1.02011-09-21 00:40:13 UTC2015-07-21 06:58:00 UTCFDB0241222-Methyl-1-hydroxypropyl-ThPP2-Methyl-1-hydroxypropyl-ThPP is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15976). It is the second to last step in the synthesis of isobutyryl-CoA and is converted from 3-methyl-2-oxobutanoate via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to S-(2-methylpropanoyl)-dihydrolipoamide-E via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]]. [HMDB]1-Hydroxy-2-methylpropyl-thiamine diate1-Hydroxy-2-methylpropyl-thiamine diic acid1-Hydroxy-2-methylpropyl-thiamine pyroate1-Hydroxy-2-methylpropyl-thiamine pyroic acid2-Methyl-1-hydroxypropyl-thiamine diate2-Methyl-1-hydroxypropyl-thiamine diic acid2-Methyl-1-hydroxypropyl-thiamine pyroate2-Methyl-1-hydroxypropyl-thiamine pyroic acid2-Methyl-1-hydroxypropyl-TPP3-[(4-amino-2-Methylpyrimidin-5-yl)methyl]-5-(2-dioethyl)-2-(1-hydroxy-2-methylpropyl)-4-methyl-1,3-thiazol-3-iumC16H27N4O8P2S497.42497.1024825743-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-2-methylpropyl)-4-methyl-1,3-thiazol-3-ium3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-2-methylpropyl)-4-methyl-1,3-thiazol-3-iumCC(C)C(O)C1=[N+](CC2=C(N)N=C(C)N=C2)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1InChI=1S/C16H26N4O8P2S/c1-9(2)14(21)16-20(8-12-7-18-11(4)19-15(12)17)10(3)13(31-16)5-6-27-30(25,26)28-29(22,23)24/h7,9,14,21H,5-6,8H2,1-4H3,(H4-,17,18,19,22,23,24,25,26)/p+1SSYCSHKTIOHFEZ-UHFFFAOYSA-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-phosphateThiazole1,3-thiazolium cationaminopyrimidinethiamine phosphateSolidlogp-0.43logs-3.79solubility8.65e-02 g/llogp-6pka_strongest_acidic1.78pka_strongest_basic5.53iupac3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-2-methylpropyl)-4-methyl-1,3-thiazol-3-iumaverage_mass497.42mono_mass497.102482574smilesCC(C)C(O)C1=[N+](CC2=C(N)N=C(C)N=C2)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1formulaC16H27N4O8P2SinchiInChI=1S/C16H26N4O8P2S/c1-9(2)14(21)16-20(8-12-7-18-11(4)19-15(12)17)10(3)13(31-16)5-6-27-30(25,26)28-29(22,23)24/h7,9,14,21H,5-6,8H2,1-4H3,(H4-,17,18,19,22,23,24,25,26)/p+1inchikeySSYCSHKTIOHFEZ-UHFFFAOYSA-Opolar_surface_area189.2refractivity125.58polarizability46.15rotatable_bond_count10acceptor_count9donor_count5physiological_charge-1formal_charge1Valine, Leucine and Isoleucine DegradationSMP00032map00280Specdb::MsMs288349Specdb::MsMs288350Specdb::MsMs288351Specdb::MsMs2596639Specdb::MsMs2596640Specdb::MsMs2596641Specdb::CMs10115Specdb::CMs39125Specdb::CMs147284Specdb::NmrOneD150520Specdb::NmrOneD150521Specdb::NmrOneD150522Specdb::NmrOneD150523Specdb::NmrOneD150524Specdb::NmrOneD150525Specdb::NmrOneD150526Specdb::NmrOneD150527Specdb::NmrOneD150528Specdb::NmrOneD150529Specdb::NmrOneD150530Specdb::NmrOneD150531Specdb::NmrOneD150532Specdb::NmrOneD150533Specdb::NmrOneD150534Specdb::NmrOneD150535Specdb::NmrOneD150536Specdb::NmrOneD150537Specdb::NmrOneD150538Specdb::NmrOneD150539HMDB06866AnatidaeType 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