1.0 2016-09-30 22:19:59 UTC 2020-06-04 20:46:51 UTC BMDB0000132 BMDB00132 Guanine Guanine, also known as G or mearlmaid aa, belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Guanine exists as a solid, possibly soluble (in water), and a moderately basic compound (based on its pKa) molecule. Guanine exists in all living species, ranging from bacteria to humans. Guanine has been found to be associated with several diseases known as colorectal cancer, alzheimer's disease, lewy body disease, and frontotemporal dementia; also guanine has been linked to the inborn metabolic disorders including lesch-nyhan syndrome. 2-Amino-6-hydroxypurine 2-Amino-6-oxopurine G Gua 2-Amino-1,7-dihydro-6H-purin-6-one 2-Amino-1,9-dihydro-6H-purin-6-one 2-Amino-1,9-dihydro-purin-6-one 2-Amino-3,7-dihydro-6H-purin-6-one 2-Amino-6-hydroxy-1H-purine 2-Amino-6-purinol 2-Amino-hypoxanthine 2-Aminohypoxanthine 6-Hydroxy-2-aminopurine C.I. natural white 1 CI natural white 1 Dew pearl Guanin Guanine enol GUN Mearlmaid Mearlmaid aa Natural pearl essence Natural white 1 Naturon Pathocidin Pearl essence Stella polaris C5H5N5O 151.1261 151.049409807 2-amino-6,7-dihydro-3H-purin-6-one 2-aminohypoxanthine 73-40-5 NC1=NC(=O)C2=C(N1)N=CN2 InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) UYTPUPDQBNUYGX-UHFFFAOYSA-N belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Purines and purine derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Imidazoles Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Purine Pyrimidine Aromatic heteropolycyclic compounds 2-aminopurines a purine a purine base oxopurine purine nucleobase purines Solid melting_point 360 °C water_solubility 2.08 mg/mL at 37 °C logp -0.91 HANSCH,C ET AL. (1995) logp -0.92 ALOGPS logs -1.82 ALOGPS logp -0.59 ChemAxon pka_strongest_acidic 8.95 ChemAxon pka_strongest_basic 2.22 ChemAxon iupac 2-amino-6,7-dihydro-3H-purin-6-one ChemAxon average_mass 151.1261 ChemAxon mono_mass 151.049409807 ChemAxon smiles NC1=NC(=O)C2=C(N1)N=CN2 ChemAxon formula C5H5N5O ChemAxon inchi InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) ChemAxon inchikey UYTPUPDQBNUYGX-UHFFFAOYSA-N ChemAxon polar_surface_area 96.16 ChemAxon refractivity 38.9 ChemAxon polarizability 13.34 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Purine Metabolism SMP0087239 Specdb::NmrTwoD 964 Specdb::NmrTwoD 1160 Specdb::MsIr 207 Specdb::MsIr 208 Specdb::MsIr 209 Specdb::NmrOneD 1102 Specdb::NmrOneD 4947 Specdb::NmrOneD 4948 Specdb::NmrOneD 142430 Specdb::NmrOneD 142431 Specdb::NmrOneD 142432 Specdb::NmrOneD 142433 Specdb::NmrOneD 142434 Specdb::NmrOneD 142435 Specdb::NmrOneD 142436 Specdb::NmrOneD 142437 Specdb::NmrOneD 142438 Specdb::NmrOneD 142439 Specdb::NmrOneD 142440 Specdb::NmrOneD 142441 Specdb::NmrOneD 142442 Specdb::NmrOneD 142443 Specdb::NmrOneD 142444 Specdb::NmrOneD 142445 Specdb::NmrOneD 142446 Specdb::NmrOneD 142447 Specdb::NmrOneD 142448 Specdb::NmrOneD 142449 Specdb::NmrOneD 166581 Specdb::EiMs 1803 Specdb::MsMs 6223 Specdb::MsMs 6224 Specdb::MsMs 6225 Specdb::MsMs 6226 Specdb::MsMs 6227 Specdb::MsMs 6228 Specdb::MsMs 6229 Specdb::MsMs 6230 Specdb::MsMs 6231 Specdb::MsMs 6232 Specdb::MsMs 6233 Specdb::MsMs 6234 Specdb::MsMs 6236 Specdb::MsMs 6237 Specdb::MsMs 19967 Specdb::MsMs 19968 Specdb::MsMs 19969 Specdb::MsMs 21518 Specdb::MsMs 21519 Specdb::MsMs 21520 Specdb::MsMs 438628 Specdb::MsMs 438828 Specdb::MsMs 438829 Specdb::MsMs 439072 Specdb::MsMs 440048 Specdb::CMs 861 Specdb::CMs 1824 Specdb::CMs 3036 Specdb::CMs 29897 Specdb::CMs 30563 Specdb::CMs 31016 Specdb::CMs 31820 Specdb::CMs 31821 Specdb::CMs 163048 Epidermis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk 6.5 uM Raw whole milk Tiemeyer W, Stohrer M, Giesecke D: Metabolites of nucleic acids in bovine milk. J Dairy Sci. 1984 Apr;67(4):723-8. doi: 10.3168/jds.S0022-0302(84)81361-2. 