1.0 2011-04-11 17:01:39 UTC 2025-11-19 02:39:44 UTC FDB021806 Adenosine monophosphate Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable [HMDB] 5'-Adenosine monoate 5'-Adenosine monoic acid 5'-Adenylate 5'-Adenylic acid 5'-AMP 5'-O-Onoadenosine Aden Adenosine 5'-(dihydrogen ate) Adenosine 5'-(dihydrogen ic acid) Adenosine 5'-ate Adenosine 5'-ic acid Adenosine 5'-monoate Adenosine 5'-monoic acid Adenosine 5'-orate Adenosine 5'-oric acid Adenosine ate Adenosine ic acid ADENOSINE monoATE ADENOSINE monoic acid Adenosine-5-monoorate Adenosine-5-monooric acid Adenosine-5'-monoate Adenosine-5'-monoic acid Adenosine-5'-monoorate Adenosine-5'-monooric acid Adenosine-5'p Adenosine-ate Adenosine-monoate Adenosini as Adenovite Adenylate Adenylic acid Ado5'p ate D'adenosine Cardiomone Entaside Fosfato de adenosina ic acid D'adenosine Lycedan Muscle adenylate Muscle adenylic acid My-b-den My-beta-den PAdo Phosaden C10H14N5O7P 347.2212 347.063084339 {[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid vidarabine phosphate 61-19-8 NC1=C2N=CN(C3OC(COP(O)(O)=O)C(O)C3O)C2=NC=N1 InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20) UDMBCSSLTHHNCD-UHFFFAOYSA-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. Purine ribonucleoside monophosphates Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Aromatic heteropolycyclic compounds 1,2-diols 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 amines Secondary alcohols Tetrahydrofurans 1,2-diol 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 Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside monophosphate Pyrimidine Secondary alcohol Tetrahydrofuran Solid logp -3.13 ALOGPS logs -2.02 ALOGPS solubility 3.31e+00 g/l ALOGPS logp -4.7 ChemAxon pka_strongest_acidic 1.22 ChemAxon pka_strongest_basic 3.92 ChemAxon iupac {[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 347.2212 ChemAxon mono_mass 347.063084339 ChemAxon smiles NC1=C2N=CN(C3OC(COP(O)(O)=O)C(O)C3O)C2=NC=N1 ChemAxon formula C10H14N5O7P ChemAxon inchi InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20) ChemAxon inchikey UDMBCSSLTHHNCD-UHFFFAOYSA-N ChemAxon polar_surface_area 186.07 ChemAxon refractivity 74.07 ChemAxon polarizability 29.83 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Ammonia Recycling SMP00009 map00910 Ethanol Degradation SMP00449 Glycine and Serine Metabolism SMP00004 map00260 Histidine Metabolism SMP00044 map00340 Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids SMP00482 Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids SMP00481 Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids SMP00480 Purine Metabolism SMP00050 map00230 Transcription/Translation SMP00019 Urea Cycle SMP00059 map00330 Specdb::NmrOneD 4679 Specdb::NmrOneD 4706 Specdb::NmrOneD 195527 Specdb::NmrOneD 195528 