the major fatty acids found in lipids. Vascular tissue converts various polyunsaturated fatty acids to monohydroxy and trihydroxy metabolites derived from hydroperoxides which may be involved in regulating prostaglandin synthesis. The absolute amounts of 9,12,13-TriHOME varies considerably from one species to another. There are several possible mechanisms for the formation of esterified oxygenated polyunsaturated fatty acids: oxygenated and then incorporated into lipids, not well incorporated into either vascular endothelial or smooth muscle cells, or could accumulated in lipids either due to autoxidation in vivo or to the action of an enzyme similar to Iipoxygenase. (PMID: 3997883, 6414520) [HMDB](10E)-(9S,12S,13S)-9,12,13-Trihydroxyoctadec-10-enoate(10E)-(9S,12S,13S)-9,12,13-Trihydroxyoctadec-10-enoic acid9(S),12(S),13(S)-Trihydroxy-10(E)-octadecenoate9(S),12(S),13(S)-Trihydroxy-10(E)-octadecenoic acid9S,12S,13S-trihydroxy-10E-octadecenoate9S,12S,13S-trihydroxy-10E-octadecenoic acidC18H34O5330.4596330.240624198(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid97134-11-7CCCCC[C@H](O)[C@@H](O)\C=C\[C@@H](O)CCCCCCCC(O)=OInChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1MDIUMSLCYIJBQC-MVFSOIOZSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.Long-chain fatty acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acids and conjugatesAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesHydroxy fatty acidsMonocarboxylic acids and derivativesOrganic oxidesPolyolsSecondary alcoholsUnsaturated fatty acidsAlcoholAliphatic acyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeHydrocarbon derivativeHydroxy fatty acidLong-chain fatty acidMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundPolyolSecondary alcoholUnsaturated fatty acidOther OctadecanoidsOther OctadecanoidsTriHOMESolidlogp3.77logs-3.33solubility1.55e-01 g/llogp3.25pka_strongest_acidic4.68pka_strongest_basic-2.8iupac(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acidaverage_mass330.4596mono_mass330.240624198smilesCCCCC[C@H](O)[C@@H](O)\C=C\[C@@H](O)CCCCCCCC(O)=OformulaC18H34O5inchiInChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1inchikeyMDIUMSLCYIJBQC-MVFSOIOZSA-Npolar_surface_area97.99refractivity91.79polarizability40.04rotatable_bond_count15acceptor_count5donor_count4physiological_charge-1formal_charge0Specdb::CMs18088Specdb::CMs38803Specdb::CMs169215Specdb::MsMs306100Specdb::MsMs306101Specdb::MsMs306102Specdb::MsMs349636Specdb::MsMs349637Specdb::MsMs349638Specdb::MsMs2711999Specdb::MsMs2712000Specdb::MsMs2712001Specdb::MsMs2996747Specdb::MsMs2996748Specdb::MsMs2996749HMDB04708#<Reference:0x0000555675674c80>#<Reference:0x0000555675674668>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823