1.0 2011-09-21 00:20:39 UTC 2015-10-09 22:31:47 UTC FDB022857 2,4-Diamino-6-hydroxypyrimidine 2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective inhibitor of GTP cyclohydrolase I (GTPCH) that restricts the de novo synthesis of tetrahydrobiopterin (BH4) or the BH4 precursor in vascular smooth muscle cells (VSMC). (PMID 12883322) 2,4-Diamino-6-hydroxypyrimidine also inhibits nitric oxide (NO) in both Interferon-gamma (IFN-gamma) and antigen (Ag)/IgE (Ag/IgE) systems, increasing Mast cells (MC) degranulation. (PMID 14514683) Sepiapterin, a precursor to tetrahydrobiopterin in the salvage pathway, completely reverses the effect of 2,4-diamino-6-hydroxypyrimidine on neuronal NO-synthase (nNOS) ubiquitylation. (PMID 16216381) [HMDB] 2,4-Diamino-6-hydroxypyrimidine 2,4-Diamino-6-pyrimidinone 2,6-Diamino-4-hydroxypyrimidine 2,6-Diamino-4-pyrimidinol 2,6-Diamino-4(1H)-pyrimidinone 2,6-Diamino-4(3H)-pyrimidinone 2,6-Diaminopyrimidin-4-one 6-Aminoisocytosine 6-Hydroxy-2,4-pyrimidinediamine C4H6N4O 126.1166 126.054160834 2,6-diamino-1,4-dihydropyrimidin-4-one 6-aminoisocytosine 56-06-4 NC1=CC(=O)N=C(N)N1 InChI=1S/C4H6N4O/c5-2-1-3(9)8-4(6)7-2/h1H,(H5,5,6,7,8,9) SWELIMKTDYHAOY-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Pyrimidones Organic compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Aromatic heteromonocyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Organic oxides Organooxygen compounds Organopnictogen compounds Primary amines Vinylogous amides Amine Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Pyrimidone Vinylogous amide Solid logp -1.43 ALOGPS logs -1.05 ALOGPS solubility 1.13e+01 g/l ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 15.84 ChemAxon pka_strongest_basic 1.36 ChemAxon iupac 2,6-diamino-1,4-dihydropyrimidin-4-one ChemAxon average_mass 126.1166 ChemAxon mono_mass 126.054160834 ChemAxon smiles NC1=CC(=O)N=C(N)N1 ChemAxon formula C4H6N4O ChemAxon inchi InChI=1S/C4H6N4O/c5-2-1-3(9)8-4(6)7-2/h1H,(H5,5,6,7,8,9) ChemAxon inchikey SWELIMKTDYHAOY-UHFFFAOYSA-N ChemAxon polar_surface_area 93.5 ChemAxon refractivity 40.88 ChemAxon polarizability 11.37 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1797 Specdb::MsIr 1634 Specdb::MsIr 1635 Specdb::MsIr 1636 Specdb::CMs 22530 Specdb::CMs 173037 Specdb::MsMs 2013 Specdb::MsMs 2014 Specdb::MsMs 2015 Specdb::MsMs 316051 Specdb::MsMs 316052 Specdb::MsMs 316053 Specdb::MsMs 362200 Specdb::MsMs 362201 Specdb::MsMs 362202 Specdb::MsMs 2787580 Specdb::MsMs 2787581 Specdb::MsMs 2787582 Specdb::MsMs 2917565 Specdb::MsMs 2917566 Specdb::MsMs 2917567 Specdb::NmrOneD 1857 Specdb::NmrOneD 109478 Specdb::NmrOneD 109479 Specdb::NmrOneD 109480 Specdb::NmrOneD 109481 Specdb::NmrOneD 109482 Specdb::NmrOneD 109483 Specdb::NmrOneD 109484 Specdb::NmrOneD 109485 Specdb::NmrOneD 109486 Specdb::NmrOneD 109487 Specdb::NmrOneD 109488 Specdb::NmrOneD 109489 Specdb::NmrOneD 109490 Specdb::NmrOneD 109491 Specdb::NmrOneD 109492 Specdb::NmrOneD 109493 Specdb::NmrOneD 109494 Specdb::NmrOneD 109495 Specdb::NmrOneD 109496 Specdb::NmrOneD 109497 HMDB02128 #<Reference:0x000055ce32108898> #<Reference:0x000055ce321086e0> #<Reference:0x000055ce32108528>