1.0 2010-04-08 22:06:45 UTC 2025-11-18 22:59:31 UTC FDB005583 Isoxanthopterin Isoxanthopterin is a pteridine normally present in plasma, urine, and other bodily fluids also vary from normal concentrations in some disease states and also have diagnostic value. Pteridines' urinary concentrations seem to vary independently from each other and from normal values to yield a pattern of excreted pteridines that is diagnostic for different species, tissues, and tumor types. Intravenous or intramuscular administration of isoxanthopterin inhibits the growth rates of animal tumor models. ; Pteridin derivatives are a family of organic compound with very similar chemical structures which play an important biochemistry role. Pteridines metabolism and its regulation in normal and pathological conditions have not been extensively investigated due to the difficulty of their quantification. A significant decrease of isoxanthopterin has been determined in cancer patients. (PMID 15837549, 9800651); Xanthine dehydrogenase (XDH) is the enzymes responsible for the conversion of xanthine to uric acid. It requires the presence of the molybdenum cofactor for its proper functioning. XDH is reported to have additional functions, i.e., the conversion of pterin to isoxanthopterin, one of the steps the degradation pathway of 5,6,7,8-tetrahydrobiopterin (BH4). Isoxanthopterin is very low in some cases of hereditary xanthinuria (OMIM 278300) and molybdenum cofactor deficiency (OMIM 252150). (PMID: 8812740). Isoxanthopterin is found in soy bean. 2-amino-3H,8H-pteridine-4,7-dione 2-Amino-4, 7-dihydroxypteridine 2-Amino-4,7-dihydroxy-1,3,5,8-tetraazanaphthalene 2-Amino-4,7-dihydroxypteridine 2-amino-4,7-pteridinediol 2-Amino-4,7(1H,8H)-pteridinedione 2-Amino-4,7(3H,8H)-pteridinedione 2-AMINO-47-DIHYDROXYPTERIDINE 2-aminopteridine-4,7-diol 4,7(1H,8H)-Pteridinedione, 2-amino- 4,7(1H,8H)-Pteridinedione, 2-amino- (9CI) 4,7(3H,8H)-Pteridinedione, 2-amino- Ranachrome 4 C6H5N5O2 179.1362 179.044324429 2-amino-1,4,7,8-tetrahydropteridine-4,7-dione 2-amino-1,8-dihydropteridine-4,7-dione 529-69-1 NC1=NC(=O)C2=C(N1)NC(=O)C=N2 InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13) GLKCOBIIZKYKFN-UHFFFAOYSA-N belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. Pterins and derivatives Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Lactams Organic oxides Organooxygen compounds Organopnictogen compounds Primary amines Pyrazines Pyrimidones Vinylogous amides Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Pterin Pyrazine Pyrimidine Pyrimidone Vinylogous amide a small molecule dihydroxypteridine logp -0.96 ALOGPS logs -1.86 ALOGPS solubility 2.46e+00 g/l ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 8.37 ChemAxon pka_strongest_basic -2 ChemAxon iupac 2-amino-1,4,7,8-tetrahydropteridine-4,7-dione ChemAxon average_mass 179.1362 ChemAxon mono_mass 179.044324429 ChemAxon smiles NC1=NC(=O)C2=C(N1)NC(=O)C=N2 ChemAxon formula C6H5N5O2 ChemAxon inchi InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13) ChemAxon inchikey GLKCOBIIZKYKFN-UHFFFAOYSA-N ChemAxon polar_surface_area 108.94 ChemAxon refractivity 51.84 ChemAxon polarizability 15.3 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25564 Specdb::CMs 32232 Specdb::CMs 99596 Specdb::CMs 149414 Specdb::NmrTwoD 1435 Specdb::MsIr 763 Specdb::MsIr 764 Specdb::MsIr 765 Specdb::MsMs 46485 Specdb::MsMs 46486 Specdb::MsMs 46487 Specdb::MsMs 156270 Specdb::MsMs 156271 Specdb::MsMs 156272 Specdb::MsMs 2247092 Specdb::MsMs 2247192 Specdb::MsMs 2415652 Specdb::MsMs 2415653 Specdb::MsMs 2415654 Specdb::MsMs 2547551 Specdb::MsMs 2547552 Specdb::MsMs 2547553 Specdb::NmrOneD 1489 Specdb::NmrOneD 144990 Specdb::NmrOneD 144991 Specdb::NmrOneD 144992 Specdb::NmrOneD 144993 Specdb::NmrOneD 144994 Specdb::NmrOneD 144995 Specdb::NmrOneD 144996 Specdb::NmrOneD 144997 Specdb::NmrOneD 144998 Specdb::NmrOneD 144999 Specdb::NmrOneD 145000 Specdb::NmrOneD 145001 Specdb::NmrOneD 145002 Specdb::NmrOneD 145003 Specdb::NmrOneD 145004 Specdb::NmrOneD 145005 Specdb::NmrOneD 145006 Specdb::NmrOneD 145007 Specdb::NmrOneD 145008 Specdb::NmrOneD 145009 HMDB00704 16713 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 Milk (Cow) Type 2 specific 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 Soy bean Type 1 specific Glycine max 3847 0.0062 0.0062 0.0062 mg/100 g 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