1.02011-09-21 00:35:05 UTC2015-07-21 06:57:53 UTCFDB0238138-Hydroxy-7-methylguanine8-Hydroxy-7-methylguanine is a modified nucleoside. 8-Hydroxy-7-methylguanine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls. Human exposure to carcinogenic alkylating agents can lead to the formation of covalently bound adducts in DNA, some of which are excreted in urine as alkylated purines following DNA degradation and repair; the N2 position of guanine is one of the major sites for DNA modification by various carcinogens. Measurements of RNA or DNA catabolites in urine can be used as a measure for the metabolism of each of the three major species of RNA. An accumulation of modified ribonucleosides appears in the serum of uremic patients. (PMID: 3506820, 5961889, 16527824, 16061253, 8043914, 2428556, 7159514, 9607216) [HMDB]8-hydroxy-7-methylguanineC6H7N5O2181.1521181.0599744932-amino-7-methyl-6,7,8,9-tetrahydro-3H-purine-6,8-dione2-amino-7-methyl-3,9-dihydropurine-6,8-dione1688-85-3CN1C(=O)NC2=C1C(=O)N=C(N)N2InChI=1S/C6H7N5O2/c1-11-2-3(9-6(11)13)8-5(7)10-4(2)12/h1H3,(H4,7,8,9,10,12,13)VHPXSVXJBWZORQ-UHFFFAOYSA-N belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.HypoxanthinesOrganic compoundsOrganoheterocyclic compoundsImidazopyrimidinesPurines and purine derivativesAromatic heteropolycyclic compounds6-oxopurinesAminopyrimidines and derivativesAzacyclic compoundsHeteroaromatic compoundsHydrocarbon derivativesN-substituted imidazolesOrganic oxidesOrganooxygen compoundsOrganopnictogen compoundsPrimary aminesPyrimidonesUreasVinylogous amides6-oxopurineAmineAminopyrimidineAromatic heteropolycyclic compoundAzacycleAzoleHeteroaromatic compoundHydrocarbon derivativeHypoxanthineImidazoleN-substituted imidazoleOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPrimary aminePyrimidinePyrimidoneUreaVinylogous amide2-aminopurinesoxopurineSolidlogp-1.15logs-1.78solubility3.03e+00 g/llogp-1.6pka_strongest_acidic8.17pka_strongest_basic0.51iupac2-amino-7-methyl-6,7,8,9-tetrahydro-3H-purine-6,8-dioneaverage_mass181.1521mono_mass181.059974493smilesCN1C(=O)NC2=C1C(=O)N=C(N)N2formulaC6H7N5O2inchiInChI=1S/C6H7N5O2/c1-11-2-3(9-6(11)13)8-5(7)10-4(2)12/h1H3,(H4,7,8,9,10,12,13)inchikeyVHPXSVXJBWZORQ-UHFFFAOYSA-Npolar_surface_area99.82refractivity52.5polarizability16.29rotatable_bond_count0acceptor_count5donor_count3physiological_charge0formal_charge0Specdb::MsIr2347Specdb::MsIr2348Specdb::MsIr2349Specdb::CMs11431Specdb::CMs158548Specdb::NmrOneD61532Specdb::NmrOneD61533Specdb::NmrOneD61534Specdb::NmrOneD61535Specdb::NmrOneD61536Specdb::NmrOneD61537Specdb::NmrOneD61538Specdb::NmrOneD61539Specdb::NmrOneD61540Specdb::NmrOneD61541Specdb::NmrOneD61542Specdb::NmrOneD61543Specdb::NmrOneD61544Specdb::NmrOneD61545Specdb::NmrOneD61546Specdb::NmrOneD61547Specdb::NmrOneD61548Specdb::NmrOneD61549Specdb::NmrOneD61550Specdb::NmrOneD61551Specdb::MsMs107649Specdb::MsMs107650Specdb::MsMs107651Specdb::MsMs174669Specdb::MsMs174670Specdb::MsMs174671Specdb::MsMs2316647Specdb::MsMs2316648Specdb::MsMs2316649Specdb::MsMs2621888Specdb::MsMs2621889Specdb::MsMs2621890HMDB06037#<Reference:0x0000555675eb45f8>#<Reference:0x0000555675eb4440>#<Reference:0x0000555675eb4288>#<Reference:0x0000555675eb40d0>#<Reference:0x0000555675eb3ea0>#<Reference:0x0000555675eb3c70>#<Reference:0x0000555675eb3a40>#<Reference:0x0000555675eb3838>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823