1.02010-04-08 22:06:08 UTC2019-11-26 02:59:52 UTCFDB004207beta-Hydroxy-beta-methylglutaric acid3-hydroxymethylglutaric acid, also known as meglutol or dicrotalic acid, is a member of the class of compounds known as hydroxy fatty acids. Hydroxy fatty acids are fatty acids in which the chain bears a hydroxyl group. 3-hydroxymethylglutaric acid is soluble (in water) and a weakly acidic compound (based on its pKa). 3-hydroxymethylglutaric acid can be synthesized from glutaric acid. 3-hydroxymethylglutaric acid is also a parent compound for other transformation products, including but not limited to, viscumneoside VII, viscumneoside IV, and yanuthone D. 3-hydroxymethylglutaric acid can be found in flaxseed, which makes 3-hydroxymethylglutaric acid a potential biomarker for the consumption of this food product. 3-hydroxymethylglutaric acid can be found primarily in saliva and urine. 3-hydroxymethylglutaric acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Chronically high levels of 3-hydroxymethylglutaric acid are associated with the inborn error of metabolism: 3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency (T3DB).C6H10O5162.1406162.052823433-hydroxy-3-methylpentanedioic acidmeglutolCC(O)(CC(O)=O)CC(O)=OInChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)NPOAOTPXWNWTSH-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.Hydroxy fatty acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acids and conjugatesAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acidsDicarboxylic acids and derivativesHydrocarbon derivativesMethyl-branched fatty acidsOrganic oxidesShort-chain hydroxy acids and derivativesTertiary alcoholsAlcoholAliphatic acyclic compoundBranched fatty acidCarbonyl groupCarboxylic acidCarboxylic acid derivativeDicarboxylic acid or derivativesHydrocarbon derivativeHydroxy fatty acidMethyl-branched fatty acidOrganic oxideOrganic oxygen compoundOrganooxygen compoundShort-chain hydroxy acidTertiary alcohol3-hydroxy carboxylic aciddicarboxylic acidtertiary alcohollogp-0.88logs0.23solubility2.75e+02 g/llogp-0.75pka_strongest_acidic3.68pka_strongest_basic-3iupac3-hydroxy-3-methylpentanedioic acidaverage_mass162.1406mono_mass162.05282343smilesCC(O)(CC(O)=O)CC(O)=OformulaC6H10O5inchiInChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)inchikeyNPOAOTPXWNWTSH-UHFFFAOYSA-Npolar_surface_area94.83refractivity34.14polarizability14.55rotatable_bond_count4acceptor_count5donor_count3physiological_charge-2formal_charge0Specdb::NmrOneD1342Specdb::MsIr445Specdb::MsIr446Specdb::MsIr447Specdb::NmrTwoD1284Specdb::CMs542Specdb::CMs1288Specdb::CMs26625Specdb::CMs30141Specdb::CMs30439Specdb::CMs31130Specdb::CMs32048Specdb::CMs37459Specdb::CMs135436Specdb::CMs143170Specdb::CMs1059356Specdb::CMs1059357Specdb::CMs1059359Specdb::CMs1059360Specdb::CMs1059362Specdb::CMs1059364Specdb::CMs1059366Specdb::CMs1059368Specdb::CMs1059369Specdb::MsMs567Specdb::MsMs568Specdb::MsMs569Specdb::MsMs4023Specdb::MsMs4024Specdb::MsMs4025Specdb::MsMs4026Specdb::MsMs4027Specdb::MsMs4029Specdb::MsMs4030Specdb::MsMs7994Specdb::MsMs7995Specdb::MsMs7996Specdb::MsMs14666Specdb::MsMs14667Specdb::MsMs14668Specdb::MsMs437895Specdb::MsMs437896Specdb::MsMs437897Specdb::MsMs437898Specdb::MsMs437899Specdb::MsMs439222Specdb::MsMs448165Specdb::MsMs2233825Specdb::MsMs2235141AnatidaeType 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 1specificOryctolagus9984FlaxseedType 1specificLinum usitatissimum4006Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OatType 1specificAvena sativa4498OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823