1.0 2016-09-30 23:05:10 UTC 2020-05-21 16:29:00 UTC BMDB0003540 BMDB03540 3'-AMP 3'-AMP, also known as 3'-3'-amp or AMP 3'-phosphate, belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives. 3'-AMP exists as a solid, possibly soluble (in water), and a strong basic compound (based on its pKa) molecule. 3'-AMP exists in all living organisms, ranging from bacteria to humans. In cattle, 3'-AMP is involved in the metabolic pathway called the pyrimidine metabolism pathway. 3'-Adenosine monophosphate 3'-Adenylic acid Adenosine 3'-monophosphate Adenosine 3'-phosphate Adenosine-3'-monophosphate AMP 3'-Phosphate Synadenylic acid 3'-Adenosine monophosphoric acid 3'-Adenylate Adenosine 3'-monophosphoric acid Adenosine 3'-phosphoric acid Adenosine-3'-monophosphoric acid AMP 3'-Phosphoric acid Synadenylate Adenosine-3'-phosphate Yeast adenylic acid 2' Adenylic acid 5' Adenylic acid Phosphate dipotassium, adenosine 5'-Adenylic acid Adenylic acid 5'-Phosphate, adenosine Adenosine 2'-phosphate Dipotassium, adenosine phosphate Phosphate disodium, adenosine Monophosphate, 2'-adenosine 2'-AMP 2'-Adenosine monophosphate Adenosine 2' phosphate Adenosine phosphate dipotassium Adenosine 3' phosphate Disodium, adenosine phosphate Phosphaden 2'-Adenylic acid AMP Adenosine monophosphate Adenosine phosphate disodium 2' Adenosine monophosphate Acid, 2'-adenylic Acid, 5'-adenylic Adenosine 5' phosphate Adenosine 5'-phosphate C10H14N5O7P 347.2212 347.063084339 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid adenosine-3'-phosphate 84-21-9 NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1 InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 LNQVTSROQXJCDD-KQYNXXCUSA-N belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives. Organic compounds Nucleosides, nucleotides, and analogues Ribonucleoside 3'-phosphates Ribonucleoside 3'-phosphates 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary alcohols Primary amines Secondary alcohols Tetrahydrofurans 6-aminopurine Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam 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 Phosphoric acid ester Primary alcohol Primary amine Purine Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Tetrahydrofuran Aromatic heteropolycyclic compounds adenosine 3'-phosphate purine ribonucleoside 3'-monophosphate Solid melting_point 197 °C water_solubility 500 mg/L at 15 °C logp -1.453 logp -3.14 ALOGPS logs -2.00 ALOGPS logp -4.8 ChemAxon pka_strongest_acidic 0.87 ChemAxon pka_strongest_basic 4.94 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 347.2212 ChemAxon mono_mass 347.063084339 ChemAxon smiles NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1 ChemAxon formula C10H14N5O7P ChemAxon inchi InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey LNQVTSROQXJCDD-KQYNXXCUSA-N ChemAxon polar_surface_area 186.07 ChemAxon refractivity 74.07 ChemAxon polarizability 29.67 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 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 Bile Acid Biosynthesis SMP0087236 Pyrimidine Metabolism SMP0087247 Specdb::CMs 9310 Specdb::CMs 32126 Specdb::CMs 38625 Specdb::CMs 99816 Specdb::CMs 159438 Specdb::MsMs 25916 Specdb::MsMs 25917 Specdb::MsMs 25918 Specdb::MsMs 32474 Specdb::MsMs 32475 Specdb::MsMs 32476 Specdb::MsMs 438614 Specdb::MsMs 439269 Specdb::MsMs 447305 Specdb::MsMs 448209 Specdb::MsMs 2226923 Specdb::MsMs 2227770 Specdb::MsMs 2229359 Specdb::MsMs 2230116 Specdb::MsMs 2728963 Specdb::MsMs 2728964 Specdb::MsMs 2728965 Specdb::MsMs 2979809 Specdb::MsMs 2979810 Specdb::MsMs 2979811 Specdb::NmrOneD 149600 Specdb::NmrOneD 149601 Specdb::NmrOneD 149602 Specdb::NmrOneD 149603 Specdb::NmrOneD 149604 Specdb::NmrOneD 149605 Specdb::NmrOneD 149606 Specdb::NmrOneD 149607 Specdb::NmrOneD 149608 Specdb::NmrOneD 149609 Specdb::NmrOneD 149610 Specdb::NmrOneD 149611 Specdb::NmrOneD 149612 Specdb::NmrOneD 149613 Specdb::NmrOneD 149614 Specdb::NmrOneD 149615 Specdb::NmrOneD 149616 Specdb::NmrOneD 149617 Specdb::NmrOneD 149618 Specdb::NmrOneD 149619 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 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 FDB023193 C01367 37610 C00019350 41211 28931 2224997 BMDBP00584 GTP:AMP phosphotransferase AK3, mitochondrial P08760 AK3 Enzyme BMDBP03122 Long-chain fatty acid transport protein 1 Q3ZKN0 SLC27A1 Enzyme