1.02011-09-21 00:29:39 UTC2015-07-21 06:57:42 UTCFDB02341612,13-DHOME12,13-DHOME is the epoxide hydrolase metabolite of the leukotoxin12,13-EpOME. 12,13-EpOMEs act as a protoxin, with the corresponding epoxide hydrolase 12,13-DiHOME specifically exerting toxicity. Both the EpOME and the DiHOME are shown to have neutrophil chemotactic activity. 12,13-DiHOME suppress the neutrophil respiratory burst by a mechanism distinct from that of respiratory burst inhibitors such as cyclosporin H or lipoxin A4,which inhibit multiple aspects of neutrophil activation. 12,13-DHOME is a derivative of linoleic acid diol that have been reported to be toxic in human's tissue preparations. 12,13-DHOME is a naturally occurring proliferator-activated receptor (PPAR) gamma2 ligand, which stimulates adipocytes and inhibits osteoblast differentiation. (PMID: 17435320, 12021203, 12127265) [HMDB](9Z)-12,13-Dihydroxyoctadec-9-enoate(9Z)-12,13-Dihydroxyoctadec-9-enoic acid12,13-DHOA12,13-DiHOME12,13-dihydroxy-9Z-octadecenoate12,13-dihydroxy-9Z-octadecenoic acid12,13-dihydroxyoctadec-9(Z)-enoate12,13-dihydroxyoctadec-9(Z)-enoic acid12,13-hydroxyoctadec-9(Z)-enoate12,13-hydroxyoctadec-9(Z)-enoic acidisoleukotoxinC18H34O4314.4602314.24570957612,13-dihydroxyoctadec-9-enoic acid12,13-dihydroxyoctadec-9-enoic acidCCCCCC(O)C(O)CC=CCCCCCCCC(O)=OInChI=1S/C18H34O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,11,16-17,19-20H,2-7,9-10,12-15H2,1H3,(H,21,22)CQSLTKIXAJTQGA-UHFFFAOYSA-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 compounds1,2-diolsCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesHydroxy fatty acidsMonocarboxylic acids and derivativesOrganic oxidesSecondary alcoholsUnsaturated fatty acids1,2-diolAlcoholAliphatic acyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeHydrocarbon derivativeHydroxy fatty acidLong-chain fatty acidMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundSecondary alcoholUnsaturated fatty acidSolidlogp5.20logs-3.94solubility3.65e-02 g/llogp4.32pka_strongest_acidic4.99pka_strongest_basic-3.1iupac12,13-dihydroxyoctadec-9-enoic acidaverage_mass314.4602mono_mass314.245709576smilesCCCCCC(O)C(O)CC=CCCCCCCCC(O)=OformulaC18H34O4inchiInChI=1S/C18H34O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,11,16-17,19-20H,2-7,9-10,12-15H2,1H3,(H,21,22)inchikeyCQSLTKIXAJTQGA-UHFFFAOYSA-Npolar_surface_area77.76refractivity90.43polarizability38.81rotatable_bond_count15acceptor_count4donor_count3physiological_charge-1formal_charge0HMDB04705#<Reference:0x0000555675fa03e0>#<Reference:0x0000555675fa01b0>#<Reference:0x0000555675f9ff30>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