1.0 2011-09-21 00:04:30 UTC 2015-10-09 22:29:51 UTC FDB021884 Dihydrobiopterin Dihydrobiopterin (BH2) is an oxidation product of tetrahydrobiopterin. Tetrahydrobiopterin is a natural occurring cofactor of the aromatic amino acid hydroxylase and is involved in the synthesis of tyrosine and the neurotransmitters dopamine and serotonin. Tetrahydrobiopterin is also essential for nitric oxide synthase catalyzed oxidation of L-arginine to L-citrulline and nitric oxide. [HMDB] (6R)-6-(L-erythro-1,2-Dihydroxypropyl)-7,8-dihydro-6H-pterin (S-(R*,S*))-2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinone 2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinone 2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-4(1H)-Pteridinone 6,7-Dihydrobiopterin 7,8-Dihydro-L-biopterin 7,8-Dihydrobiopterin BH2 Dihydrobiopterin L-erythro-1-(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-1,2-Propanediol L-erythro-7,8-Dihydrobiopterin L-erythro-Dihydrobiopterin L-erythro-q-Dihydrobiopterin Quinoid-dihydrobiopterin Quinonoid dihydro-(6H)-biopterin Quinonoid dihydrobiopterin C9H13N5O3 239.2312 239.101839307 2-amino-6-(1,2-dihydroxypropyl)-3,4,7,8-tetrahydropteridin-4-one 7,8-dihydrobiopterin 6779-87-9 CC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=O InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17) FEMXZDUTFRTWPE-UHFFFAOYSA-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 Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Ketimines Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Secondary alcohols Secondary alkylarylamines 1,2-diol Alcohol Amine Aromatic heteropolycyclic compound Azacycle Biopterin Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imine Ketimine Organic 1,3-dipolar compound Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Pyrimidine Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine a biopterin biopterins dihydropterin Solid logp -1.65 ALOGPS logs -2.17 ALOGPS solubility 1.63e+00 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 7.62 ChemAxon pka_strongest_basic 0.59 ChemAxon iupac 2-amino-6-(1,2-dihydroxypropyl)-3,4,7,8-tetrahydropteridin-4-one ChemAxon average_mass 239.2312 ChemAxon mono_mass 239.101839307 ChemAxon smiles CC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=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/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17) ChemAxon inchikey FEMXZDUTFRTWPE-UHFFFAOYSA-N ChemAxon polar_surface_area 132.33 ChemAxon refractivity 68.31 ChemAxon polarizability 23.04 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Catecholamine Biosynthesis SMP00012 map00350 Pterine Biosynthesis SMP00005 map00790 Specdb::NmrTwoD 1104 Specdb::MsMs 63 Specdb::MsMs 64 Specdb::MsMs 65 Specdb::MsMs 179673 Specdb::MsMs 179674 Specdb::MsMs 179675 Specdb::MsMs 182007 Specdb::MsMs 182008 Specdb::MsMs 182009 Specdb::MsMs 2229627 Specdb::MsMs 2229867 Specdb::MsMs 3410156 Specdb::MsMs 3410157 Specdb::MsMs 3410158 Specdb::MsMs 3410159 Specdb::MsMs 3410160 Specdb::MsMs 3410161 Specdb::NmrOneD 1046 Specdb::NmrOneD 202007 Specdb::NmrOneD 202008 Specdb::NmrOneD 202009 Specdb::NmrOneD 202010 Specdb::NmrOneD 202011 Specdb::NmrOneD 202012 Specdb::NmrOneD 202013 Specdb::NmrOneD 202014 Specdb::NmrOneD 202015 Specdb::NmrOneD 202016 Specdb::NmrOneD 202017 Specdb::NmrOneD 202018 Specdb::NmrOneD 202019 Specdb::NmrOneD 202020 Specdb::NmrOneD 202021 Specdb::NmrOneD 202022 Specdb::NmrOneD 202023 Specdb::NmrOneD 202024 Specdb::NmrOneD 202025 Specdb::NmrOneD 202026 Specdb::CMs 3208 Specdb::CMs 37260 Specdb::CMs 120238 Specdb::CMs 830826 Specdb::CMs 830827 Specdb::CMs 830828 Specdb::CMs 830829 Specdb::CMs 830830 Specdb::CMs 830831 Specdb::CMs 830832 Specdb::CMs 830833 Specdb::CMs 830834 Specdb::CMs 830835 Specdb::CMs 830836 Specdb::CMs 830837 Specdb::CMs 830838 Specdb::CMs 830839 Specdb::CMs 830840 Specdb::CMs 830841 Specdb::CMs 830842 Specdb::CMs 830843 Specdb::CMs 830844 Specdb::CMs 830845 Specdb::CMs 830846 Specdb::CMs 830847 HMDB00038 15375 1DCP #<Reference:0x000055ce30bd9e90> #<Reference:0x000055ce30bd9c38> #<Reference:0x000055ce30bd99b8> #<Reference:0x000055ce30bd9760> #<Reference:0x000055ce30bd9490> #<Reference:0x000055ce30bd9120> #<Reference:0x000055ce30bd8e78> #<Reference:0x000055ce30bd8b58> #<Reference:0x000055ce30bd8928> #<Reference:0x000055ce30bd86f8> 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 Dihydrofolate reductase P00374 DHFR Pterin-4-alpha-carbinolamine dehydratase P61457 PCBD1 Pterin-4-alpha-carbinolamine dehydratase 2 Q9H0N5 PCBD2 Sepiapterin reductase P35270 SPR Tryptophan 5-hydroxylase 1 P17752 TPH1 Tyrosine 3-monooxygenase P07101 TH