1.0 2016-09-30 22:38:55 UTC 2020-04-22 15:06:03 UTC BMDB0000942 BMDB00942 Tetrahydroneopterin 1-(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)-1,2,3-propanetriol 5,6,7,8-Tetrahydroneopterin Tetrahydro-D-monapterin Tetrahydroneopterin C9H15N5O4 257.2465 257.112403993 2-amino-6-(1,2,3-trihydroxypropyl)-1,4,5,6,7,8-hexahydropteridin-4-one 2-amino-6-(1,2,3-trihydroxypropyl)-5,6,7,8-tetrahydro-1H-pteridin-4-one 25976-00-5 NC1=NC(=O)C2=C(NCC(N2)C(O)C(O)CO)N1 InChI=1S/C9H15N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h3-4,6,12,15-17H,1-2H2,(H4,10,11,13,14,18) XHIXPVCTDRNTTC-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. Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Biopterins and derivatives 1,2-aminoalcohols 1,3-aminoalcohols Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Polyols Primary alcohols Primary amines Pyrimidones Secondary alcohols Secondary alkylarylamines Vinylogous amides 1,2-aminoalcohol 1,3-aminoalcohol Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Biopterin Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Polyol Primary alcohol Primary amine Pyrimidine Pyrimidone Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine Vinylogous amide Aromatic heteropolycyclic compounds a small molecule Solid logp -2.19 ALOGPS logs -1.74 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 10.01 ChemAxon pka_strongest_basic 3.58 ChemAxon iupac 2-amino-6-(1,2,3-trihydroxypropyl)-1,4,5,6,7,8-hexahydropteridin-4-one ChemAxon average_mass 257.2465 ChemAxon mono_mass 257.112403993 ChemAxon smiles NC1=NC(=O)C2=C(NCC(N2)C(O)C(O)CO)N1 ChemAxon formula C9H15N5O4 ChemAxon inchi InChI=1S/C9H15N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h3-4,6,12,15-17H,1-2H2,(H4,10,11,13,14,18) ChemAxon inchikey XHIXPVCTDRNTTC-UHFFFAOYSA-N ChemAxon polar_surface_area 152.23 ChemAxon refractivity 69.98 ChemAxon polarizability 24.37 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 25152 Specdb::CMs 37854 Specdb::CMs 132066 Specdb::CMs 139800 Specdb::CMs 1082050 Specdb::CMs 1082051 Specdb::CMs 1082053 Specdb::CMs 1082055 Specdb::CMs 1082057 Specdb::CMs 1082059 Specdb::CMs 1082061 Specdb::CMs 1082063 Specdb::CMs 1082065 Specdb::CMs 1082067 Specdb::CMs 1082069 Specdb::CMs 1082071 Specdb::CMs 1082073 Specdb::CMs 1082075 Specdb::CMs 1082076 Specdb::CMs 1082078 Specdb::CMs 1082080 Specdb::CMs 1082082 Specdb::CMs 1082084 Specdb::CMs 1082086 Specdb::CMs 1082088 Specdb::MsMs 321763 Specdb::MsMs 321764 Specdb::MsMs 321765 Specdb::MsMs 369478 Specdb::MsMs 369479 Specdb::MsMs 369480 Specdb::MsMs 2810912 Specdb::MsMs 2810913 Specdb::MsMs 2810914 Specdb::MsMs 2895511 Specdb::MsMs 2895512 Specdb::MsMs 2895513 Specdb::NmrOneD 145870 Specdb::NmrOneD 145871 Specdb::NmrOneD 145872 Specdb::NmrOneD 145873 Specdb::NmrOneD 145874 Specdb::NmrOneD 145875 Specdb::NmrOneD 145876 Specdb::NmrOneD 145877 Specdb::NmrOneD 145878 Specdb::NmrOneD 145879 Specdb::NmrOneD 145880 Specdb::NmrOneD 145881 Specdb::NmrOneD 145882 Specdb::NmrOneD 145883 Specdb::NmrOneD 145884 Specdb::NmrOneD 145885 Specdb::NmrOneD 145886 Specdb::NmrOneD 145887 Specdb::NmrOneD 145888 Specdb::NmrOneD 145889 141864 FDB022330 161510 5890 Schircks, Bernhard; Bieri, Jost H.; Viscontini, Max. On pterin chemistry. Part 55. Preparation and characterization of pure 5,6,7,8-tetrahydro-L-neopterin and 5,6,7,8-tetrahydro-D-monapterin. Helvetica Chimica Acta (1976), 59(1), 248-52.