6539345 Neuron Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Skeletal Muscle Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Spleen Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Testis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00242 DB02377 FDB004222 744 764 16235 C00001501 Guanine GUANINE 34363 315 Xiao, Xuhua; Ma, Weiyong. One-pot synthesis of guanine. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 10pp. Tiemeyer W, Stohrer M, Giesecke D: Metabolites of nucleic acids in bovine milk. J Dairy Sci. 1984 Apr;67(4):723-8. doi: 10.3168/jds.S0022-0302(84)81361-2. 6539345 BMDBP00108 Adenine phosphoribosyltransferase Q56JW4 APRT Enzyme BMDBP00440 Hypoxanthine-guanine phosphoribosyltransferase Q3SZ18 HPRT1 Enzyme BMDBP00698 Purine nucleoside phosphorylase P55859 PNP Enzyme BMDBP02183 Guanine nucleotide-binding protein G(t) subunit alpha-1 P04695 GNAT1 Enzyme BMDBP02184 Guanine nucleotide-binding protein G(t) subunit alpha-3 P0C7Q4 GNAT3 Enzyme BMDBP02185 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-11 Q5E9F0 GNG11 Enzyme BMDBP02186 Guanine nucleotide-binding protein G(t) subunit alpha-2 P04696 GNAT2 Enzyme BMDBP02187 Nucleolar GTP-binding protein 2 Q2YDL0 GNL2 Enzyme BMDBP02188 Guanine nucleotide-binding protein subunit alpha-11 P38409 GNA11 Enzyme BMDBP02189 G protein subunit alpha i3 Q3ZCA7 GNAI3 Enzyme BMDBP02190 Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-2 P11017 GNB2 Enzyme BMDBP02191 Guanine nucleotide-binding protein subunit alpha-14 P38408 GNA14 Enzyme BMDBP02192 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-12 Q28024 GNG12 Enzyme BMDBP02193 Guanine nucleotide-binding protein G(s) subunit alpha isoforms short P04896 GNAS Enzyme BMDBP02194 Guanine nucleotide-binding protein G(i) subunit alpha-1 P63097 GNAI1 Enzyme BMDBP02195 Guanine nucleotide binding protein alpha subunit Q6U8D6 Gnas Enzyme BMDBP02196 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-3 P63214 GNG3 Enzyme BMDBP02197 Guanine nucleotide-binding protein, beta-1 subunit A7E3V7 GNB1 Enzyme BMDBP02198 Guanine nucleotide-binding protein-like 3-like protein Q3T0J9 GNL3L Enzyme BMDBP02199 Guanine nucleotide-binding protein G(T) subunit gamma-T1 P02698 GNGT1 Enzyme BMDBP02200 Guanine nucleotide-binding protein G(o) subunit alpha P08239 GNAO1 Enzyme BMDBP02201 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-T2 P50154 GNGT2 Enzyme BMDBP02202 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-5 P63217 GNG5 Enzyme BMDBP02203 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-2 P63212 GNG2 Enzyme BMDBP02204 Target of rapamycin complex subunit LST8 Q17QU5 MLST8 Enzyme BMDBP02205 Guanine nucleotide-binding protein Gq Q4JM29 Enzyme BMDBP02206 Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-1 P62871 GNB1 Enzyme BMDBP02207 Nucleolar GTP-binding protein 2 Q1JP69 GNL2 Enzyme BMDBP02208 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-7 P30671 GNG7 Enzyme BMDBP02935 Guanine deaminase F1MLX9 GDA Enzyme