Specdb::NmrOneD 195529 Specdb::NmrOneD 195530 Specdb::NmrOneD 195531 Specdb::NmrOneD 195532 Specdb::NmrOneD 195533 Specdb::NmrOneD 195534 Specdb::NmrOneD 195535 Specdb::NmrOneD 195536 Specdb::NmrOneD 195537 Specdb::NmrOneD 195538 Specdb::NmrOneD 195539 Specdb::NmrOneD 195540 Specdb::NmrOneD 195541 Specdb::NmrOneD 195542 Specdb::NmrOneD 195543 Specdb::NmrOneD 195544 Specdb::NmrOneD 195545 Specdb::NmrOneD 195546 Specdb::CMs 75779 Specdb::CMs 118120 Specdb::CMs 816851 Specdb::CMs 816852 Specdb::CMs 816853 Specdb::CMs 816854 Specdb::CMs 816855 Specdb::CMs 816856 Specdb::CMs 816857 Specdb::CMs 816858 Specdb::CMs 816859 Specdb::CMs 816860 Specdb::CMs 816861 Specdb::CMs 816862 Specdb::CMs 816863 Specdb::CMs 816864 Specdb::CMs 816865 Specdb::CMs 816866 Specdb::CMs 816867 Specdb::CMs 816868 Specdb::CMs 816869 Specdb::CMs 816870 Specdb::CMs 816871 Specdb::CMs 816872 Specdb::CMs 816873 Specdb::MsMs 979292 Specdb::MsMs 979293 Specdb::MsMs 979294 Specdb::MsMs 1103813 Specdb::MsMs 1103814 Specdb::MsMs 1103815 Specdb::MsMs 3402523 Specdb::MsMs 3402524 Specdb::MsMs 3402525 Specdb::MsMs 3402526 Specdb::MsMs 3402527 Specdb::MsMs 3402528 HMDB00045 A #<Reference:0x00007f08949c74c8> #<Reference:0x00007f08949c6d98> #<Reference:0x00007f08949c67d0> #<Reference:0x00007f08949c6280> #<Reference:0x00007f08949c5a88> #<Reference:0x00007f08949c5588> #<Reference:0x00007f08949c4e30> #<Reference:0x00007f08949c46b0> #<Reference:0x00007f08949c4138> #<Reference:0x00007f08949bfc28> Milk (Cow) Type 2 specific 48.05 48.05 48.05 uM Acetoacetyl-CoA synthetase Q86V21 AACS Acetyl-coenzyme A synthetase 2-like, mitochondrial Q9NUB1 ACSS1 Acetyl-coenzyme A synthetase, cytoplasmic Q9NR19 ACSS2 Acyl-CoA synthetase family member 4 Q4L235 AASDH Adenine phosphoribosyltransferase P07741 APRT Adenylate kinase 2, mitochondrial P54819 AK2 Adenylate kinase 7 Q96M32 AK7 Adenylate kinase isoenzyme 1 P00568 AK1 Adenylate kinase isoenzyme 4, mitochondrial P27144 AK4 Adenylosuccinate lyase P30566 ADSL Adenylyltransferase and sulfurtransferase MOCS3 O95396 MOCS3 Alanine--tRNA ligase, cytoplasmic P49588 AARS Alanine--tRNA ligase, mitochondrial Q5JTZ9 AARS2 AMP deaminase 1 P23109 AMPD1 AMP deaminase 2 Q01433 AMPD2 AMP deaminase 3 Q01432 AMPD3 Arginine--tRNA ligase, cytoplasmic P54136 RARS Argininosuccinate synthase P00966 ASS1 Asparagine synthetase [glutamine-hydrolyzing] P08243 ASNS Asparagine--tRNA ligase, cytoplasmic O43776 NARS Aspartate--tRNA ligase, cytoplasmic P14868 DARS Aspartate--tRNA ligase, mitochondrial Q6PI48 DARS2 Baculoviral IAP repeat-containing protein 6 Q9NR09 BIRC6 Bifunctional ATP-dependent dihydroxyacetone kinase/FAD-AMP lyase (cyclizing) Q3LXA3 DAK Bifunctional glutamate/proline--tRNA ligase P07814 EPRS Bile acyl-CoA synthetase Q9Y2P5 SLC27A5 Biotin--protein ligase P50747 