1.0 2011-09-21 00:21:36 UTC 2015-07-21 06:57:25 UTC FDB022911 4a-Carbinolamine tetrahydrobiopterin Carbinolamine 4a-hydroxytetrahydrobiopterin is formed as a consequence of the hydroxylation of phenylalanine to tyrosine. During the physiological reaction tetrahydrobiopterin (the naturally occurring cofactor for phenylalanine hydroxylase), and the two substrates phenylalanine and molecular oxygen combine with phenylalanine hydroxylase to form a quarternary complex. An enzyme, 4a-carbinolamine dehydratase, catalyzes the reaction. (PMID: 2722790) [HMDB] 1,3,5-Benzenetriol 1,3,5-Trihydroxybenzene anhydrate 1,3,5-Trihydroxybenzene anhydrous 1,3,5-Trihydroxybenzene dihydrate 1.3.5-Trihydroxybenzene 4a-Carbinolamine tetrahydrobiopterin 4a-Hydroxy-BH4 Phloroglucinol 2-Hydrate Phloroglucinol anhydrous Phloroglucinol dihydrate C9H13N5O3 239.2312 239.101839307 (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,6,7-tetrahydropteridin-4-one (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one 79647-29-3 [H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1 ZHQJVZLJDXWFFX-RPDRRWSUSA-N belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland. Biopterins and derivatives Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Aromatic heteropolycyclic compounds 1,2-diols Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Organic oxides Organopnictogen compounds Primary amines Pyrimidones Secondary alcohols Vinylogous amides 1,2-diol Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Biopterin Heteroaromatic compound Hydrocarbon derivative Imidolactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Pyrimidine Pyrimidone Secondary alcohol Vinylogous amide Solid logp -1.41 ALOGPS logs -2.22 ALOGPS solubility 1.45e+00 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 7.69 ChemAxon pka_strongest_basic 1.82 ChemAxon iupac (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,6,7-tetrahydropteridin-4-one ChemAxon average_mass 239.2312 ChemAxon mono_mass 239.101839307 ChemAxon smiles [H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O ChemAxon formula C9H13N5O3 ChemAxon inchi InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1 ChemAxon inchikey ZHQJVZLJDXWFFX-RPDRRWSUSA-N ChemAxon polar_surface_area 132.66 ChemAxon refractivity 57.03 ChemAxon polarizability 22.77 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23612 Specdb::CMs 38321 Specdb::CMs 137790 Specdb::CMs 145524 Specdb::NmrOneD 149220 Specdb::NmrOneD 149221 Specdb::NmrOneD 149222 Specdb::NmrOneD 149223 Specdb::NmrOneD 149224 Specdb::NmrOneD 149225 Specdb::NmrOneD 149226 Specdb::NmrOneD 149227 Specdb::NmrOneD 149228 Specdb::NmrOneD 149229 Specdb::NmrOneD 149230 Specdb::NmrOneD 149231 Specdb::NmrOneD 149232 Specdb::NmrOneD 149233 Specdb::NmrOneD 149234 Specdb::NmrOneD 149235 Specdb::NmrOneD 149236 Specdb::NmrOneD 149237 Specdb::NmrOneD 149238 Specdb::NmrOneD 149239 Specdb::MsMs 28079 Specdb::MsMs 28080 Specdb::MsMs 28081 Specdb::MsMs 34637 Specdb::MsMs 34638 Specdb::MsMs 34639 Specdb::MsMs 2292516 Specdb::MsMs 2292517 Specdb::MsMs 2292518 Specdb::MsMs 2646675 Specdb::MsMs 2646676 Specdb::MsMs 2646677 HMDB02215 H2B #<Reference:0x000055ce321a8f78> #<Reference:0x000055ce321a8dc0> #<Reference:0x000055ce321a8c08> #<Reference:0x000055ce321a8a50> #<Reference:0x000055ce321a8898> #<Reference:0x000055ce321a86e0> #<Reference:0x000055ce321a8528> 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 Phenylalanine-4-hydroxylase P00439 PAH Pterin-4-alpha-carbinolamine dehydratase P61457 PCBD1 Pterin-4-alpha-carbinolamine dehydratase 2 Q9H0N5 PCBD2 Tryptophan 5-hydroxylase 1 P17752 TPH1 Tryptophan 5-hydroxylase 2 Q8IWU9 TPH2 Tyrosine 3-monooxygenase P07101 TH