1.0 2011-09-21 00:40:12 UTC 2015-07-21 06:58:00 UTC FDB024121 3-Methyl-1-hydroxybutyl-ThPP 3-Methyl-1-hydroxybutyl-ThPP is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15974). It is the second to last step in the synthesis of 3-methylbutanoyl-CoA and is converted from 4-methyl-2-oxopentanoate via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to S-(3-methylbutanoyl)-dihydrolipoamide-E via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. [HMDB] 3-Methyl-1-hydroxybutyl-TPP C17H29N4O8P2S 511.447 511.118132638 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium CC(C)CC(O)C1=[N+](CC2=C(N)N=C(C)N=C2)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1 InChI=1S/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1 OZAWOYZVNPQFFO-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 phosphates Organic compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Aromatic heteromonocyclic compounds 2,4,5-trisubstituted thiazoles Aminopyrimidines and derivatives Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Organic cations Organic oxides Organic pyrophosphates Organopnictogen compounds Primary amines Secondary alcohols 2,4,5-trisubstituted 1,3-thiazole Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidolactam Monoalkyl phosphate Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoric acid ester Primary amine Secondary alcohol Thiamine-phosphate Thiazole thiamine phosphate Solid logp -0.29 ALOGPS logs -3.85 ALOGPS solubility 7.71e-02 g/l ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 1.78 ChemAxon pka_strongest_basic 5.53 ChemAxon iupac 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium ChemAxon average_mass 511.447 ChemAxon mono_mass 511.118132638 ChemAxon smiles CC(C)CC(O)C1=[N+](CC2=C(N)N=C(C)N=C2)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1 ChemAxon formula C17H29N4O8P2S ChemAxon inchi InChI=1S/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1 ChemAxon inchikey OZAWOYZVNPQFFO-UHFFFAOYSA-O ChemAxon polar_surface_area 189.2 ChemAxon refractivity 130.25 ChemAxon polarizability 48.36 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Valine, Leucine and Isoleucine Degradation SMP00032 map00280 Specdb::CMs 12327 Specdb::CMs 39124 Specdb::MsMs 293194 Specdb::MsMs 293195 Specdb::MsMs 293196 Specdb::MsMs 2660917 Specdb::MsMs 2660918 Specdb::MsMs 2660919 Specdb::NmrOneD 150500 Specdb::NmrOneD 150501 Specdb::NmrOneD 150502 Specdb::NmrOneD 150503 Specdb::NmrOneD 150504 Specdb::NmrOneD 150505 Specdb::NmrOneD 150506 Specdb::NmrOneD 150507 Specdb::NmrOneD 150508 Specdb::NmrOneD 150509 Specdb::NmrOneD 150510 Specdb::NmrOneD 150511 Specdb::NmrOneD 150512 Specdb::NmrOneD 150513 Specdb::NmrOneD 150514 Specdb::NmrOneD 150515 Specdb::NmrOneD 150516 Specdb::NmrOneD 150517 Specdb::NmrOneD 150518 Specdb::NmrOneD 150519 HMDB06865 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial P21953 BCKDHB