1.0 2016-09-30 22:18:45 UTC 2020-05-21 16:28:53 UTC BMDB0000034 BMDB00034 Adenine Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. 6-Aminopurine A Ade Adenin Leucon 1,6-Dihydro-6-iminopurine 1H-Purin-6-amine 1H-Purine-6-amine 3,6-Dihydro-6-iminopurine 6-Amino-1H-purine 6-Amino-3H-purine 6-Amino-7H-purine 6-Amino-9H-purine 6-Amino-purine 9H-Purin-6-amine 9H-Purin-6-yl-amin 9H-Purin-6-ylamine 9H-Purine-6-amine Adeninimine Vitamin b4 Vitamin b 4 4, Vitamin b b 4, Vitamin C5H5N5 135.1267 135.054495185 7H-purin-6-amine vitamin B4 73-24-5 NC1=C2NC=NC2=NC=N1 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) GFFGJBXGBJISGV-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. Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Imidolactams Organopnictogen compounds Primary amines 6-aminopurine Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidolactam Organic nitrogen compound Organonitrogen compound Organopnictogen compound Primary amine Pyrimidine Aromatic heteropolycyclic compounds 6-aminopurines a ring purine nucleobase purines Solid melting_point 360 °C water_solubility 1.03 mg/mL logp -0.09 HANSCH,C ET AL. (1995) logp -0.38 ALOGPS logs -1.07 ALOGPS logp -0.57 ChemAxon pka_strongest_acidic 10.29 ChemAxon pka_strongest_basic 3.64 ChemAxon iupac 7H-purin-6-amine ChemAxon average_mass 135.1267 ChemAxon mono_mass 135.054495185 ChemAxon smiles NC1=C2NC=NC2=NC=N1 ChemAxon formula C5H5N5 ChemAxon inchi InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) ChemAxon inchikey GFFGJBXGBJISGV-UHFFFAOYSA-N ChemAxon polar_surface_area 80.48 ChemAxon refractivity 38.22 ChemAxon polarizability 12.29 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 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 938 Specdb::NmrTwoD 1101 Specdb::MsIr 112 Specdb::MsIr 113 Specdb::MsIr 114 Specdb::NmrOneD 1043 Specdb::NmrOneD 2599 Specdb::NmrOneD 3302 Specdb::NmrOneD 5412 Specdb::NmrOneD 5413 Specdb::NmrOneD 5414 Specdb::NmrOneD 5415 Specdb::NmrOneD 5416 Specdb::NmrOneD 5417 Specdb::NmrOneD 5418 Specdb::NmrOneD 5419 Specdb::NmrOneD 5420 Specdb::NmrOneD 5421 Specdb::NmrOneD 5422 Specdb::NmrOneD 5423 Specdb::NmrOneD 5424 Specdb::NmrOneD 5425 Specdb::NmrOneD 5426 Specdb::NmrOneD 5427 Specdb::NmrOneD 5428 Specdb::NmrOneD 5429 Specdb::NmrOneD 5430 Specdb::NmrOneD 5431 Specdb::CMs 288 Specdb::CMs 289 Specdb::CMs 290 Specdb::CMs 1580 Specdb::CMs 1634 Specdb::CMs 1639 Specdb::CMs 3464 Specdb::CMs 30172 Specdb::CMs 30472 Specdb::CMs 30821 Specdb::CMs 30964 Specdb::CMs 30965 Specdb::CMs 30966 Specdb::CMs 32043 Specdb::CMs 155635 Specdb::EiMs 411 Specdb::MsMs 57 Specdb::MsMs 58 Specdb::MsMs 59 Specdb::MsMs 2618 Specdb::MsMs 2619 Specdb::MsMs 2620 Specdb::MsMs 2621 Specdb::MsMs 2622 Specdb::MsMs 2626 Specdb::MsMs 2627 Specdb::MsMs 2628 Specdb::MsMs 2629 Specdb::MsMs 6980 Specdb::MsMs 6981 Specdb::MsMs 6982 Specdb::MsMs 13652 Specdb::MsMs 13653 Specdb::MsMs 13654 Specdb::MsMs 438799 Specdb::MsMs 439015 Specdb::MsMs 439016 Specdb::MsMs 440031 Specdb::MsMs 440100 Specdb::MsMs 447775 Specdb::MsMs 447776 All Tissues 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Milk Raw milk, by NMR Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. 23182357 Milk Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. 23182357 Milk Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 Muscle Detected by NMR in beef muscle (longissimus dorsi). S. F. Graham, T. Kennedy, O. Chevallier, A. Gordon, L. Farmer, C. Elliott, B. Moss. The application of NMR to study changes in polar metabolite concentrations in beef longissimus dorsi stored for different periods post mortem. Metabolomics (2010) 6:395-404 doi: 10.1007/s11306-010-0206-y 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 C00147 DB00173 FDB012266 185 190 16708 C00001490 ADENINE Adenine 34039 85 Baddiley, J.; Lythgoe, B.; Todd, A. R. Synthesis of purine nucleosides. II. A new and convenient synthesis of adenine. Journal of the Chemical Society (1943), 386-7. Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. 23182357 Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 BMDBP00108 Adenine phosphoribosyltransferase Q56JW4 APRT Enzyme BMDBP00618 D-aspartate oxidase P31228 DDO Enzyme BMDBP00698 Purine nucleoside phosphorylase P55859 PNP Enzyme BMDBP01342 P2Y purinoceptor 1 P48042 P2RY1 Enzyme BMDBP01343 Solute carrier family 25 (Mitochondrial carrier; adenine nucleotide translocator), member 4 Q3ZC05 SLC25A4 Enzyme