1.0 2011-09-21 00:07:05 UTC 2015-10-09 22:31:20 UTC FDB022019 2-Hydroxyadenine 2-Hydroxyadenine (2-OH-Ade) is formed by hydroxyl radical attack on DNA bases and shows a genotoxicity in human, being the source of the mutations induced by reactive oxygen species. 2-OH-Ade in DNA is miscoding and elicits various mutations, and is a mutagenic in bacterial and mammalian cells. (Recent Research Developments in Biochemistry (2000)2:41-50) [HMDB] 2-Hydroxy-6-aminopurine 2-Hydroxyadenine 2-Oxoadenine 2-Oxyadenine 6-amino-1,3-dihydro-2H-Purin-2-one 6-Amino-2-hydroxypurine 6-amino-3,7-dihydro-Purin-2-one 6-amino-3,7(9)-dihydro-purin-2-one 6-amino-3,9-dihydro-2H-Purin-2-one 6-amino-7H-Purin-2-ol 6-amino-9H-purin-2-ol isoguanine C5H5N5O 151.1261 151.049409807 6-amino-7H-purin-2-ol 2-hydroxy-6-aminopurine 3373-53-3 NC1=NC(O)=NC2=C1NC=N2 InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11) DRAVOWXCEBXPTN-UHFFFAOYSA-N belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 6-aminopurines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Imidazoles Imidolactams Organooxygen compounds Organopnictogen compounds Primary amines 6-aminopurine Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Imidolactam Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Pyrimidine a small molecule oxopurine Solid logp -0.65 ALOGPS logs -1.33 ALOGPS solubility 7.06e+00 g/l ALOGPS logp -0.2 ChemAxon pka_strongest_acidic 10.78 ChemAxon pka_strongest_basic 2.02 ChemAxon iupac 6-amino-7H-purin-2-ol ChemAxon average_mass 151.1261 ChemAxon mono_mass 151.049409807 ChemAxon smiles NC1=NC(O)=NC2=C1NC=N2 ChemAxon formula C5H5N5O ChemAxon inchi InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11) ChemAxon inchikey DRAVOWXCEBXPTN-UHFFFAOYSA-N ChemAxon polar_surface_area 100.71 ChemAxon refractivity 40.15 ChemAxon polarizability 13.36 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9743 Specdb::CMs 37503 Specdb::CMs 135682 Specdb::CMs 143416 Specdb::CMs 1060715 Specdb::CMs 1060717 Specdb::CMs 1060719 Specdb::CMs 1060721 Specdb::CMs 1060722 Specdb::NmrOneD 6722 Specdb::NmrOneD 6723 Specdb::NmrOneD 6724 Specdb::NmrOneD 6725 Specdb::NmrOneD 6726 Specdb::NmrOneD 6727 Specdb::NmrOneD 6728 Specdb::NmrOneD 6729 Specdb::NmrOneD 6730 Specdb::NmrOneD 6731 Specdb::NmrOneD 6732 Specdb::NmrOneD 6733 Specdb::NmrOneD 6734 Specdb::NmrOneD 6735 Specdb::NmrOneD 6736 Specdb::NmrOneD 6737 Specdb::NmrOneD 6738 Specdb::NmrOneD 6739 Specdb::NmrOneD 6740 Specdb::NmrOneD 6741 Specdb::MsMs 612 Specdb::MsMs 613 Specdb::MsMs 614 Specdb::MsMs 287524 Specdb::MsMs 287525 Specdb::MsMs 287526 Specdb::MsMs 326395 Specdb::MsMs 326396 Specdb::MsMs 326397 Specdb::MsMs 2736725 Specdb::MsMs 2736726 Specdb::MsMs 2736727 Specdb::MsMs 2969513 Specdb::MsMs 2969514 Specdb::MsMs 2969515 Specdb::MsIr 484 Specdb::MsIr 485 Specdb::MsIr 486 HMDB00403 IGA #<Reference:0x000055ce31725650> #<Reference:0x000055ce31725420> 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