1.02011-09-21 00:05:40 UTC2015-10-09 22:33:41 UTCFDB0219472-Hydroxyadipic acid2-Hydroxyadipic acid is a hydroxy-dicarboxylic acid formed by the reduction of 2-ketoadipic acid. Deficiency of 2-ketoadipic dehydrogenase causes 2-ketoadipic acidemia (OMIM 245130), a condition characterized by accumulation and excretion of 2-hydroxyadipic acid (with 2-ketoadipic and 2-aminoadipic) probably without adverse phenotypic effects.(OMMBID - The Metabolic and Molecular Bases of Inherited Disease, CH.95). A method involving derivatization and combined gas chromatography--mass spectrometry has been recently developed to separate the enantiomers of 3-hydroxyadipic acid (PMID: 3980660). It has been shown that 3-hydroxyadipic acid excreted in urine consists of at least 95% of the L-enantiomer. This finding supports the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation, and indicates that adipic acid may be converted into succinic acid. (PMID: 3980660) [HMDB]2-hydroxy-adipate2-hydroxy-adipic acid2-hydroxy-hexanedioate2-hydroxy-hexanedioic acid2-Hydroxyadipate2-Hydroxyadipic acid2-Hydroxyhexanedioate2-Hydroxyhexanedioic acid2,3,4-Trideoxyhexarate2,3,4-Trideoxyhexaric acida-Hydroxyadipatea-Hydroxyadipic acidalpha-Hydroxyadipatealpha-Hydroxyadipic acidDL-2-HydroxyadipateDL-2-Hydroxyadipic acidC6H10O5162.1406162.052823432-hydroxyhexanedioic acidα-hydroxyadipic acid18294-85-4OC(CCCC(O)=O)C(O)=OInChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)OTTXIFWBPRRYOG-UHFFFAOYSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.Medium-chain fatty acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acids and conjugatesAliphatic acyclic compoundsAlpha hydroxy acids and derivativesCarbonyl compoundsCarboxylic acidsDicarboxylic acids and derivativesHydrocarbon derivativesHydroxy fatty acidsMonosaccharidesOrganic oxidesSecondary alcoholsAlcoholAliphatic acyclic compoundAlpha-hydroxy acidCarbonyl groupCarboxylic acidCarboxylic acid derivativeDicarboxylic acid or derivativesHydrocarbon derivativeHydroxy acidHydroxy fatty acidMedium-chain fatty acidMonosaccharideOrganic oxideOrganic oxygen compoundOrganooxygen compoundSecondary alcohol2-hydroxydicarboxylic acidDicarboxylic acidsSolidlogp-0.79logs-0.36solubility7.03e+01 g/llogp-0.38pka_strongest_acidic3.44pka_strongest_basic-3.8iupac2-hydroxyhexanedioic acidaverage_mass162.1406mono_mass162.05282343smilesOC(CCCC(O)=O)C(O)=OformulaC6H10O5inchiInChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)inchikeyOTTXIFWBPRRYOG-UHFFFAOYSA-Npolar_surface_area94.83refractivity34.23polarizability14.88rotatable_bond_count5acceptor_count5donor_count3physiological_charge-2formal_charge0Specdb::MsIr409Specdb::MsIr410Specdb::MsIr411Specdb::NmrTwoD1273Specdb::NmrOneD1330Specdb::NmrOneD143470Specdb::NmrOneD143471Specdb::NmrOneD143472Specdb::NmrOneD143473Specdb::NmrOneD143474Specdb::NmrOneD143475Specdb::NmrOneD143476Specdb::NmrOneD143477Specdb::NmrOneD143478Specdb::NmrOneD143479Specdb::NmrOneD143480Specdb::NmrOneD143481Specdb::NmrOneD143482Specdb::NmrOneD143483Specdb::NmrOneD143484Specdb::NmrOneD143485Specdb::NmrOneD143486Specdb::NmrOneD143487Specdb::NmrOneD143488Specdb::NmrOneD143489Specdb::CMs1341Specdb::CMs24709Specdb::CMs31125Specdb::CMs37429Specdb::CMs162375Specdb::CMs1058385Specdb::CMs1058387Specdb::CMs1058389Specdb::CMs1058390Specdb::CMs1058392Specdb::CMs1058394Specdb::CMs1058395Specdb::CMs1058397Specdb::CMs1058399Specdb::CMs1058401Specdb::CMs1058403Specdb::CMs1058405Specdb::CMs1058407Specdb::MsMs534Specdb::MsMs535Specdb::MsMs536Specdb::MsMs320698Specdb::MsMs320699Specdb::MsMs320700Specdb::MsMs368143Specdb::MsMs368144Specdb::MsMs368145Specdb::MsMs2227306Specdb::MsMs2227394Specdb::MsMs2229763Specdb::MsMs2325894Specdb::MsMs2325895Specdb::MsMs2325896Specdb::MsMs2612266Specdb::MsMs2612267Specdb::MsMs2612268HMDB0032117023#<Reference:0x00005556744c0d40>#<Reference:0x00005556744c0b88>#<Reference:0x00005556744c0908>#<Reference:0x00005556744c06d8>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