1.02011-09-21 01:47:34 UTC2015-07-21 06:59:34 UTCFDB0289322-Methyl-1-hydroxybutyl-ThPP2-Methyl-1-hydroxybutyl-ThPP is an intermediate in Valine, leucine and isoleucine degradation. 2-Methyl-1-hydroxybutyl-ThPP is the second to last step for the synthesis of (S)-2-Methylbutanoyl-CoA. 2-Methyl-1-hydroxybutyl-ThPP is converted
from (S)-3-Methyl-2-oxopentanoic acid via the enzyme 2-oxoisovalerate dehydrogenase E1 component, alpha subunit(EC 1.2.4.4). It is then converted to S-(2-Methylbutanoyl)-dihydrolipoamide-E via the same enzyme. [HMDB]2-Methyl-1-hydroxybutyl-TPPC17H29N4O8P2S511.447511.1181326383-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-[(2S)-1-hydroxy-2-methylbutyl]-4-methyl-1,3-thiazol-3-ium3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-[(2S)-1-hydroxy-2-methylbutyl]-4-methyl-1,3-thiazol-3-iumCC[C@H](C)C(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1InChI=1S/C17H28N4O8P2S/c1-5-10(2)15(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)14(32-17)6-7-28-31(26,27)29-30(23,24)25/h8,10,15,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1/t10-,15?/m0/s1CUBSXOWPMAOFDG-MYHCZTBNSA-O belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.Thiamine phosphatesOrganic compoundsOrganoheterocyclic compoundsDiazinesPyrimidines and pyrimidine derivativesAromatic heteromonocyclic compounds2,4,5-trisubstituted thiazolesAminopyrimidines and derivativesAromatic alcoholsAzacyclic compoundsHeteroaromatic compoundsHydrocarbon derivativesImidolactamsMonoalkyl phosphatesOrganic cationsOrganic oxidesOrganic pyrophosphatesOrganopnictogen compoundsPrimary aminesSecondary alcohols2,4,5-trisubstituted 1,3-thiazoleAlcoholAlkyl phosphateAmineAminopyrimidineAromatic alcoholAromatic heteromonocyclic compoundAzacycleAzoleHeteroaromatic compoundHydrocarbon derivativeImidolactamMonoalkyl phosphateOrganic cationOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic pyrophosphateOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhosphoric acid esterPrimary amineSecondary alcoholThiamine-phosphateThiazolethiamine phosphateSolidlogp-0.18logs-3.87solubility7.42e-02 g/llogp-5.6pka_strongest_acidic1.78pka_strongest_basic5.53iupac3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-[(2S)-1-hydroxy-2-methylbutyl]-4-methyl-1,3-thiazol-3-iumaverage_mass511.447mono_mass511.118132638smilesCC[C@H](C)C(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1formulaC17H29N4O8P2SinchiInChI=1S/C17H28N4O8P2S/c1-5-10(2)15(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)14(32-17)6-7-28-31(26,27)29-30(23,24)25/h8,10,15,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1/t10-,15?/m0/s1inchikeyCUBSXOWPMAOFDG-MYHCZTBNSA-Opolar_surface_area189.2refractivity130.18polarizability48.11rotatable_bond_count11acceptor_count9donor_count5physiological_charge-1formal_charge1Specdb::CMs13925Specdb::CMs39912Specdb::MsMs296728Specdb::MsMs296729Specdb::MsMs296730Specdb::MsMs2410630Specdb::MsMs2410631Specdb::MsMs2410632Specdb::NmrOneD97278Specdb::NmrOneD97279Specdb::NmrOneD97280Specdb::NmrOneD97281Specdb::NmrOneD97282Specdb::NmrOneD97283Specdb::NmrOneD97284Specdb::NmrOneD97285Specdb::NmrOneD97286Specdb::NmrOneD97287Specdb::NmrOneD97288Specdb::NmrOneD97289Specdb::NmrOneD97290Specdb::NmrOneD97291Specdb::NmrOneD97292Specdb::NmrOneD97293Specdb::NmrOneD97294Specdb::NmrOneD97295Specdb::NmrOneD97296Specdb::NmrOneD97297HMDB12310AnatidaeType 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, mitochondrialP21953BCKDHB