1.0 2011-09-21 00:10:04 UTC 2015-07-21 06:57:03 UTC FDB022205 L-Threoneopterin Neopterin is a catabolic product of GTP. It is synthesised by macrophages upon stimulation with interferon-gamma. It is used as a marker of HIV infection. It belongs to the chemical group known as pterins.A pteridine derivative present in body fluids; elevated levels result from immune system activation, malignant disease, allograft rejection, and viral infections. (From Stedman, 26th ed) Neopterin also serves as a precursor in the biosynthesis of biopterin. [HMDB] [S-(R*,R*)]-2-amino-6-(1,2,3-trihydroxypropyl)-4(1H)-Pteridinone 2-amino-6-(L-threo-trihydroxypropyl)-4(3H)-Pteridinone L-(+)-Monapterin L-6-(threo-1',2',3'-Trihydroxypropyl)pterin L-Monapterin L-threo-Monapterin L-threo-Neopterin C9H11N5O4 253.2147 253.081103865 2-amino-6-[(1S,2S)-1,2,3-trihydroxypropyl]-4,8-dihydropteridin-4-one 2-amino-6-[(1S,2S)-1,2,3-trihydroxypropyl]-8H-pteridin-4-one 2277-42-1 NC1=NC(=O)C2=C(N1)N=CC(=N2)[C@H](O)[C@@H](O)CO InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6-/m0/s1 BMQYVXCPAOLZOK-NJGYIYPDSA-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 Aminopyrimidines and derivatives Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Polyols Primary alcohols Primary amines Pyrazines Pyrimidones Secondary alcohols Vinylogous amides 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 Polyol Primary alcohol Primary amine Pyrazine Pyrimidine Pyrimidone Secondary alcohol Vinylogous amide neopterins Solid logp -1.90 ALOGPS logs -2.32 ALOGPS solubility 1.20e+00 g/l ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 8.18 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 2-amino-6-[(1S,2S)-1,2,3-trihydroxypropyl]-4,8-dihydropteridin-4-one ChemAxon average_mass 253.2147 ChemAxon mono_mass 253.081103865 ChemAxon smiles NC1=NC(=O)C2=C(N1)N=CC(=N2)[C@H](O)[C@@H](O)CO ChemAxon formula C9H11N5O4 ChemAxon inchi InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6-/m0/s1 ChemAxon inchikey BMQYVXCPAOLZOK-NJGYIYPDSA-N ChemAxon polar_surface_area 152.89 ChemAxon refractivity 59.35 ChemAxon polarizability 23.34 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 296116 Specdb::MsMs 296117 Specdb::MsMs 296118 Specdb::MsMs 337333 Specdb::MsMs 337334 Specdb::MsMs 337335 Specdb::MsMs 2276301 Specdb::MsMs 2276302 Specdb::MsMs 2276303 Specdb::MsMs 3092179 Specdb::MsMs 3092180 Specdb::MsMs 3092181 Specdb::NmrOneD 7502 Specdb::NmrOneD 7503 Specdb::NmrOneD 7504 Specdb::NmrOneD 7505 Specdb::NmrOneD 7506 Specdb::NmrOneD 7507 Specdb::NmrOneD 7508 Specdb::NmrOneD 7509 Specdb::NmrOneD 7510 Specdb::NmrOneD 7511 Specdb::NmrOneD 7512 Specdb::NmrOneD 7513 Specdb::NmrOneD 7514 Specdb::NmrOneD 7515 Specdb::NmrOneD 7516 Specdb::NmrOneD 7517 Specdb::NmrOneD 7518 Specdb::NmrOneD 7519 Specdb::NmrOneD 7520 Specdb::NmrOneD 7521 Specdb::CMs 13660 Specdb::CMs 37725 Specdb::CMs 162029 Specdb::CMs 1072825 Specdb::CMs 1072827 Specdb::CMs 1072829 Specdb::CMs 1072831 Specdb::CMs 1072833 Specdb::CMs 1072835 Specdb::CMs 1072837 Specdb::CMs 1072839 Specdb::CMs 1072840 Specdb::CMs 1072842 Specdb::CMs 1072844 Specdb::CMs 1072846 Specdb::CMs 1072848 Specdb::CMs 1072850 Specdb::CMs 1072852 Specdb::CMs 1072854 Specdb::CMs 1072856 Specdb::CMs 1072858 Specdb::CMs 1072860 Specdb::CMs 1072862 Specdb::CMs 1072863 Specdb::CMs 1072865 HMDB00727 MPU 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