HLCS Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B Q01064 PDE1B CCR4-NOT transcription complex subunit 4 O95628 CNOT4 cGMP-inhibited 3',5'-cyclic phosphodiesterase B Q13370 PDE3B Cysteine--tRNA ligase, cytoplasmic P49589 CARS Cytosolic 5'-nucleotidase 3 Q9H0P0 NT5C3 Deoxycytidine kinase P27707 DCK DNA ligase 1 P18858 LIG1 DNA ligase 4 P49917 LIG4 E3 ubiquitin ligase SMURF1 Q9HCE7 SMURF1 E3 ubiquitin-protein ligase AMFR Q9UKV5 AMFR E3 ubiquitin-protein ligase CCNB1IP1 Q9NPC3 CCNB1IP1 E3 ubiquitin-protein ligase CHFR Q96EP1 CHFR E3 ubiquitin-protein ligase DZIP3 Q86Y13 DZIP3 E3 ubiquitin-protein ligase FANCL Q9NW38 FANCL E3 ubiquitin-protein ligase HUWE1 Q7Z6Z7 HUWE1 E3 ubiquitin-protein ligase LNX Q8TBB1 LNX1 E3 ubiquitin-protein ligase LRSAM1 Q6UWE0 LRSAM1 E3 ubiquitin-protein ligase MARCH1 Q8TCQ1 MARCH1 E3 ubiquitin-protein ligase MARCH2 Q9P0N8 MARCH2 E3 ubiquitin-protein ligase MARCH3 Q86UD3 MARCH3 E3 ubiquitin-protein ligase MARCH4 Q9P2E8 MARCH4 E3 ubiquitin-protein ligase MARCH5 Q9NX47 MARCH5 E3 ubiquitin-protein ligase MARCH7 Q9H992 MARCH7 E3 ubiquitin-protein ligase MARCH8 Q5T0T0 MARCH8 E3 ubiquitin-protein ligase MARCH9 Q86YJ5 MARCH9 E3 ubiquitin-protein ligase MGRN1 O60291 MGRN1 E3 ubiquitin-protein ligase MIB1 Q86YT6 MIB1 E3 ubiquitin-protein ligase NEDD4 P46934 NEDD4 E3 ubiquitin-protein ligase NEDD4-like Q96PU5 NEDD4L E3 ubiquitin-protein ligase RAD18 Q9NS91 RAD18 E3 ubiquitin-protein ligase RING2 Q99496 RNF2 E3 ubiquitin-protein ligase RNF128 Q8TEB7 RNF128 E3 ubiquitin-protein ligase RNF138 Q8WVD3 RNF138 E3 ubiquitin-protein ligase RNF144B Q7Z419 RNF144B E3 ubiquitin-protein ligase RNF5 Q99942 RNF5 E3 ubiquitin-protein ligase RNF8 O76064 RNF8 E3 ubiquitin-protein ligase SIAH1 Q8IUQ4 SIAH1 E3 ubiquitin-protein ligase SIAH2 O43255 SIAH2 E3 ubiquitin-protein ligase SMURF2 Q9HAU4 SMURF2 E3 ubiquitin-protein ligase synoviolin Q86TM6 SYVN1 E3 ubiquitin-protein ligase Topors Q9NS56 TOPORS E3 ubiquitin-protein ligase TRIM11 Q96F44 TRIM11 E3 ubiquitin-protein ligase TRIM32 Q13049 TRIM32 E3 ubiquitin-protein ligase TRIM33 Q9UPN9 TRIM33 E3 ubiquitin-protein ligase TRIM63 Q969Q1 TRIM63 E3 ubiquitin-protein ligase UBR1 Q8IWV7 UBR1 E3 ubiquitin-protein ligase UBR2 Q8IWV8 UBR2 E3 ubiquitin-protein ligase UBR4 Q5T4S7 UBR4 E3 ubiquitin-protein ligase UBR5 O95071 UBR5 E3 ubiquitin-protein ligase ZNRF1 Q8ND25 ZNRF1 E3 ubiquitin-protein ligase ZNRF2 Q8NHG8 ZNRF2 FARSLA protein Q6IBR2 FARSLA Galactosyl transferase-associated protein Q29SN7 GTAP Glutamine--tRNA ligase P47897 QARS Glycine--tRNA ligase P41250 GARS Glycogen phosphorylase, brain form P11216 PYGB Glycogen phosphorylase, liver form P06737 PYGL Glycogen phosphorylase, muscle form P11217 PYGM GTP:AMP phosphotransferase, mitochondrial Q9UIJ7 AK3 Histidine--tRNA ligase, cytoplasmic P12081 HARS HNP95 Q96T88 hNp95 Isoleucine--tRNA