1.0 2016-09-30 22:20:32 UTC 2020-06-04 20:56:16 UTC BMDB0000175 BMDB00175 Inosinic acid Inosinic acid, also known as 5'-inosinate or 5'-imp, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Inosinic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Inosinic acid exists in all living species, ranging from bacteria to humans. 2'-Inosine-5'-monophosphate 5'-IMP 5'-Inosinate 5'-Inosine monophosphate 5'-Inosinic acid Hypoxanthosine 5'-monophosphate Inosine 5'-monophosphate Inosine 5'-phosphate Inosine monophosphate Ribosylhypoxanthine monophosphate 2'-Inosine-5'-monophosphoric acid 5'-Inosine monophosphoric acid Hypoxanthosine 5'-monophosphoric acid Inosine 5'-monophosphoric acid Inosine 5'-phosphoric acid Inosine monophosphoric acid Ribosylhypoxanthine monophosphoric acid Inosinate IMP Inosine-5'-monophosphate Inosinic acids Inosinate, sodium monoPhosphate, inosine monoPhosphate, ribosylhypoxanthine Sodium inosinate Acid, inosinic Acids, inosinic C10H13N4O8P 348.206 348.047099924 {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid inosine-5'-monophosphate 131-99-7 O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 GRSZFWQUAKGDAV-KQYNXXCUSA-N belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Purine ribonucleoside monophosphates 1,2-diols 6-oxopurines Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines Lactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 1,2-diol 6-oxopurine Alcohol Alkyl phosphate Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine Lactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Purine Purine ribonucleoside monophosphate Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide Aromatic heteropolycyclic compounds inosine phosphate purine ribonucleoside 5'-monophosphate Solid logp -2.04 ALOGPS logs -2.06 ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 1.31 ChemAxon pka_strongest_basic 0.49 ChemAxon iupac {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 348.206 ChemAxon mono_mass 348.047099924 ChemAxon smiles O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O ChemAxon formula C10H13N4O8P ChemAxon inchi InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey GRSZFWQUAKGDAV-KQYNXXCUSA-N ChemAxon polar_surface_area 175.73 ChemAxon refractivity 72.2 ChemAxon polarizability 29.14 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Aspartate Metabolism SMP0087165 Purine Metabolism SMP0087239 Specdb::NmrTwoD 983 Specdb::NmrTwoD 1187 Specdb::CMs 2210 Specdb::CMs 12309 Specdb::CMs 31049 Specdb::CMs 32262 Specdb::CMs 37338 Specdb::CMs 153039 Specdb::CMs 1052745 Specdb::CMs 1052748 Specdb::CMs 1052750 Specdb::CMs 1052752 Specdb::CMs 1052754 Specdb::CMs 1052755 Specdb::CMs 1052757 Specdb::CMs 1052760 Specdb::CMs 1052762 Specdb::CMs 1052763 Specdb::CMs 1052765 Specdb::CMs 1052767 Specdb::CMs 1052769 Specdb::CMs 1052770 Specdb::CMs 1052772 Specdb::CMs 1052774 Specdb::CMs 1052776 Specdb::CMs 1052778 Specdb::CMs 1052781 Specdb::MsMs 277 Specdb::MsMs 278 Specdb::MsMs 279 Specdb::MsMs 3341 Specdb::MsMs 3342 Specdb::MsMs 178446 Specdb::MsMs 178447 Specdb::MsMs 178448 Specdb::MsMs 180765 Specdb::MsMs 180766 Specdb::MsMs 180767 Specdb::MsMs 439080 Specdb::MsMs 448024 Specdb::MsMs 