1.0 2016-09-30 22:37:03 UTC 2020-04-22 15:05:28 UTC BMDB0000817 BMDB00817 Orinapterin 6-(L-Threo-1,2-dihydroxypropyl)-pterin Ciliapterin L-Dictyopterin L-Threo-1-(2-amino-4-hydroxy-6-pteridinyl)-1,2-propanediol L-Threo-biopterin [S-(R*,r*)]-2-amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone 2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone Dictyopterin Biopterin C9H11N5O3 237.2153 237.086189243 2-amino-6-[(1S,2S)-1,2-dihydroxypropyl]-1,4-dihydropteridin-4-one 2-amino-6-[(1S,2S)-1,2-dihydroxypropyl]-1H-pteridin-4-one 13039-82-2 C[C@H](O)[C@@H](O)C1=NC2=C(NC(N)=NC2=O)N=C1 InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6+/m0/s1 LHQIJBMDNUYRAM-BBIVZNJYSA-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-diols Aminopyrimidines and derivatives Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary amines Pyrazines Pyrimidones Secondary alcohols Vinylogous amides 1,2-diol Alcohol Amine Aminopyrimidine Aromatic alcohol Aromatic heteropolycyclic compound Azacycle Biopterin Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Pyrazine Pyrimidine Pyrimidone Secondary alcohol Vinylogous amide Aromatic heteropolycyclic compounds biopterins Solid logp -0.87 ALOGPS logs -1.77 ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 7.6 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac 2-amino-6-[(1S,2S)-1,2-dihydroxypropyl]-1,4-dihydropteridin-4-one ChemAxon average_mass 237.2153 ChemAxon mono_mass 237.086189243 ChemAxon smiles C[C@H](O)[C@@H](O)C1=NC2=C(NC(N)=NC2=O)N=C1 ChemAxon formula C9H11N5O3 ChemAxon inchi InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6+/m0/s1 ChemAxon inchikey LHQIJBMDNUYRAM-BBIVZNJYSA-N ChemAxon polar_surface_area 133.72 ChemAxon refractivity 58.13 ChemAxon polarizability 22.41 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 4 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::MsMs 288943 Specdb::MsMs 288944 Specdb::MsMs 288945 Specdb::MsMs 328213 Specdb::MsMs 328214 Specdb::MsMs 328215 Specdb::MsMs 2728801 Specdb::MsMs 2728802 Specdb::MsMs 2728803 Specdb::MsMs 2979707 Specdb::MsMs 2979708 Specdb::MsMs 2979709 Specdb::NmrOneD 20902 Specdb::NmrOneD 20903 Specdb::NmrOneD 20904 Specdb::NmrOneD 20905 Specdb::NmrOneD 20906 Specdb::NmrOneD 20907 Specdb::NmrOneD 20908 Specdb::NmrOneD 20909 Specdb::NmrOneD 20910 Specdb::NmrOneD 20911 Specdb::NmrOneD 20912 Specdb::NmrOneD 20913 Specdb::NmrOneD 20914 Specdb::NmrOneD 20915 Specdb::NmrOneD 20916 Specdb::NmrOneD 20917 Specdb::NmrOneD 20918 Specdb::NmrOneD 20919 Specdb::NmrOneD 20920 Specdb::NmrOneD 20921 Specdb::CMs 10393 Specdb::CMs 37783 Specdb::CMs 157879 Specdb::CMs 1077580 Specdb::CMs 1077582 Specdb::CMs 1077584 Specdb::CMs 1077586 Specdb::CMs 1077588 Specdb::CMs 1077589 Specdb::CMs 1077591 Specdb::CMs 1077593 Specdb::CMs 1077595 Specdb::CMs 1077597 Specdb::CMs 1077599 Specdb::CMs 1077601 Specdb::CMs 1077603 Specdb::CMs 1077605 Specdb::CMs 1077607 Specdb::CMs 1077608 Specdb::CMs 1077610 Specdb::CMs 1077612 Specdb::CMs 1077614 Specdb::CMs 1077616 Specdb::CMs 1077618 12646210 13628150 FDB022264 74688 CPD-15311 5781 Sugimoto, Takashi; Matsuura, Sadao. The convenient syntheses of biopterin and its three optical isomers. Bulletin of the Chemical Society of Japan (1975), 48(12), 3767-8.