1.02011-09-21 00:20:14 UTC2015-07-21 06:57:23 UTCFDB0228286-Lactoyltetrahydropterin6-Lactoyltetrahydropterin is a putative intermediate in the de novo synthesis of tetrahydrobiopterin (BH4) pathway, in a reaction involving the enzyme sepiapterin reductase (E.C. 1.1.1.153) in human liver. In brain, an enzyme distinct from sepiapterin reductase catalyzes the TPNH-dependent reduction of 6-pyruvoyl-tetrahydropterin to 6-lactoyl-tetrahydropterin. (PMID: 4004850)
In brain, the expression of other enzymes involved in BH4 biosynthesis includes aldose reductase, carbonyl reductase, GTP-cyclohydrolase I, and 6-pyruvoyltetrahydrobiopterin. Sepiapterin reductase expression is increased in Parkinson's disease brain tissue. (PMID: 17270157) [HMDB]2-amino-6-Lactoyl-5,6,7,8-tetrahydropteridin-4(3H)-one6-1'-oxo-2'-Hydroxypropyl tetrahydropterin6-Lactoyl tetrahydropterin6-lactoyl-5,6,7,8-tetrahydropterinLactoyl-H4-pterinLactoyl-PH4C9H13N5O3239.2312239.1018393072-amino-6-(2-hydroxypropanoyl)-3,4,5,6,7,8-hexahydropteridin-4-one6-lactoyl tetrahydropterin33405-80-0CC(O)C(=O)C1CNC2=C(N1)C(=O)NC(N)=N2InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,12,15H,2H2,1H3,(H4,10,11,13,14,17)HKCYZTKHPLJZDR-UHFFFAOYSA-N belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.Pterins and derivativesOrganic compoundsOrganoheterocyclic compoundsPteridines and derivativesPterins and derivativesAromatic heteropolycyclic compounds1,3-aminoalcoholsAcyloinsAlpha-amino ketonesAlpha-hydroxy ketonesAminopyrimidines and derivativesAzacyclic compoundsHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOrganopnictogen compoundsPrimary aminesPyrimidonesSecondary alcoholsSecondary alkylarylaminesVinylogous amides1,3-aminoalcoholAcyloinAlcoholAlpha-aminoketoneAlpha-hydroxy ketoneAmineAminopyrimidineAromatic heteropolycyclic compoundAzacycleCarbonyl groupHeteroaromatic compoundHydrocarbon derivativeKetoneOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPrimary aminePterinPyrimidinePyrimidoneSecondary alcoholSecondary aliphatic/aromatic amineSecondary amineVinylogous amidea small moleculetetrahydropterinSolidlogp-1.55logs-2.29solubility1.21e+00 g/llogp-1.7pka_strongest_acidic11.12pka_strongest_basic4.62iupac2-amino-6-(2-hydroxypropanoyl)-3,4,5,6,7,8-hexahydropteridin-4-oneaverage_mass239.2312mono_mass239.101839307smilesCC(O)C(=O)C1CNC2=C(N1)C(=O)NC(N)=N2formulaC9H13N5O3inchiInChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,12,15H,2H2,1H3,(H4,10,11,13,14,17)inchikeyHKCYZTKHPLJZDR-UHFFFAOYSA-Npolar_surface_area128.84refractivity67.87polarizability22.59rotatable_bond_count2acceptor_count7donor_count5physiological_charge0formal_charge0Pterine BiosynthesisSMP00005map00790Specdb::NmrOneD10062Specdb::NmrOneD10063Specdb::NmrOneD10064Specdb::NmrOneD10065Specdb::NmrOneD10066Specdb::NmrOneD10067Specdb::NmrOneD10068Specdb::NmrOneD10069Specdb::NmrOneD10070Specdb::NmrOneD10071Specdb::NmrOneD10072Specdb::NmrOneD10073Specdb::NmrOneD10074Specdb::NmrOneD10075Specdb::NmrOneD10076Specdb::NmrOneD10077Specdb::NmrOneD10078Specdb::NmrOneD10079Specdb::NmrOneD10080Specdb::NmrOneD10081Specdb::MsMs315508Specdb::MsMs315509Specdb::MsMs315510Specdb::MsMs361513Specdb::MsMs361514Specdb::MsMs361515Specdb::MsMs2366923Specdb::MsMs2366924Specdb::MsMs2366925Specdb::MsMs2598223Specdb::MsMs2598224Specdb::MsMs2598225Specdb::CMs22301Specdb::CMs38252Specdb::CMs128509Specdb::CMs146450Specdb::CMs972220Specdb::CMs972221Specdb::CMs972222Specdb::CMs972223Specdb::CMs972224Specdb::CMs972225Specdb::CMs972226Specdb::CMs972227Specdb::CMs972228Specdb::CMs972229Specdb::CMs972230Specdb::CMs972231Specdb::CMs972232HMDB0206517248#<Reference:0x0000555673c8f838>#<Reference:0x0000555673c8f5b8>AnatidaeType 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 scrofa9823Sepiapterin reductaseP35270SPR