1.02011-09-21 00:40:16 UTC2015-07-21 06:58:00 UTCFDB024123S-(3-Methylbutanoyl)-dihydrolipoamide-ES-(3-Methylbutanoyl)-dihydrolipoamide-E is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15975 ). It is the second to last step in the synthesis of branched chain fatty acid and is converted from 3-methyl-hydroxybutyl-ThPP via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to 3-methylbutanoyl-CoA via the enzyme dihydrolipoyllysine-residue (2-methylpropanoyl)transferase[EC:2.3.1.168]. [HMDB][Dihydrolipoyllysine-residue (2-methylpropanoyl)transferase]S-(3-Methylbutanoyl)-dihydrolipoamide-ES-(3-methylbutanoyl)dihydrolipoyllysineC13H25NO2S2291.473291.1326704298-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamide8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamideCC(C)CC(=O)SCCC(S)CCCCC(N)=OInChI=1S/C13H25NO2S2/c1-10(2)9-13(16)18-8-7-11(17)5-3-4-6-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)KMUSXGCRMMQDBP-UHFFFAOYSA-N belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.Fatty acyl thioestersOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acyl thioestersAliphatic acyclic compoundsAlkylthiolsCarbonyl compoundsCarbothioic S-estersFatty amidesHydrocarbon derivativesOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsPrimary carboxylic acid amidesSulfenyl compoundsThioestersAliphatic acyclic compoundAlkylthiolCarbonyl groupCarbothioic s-esterCarboxamide groupCarboxylic acid derivativeFatty acyl thioesterFatty amideHydrocarbon derivativeOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOrganosulfur compoundPrimary carboxylic acid amideSulfenyl compoundThiocarboxylic acid esterThiocarboxylic acid or derivativesS-(methylbutanoyl)dihydrolipoamideSolidlogp3.35logs-4.43solubility1.08e-02 g/llogp2.67pka_strongest_acidic10.06pka_strongest_basic-0.58iupac8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamideaverage_mass291.473mono_mass291.132670429smilesCC(C)CC(=O)SCCC(S)CCCCC(N)=OformulaC13H25NO2S2inchiInChI=1S/C13H25NO2S2/c1-10(2)9-13(16)18-8-7-11(17)5-3-4-6-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)inchikeyKMUSXGCRMMQDBP-UHFFFAOYSA-Npolar_surface_area60.16refractivity81polarizability33.89rotatable_bond_count11acceptor_count2donor_count2physiological_charge0formal_charge0Valine, Leucine and Isoleucine DegradationSMP00032map00280Specdb::CMs17505Specdb::CMs134929Specdb::CMs142663Specdb::MsMs304729Specdb::MsMs304730Specdb::MsMs304731Specdb::MsMs348016Specdb::MsMs348017Specdb::MsMs348018Specdb::MsMs2830744Specdb::MsMs2830745Specdb::MsMs2830746Specdb::MsMs2848409Specdb::MsMs2848410Specdb::MsMs2848411HMDB06867AnatidaeType 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 scrofa98232-oxoisovalerate dehydrogenase subunit beta, mitochondrialP21953BCKDHBLipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrialP11182DBT