2235630 Specdb::MsMs 2237725 Specdb::MsMs 2239841 Specdb::MsMs 2241882 Specdb::MsMs 2243958 Specdb::MsMs 2243989 Specdb::MsMs 2244107 Specdb::MsMs 2246001 Specdb::MsMs 2246086 Specdb::MsMs 2246181 Specdb::MsMs 2246201 Specdb::MsMs 2248069 Specdb::NmrOneD 1142 Specdb::NmrOneD 4857 Specdb::NmrOneD 4858 Specdb::NmrOneD 6012 Specdb::NmrOneD 6013 Specdb::NmrOneD 6014 Specdb::NmrOneD 6015 Specdb::NmrOneD 6016 Specdb::NmrOneD 6017 Specdb::NmrOneD 6018 Specdb::NmrOneD 6019 Specdb::NmrOneD 6020 Specdb::NmrOneD 6021 Specdb::NmrOneD 6022 Specdb::NmrOneD 6023 Specdb::NmrOneD 6024 Specdb::NmrOneD 6025 Specdb::NmrOneD 6026 Specdb::NmrOneD 6027 Specdb::NmrOneD 6028 Specdb::NmrOneD 6029 Specdb::NmrOneD 6030 Specdb::NmrOneD 6031 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 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 Liver 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 Liver 34 +/- 27 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Longissimus Thoracis Muscle 15 +/- 11 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Muscle 40-8977 nmol/g of tissue By CE-TOFMS Muroya S, Oe M, Ojima K, Watanabe A: Metabolomic approach to key metabolites characterizing postmortem aged loin muscle of Japanese Black (Wagyu) cattle. Asian-Australas J Anim Sci. 2019 Aug;32(8):1172-1185. doi: 10.5713/ajas.18.0648. Epub 2019 Jan 4. 30744349 Muscle 460 nmol/g of tissue By NMR Kim YH, Kemp R, Samuelsson LM: Effects of dry-aging on meat quality attributes and metabolite profiles of beef loins. Meat Sci. 2016 Jan;111:168-76. doi: 10.1016/j.meatsci.2015.09.008. Epub 2015 Sep 26. 26437054 Muscle 31-59 nmol/g of tissue By NMR Kodani Y, Miyakawa T, Komatsu T, Tanokura M: NMR-based metabolomics for simultaneously evaluating multiple determinants of primary beef quality in Japanese Black cattle. Sci Rep. 2017 May 2;7(1):1297. doi: 10.1038/s41598-017-01272-8. 28465593 Semimembranosus Muscle 124 +/- 136 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Testis 97 +/- 19 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 C00130 DB04566 FDB021901 8264 8582 17202 IMP C00007224 33960 Inosinic_acid 5196 Park, Yeong Hun; Cho, Gwang Myeong; Baek, Min Ji; Hong, Guk Gi; Lee, Jin Nam. Method for preparing 5'-inosinic acid by using microbe capable of over-expressing purC gene. Repub. Korea (2007), 7pp. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 BMDBP00149 Cytosolic purine 5'-nucleotidase O46411 NT5C2 Enzyme BMDBP00156 Ectonucleoside triphosphate diphosphohydrolase 8 A0JND9 ENTPD8 Enzyme BMDBP00432 GMP reductase 2 Q32L93 GMPR2 Enzyme BMDBP00440 Hypoxanthine-guanine phosphoribosyltransferase Q3SZ18 HPRT1 Enzyme BMDBP00495 Adenylosuccinate synthetase isozyme 1 A5PJR4 ADSS1 Enzyme BMDBP00508 Inosine triphosphate pyrophosphatase Q2KIC5 ITPA Enzyme BMDBP00525 Adenylosuccinate synthetase isozyme 2 A7MBG0 ADSS2 Enzyme BMDBP00598 Bifunctional purine biosynthesis protein PURH Q0VCK0 ATIC Enzyme BMDBP00999 GMP reductase Q08DA2 GMPR Enzyme BMDBP01002 Inosine-5'-monophosphate dehydrogenase 2 Q3SWY3 IMPDH2 Enzyme BMDBP01003 Inosine-5'-monophosphate dehydrogenase 1 A0JNA3 IMPDH1 Enzyme BMDBP02939 Adenosine monophosphate deaminase 3 E1BA23 AMPD3 Enzyme