ligase, cytoplasmic P41252 IARS Isoleucine--tRNA ligase, mitochondrial Q9NSE4 IARS2 L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase Q9NRN7 AASDHPPT Leucine--tRNA ligase, cytoplasmic Q9P2J5 LARS Lipoyltransferase 1, mitochondrial Q9Y234 LIPT1 Long-chain-fatty-acid--CoA ligase ACSBG1 Q96GR2 ACSBG1 Long-chain-fatty-acid--CoA ligase ACSBG2 Q5FVE4 ACSBG2 Lysine--tRNA ligase Q15046 KARS Membrane-associated ring finger (C3HC4) 6 (Membrane-associated ring finger (C3HC4) 6, isoform CRA_a) O60337 MARCH6 Methionine--tRNA ligase, cytoplasmic P56192 MARS Methionine--tRNA ligase, mitochondrial Q96GW9 MARS2 Midline-1 O15344 MID1 Myosin regulatory light chain interacting protein (Myosin regulatory light chain interacting protein, isoform CRA_a) Q8WY64 MYLIP NEDD4-like E3 ubiquitin-protein ligase WWP2 O00308 WWP2 NEDD8-conjugating enzyme Ubc12 P61081 UBE2M NEDD8-conjugating enzyme UBE2F Q969M7 UBE2F Phenylalanine--tRNA ligase alpha subunit Q9Y285 FARSA Phenylalanine--tRNA ligase beta subunit Q9NSD9 FARSB Phenylalanine--tRNA ligase, mitochondrial O95363 FARS2 Phosphopantothenate--cysteine ligase Q9HAB8 PPCS Praja 1 A2A322 PJA1 Pre-mRNA-processing factor 19 Q9UMS4 PRPF19 Probable arginine--tRNA ligase, mitochondrial Q5T160 RARS2 Probable asparagine--tRNA ligase, mitochondrial Q96I59 NARS2 Probable E3 ubiquitin-protein ligase MARCH10 Q8NA82 MARCH10 Probable E3 ubiquitin-protein ligase MYCBP2 O75592 MYCBP2 Probable E3 ubiquitin-protein ligase TRIP12 Q14669 TRIP12 Probable glutamate--tRNA ligase, mitochondrial Q5JPH6 EARS2 Probable histidine--tRNA ligase, mitochondrial P49590 HARS2 Probable leucine--tRNA ligase, mitochondrial Q15031 LARS2 Probable proline--tRNA ligase, mitochondrial Q7L3T8 PARS2 Probable threonine--tRNA ligase 2, cytoplasmic A2RTX5 TARSL2 Putative ubiquitin-conjugating enzyme E2 N-like Q5JXB2 UBE2NL Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma Q13956 PDE6H Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta O43924 PDE6D Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma P18545 PDE6G RFWD2 protein Q05CT6 RFWD2 Ring finger protein 20 Q5VTR2 RNF20 RNA 3'-terminal phosphate cyclase O00442 RTCA Selenide, water dikinase 1 P49903 SEPHS1 Selenide, water dikinase 2 Q99611 SEPHS2 Serine--tRNA ligase, cytoplasmic P49591 SARS Serine--tRNA ligase, mitochondrial Q9NP81 SARS2 Serum paraoxonase/lactonase 3 Q15166 PON3 STIP1 homology and U-box containing protein 1 (STIP1 homology and U- box containing protein 1, isoform CRA_c) Q9UNE7 STUB1 SUMO-activating enzyme subunit 1 Q9UBE0 SAE1 SUMO-activating enzyme subunit 2 Q9UBT2 UBA2 SUMO-conjugating enzyme UBC9 P63279 UBE2I Thiamin pyrophosphokinase 1 Q9H3S4 TPK1 Threonine--tRNA ligase, cytoplasmic P26639 TARS Threonine--tRNA ligase, mitochondrial Q9BW92 TARS2 Tripartite motif-containing protein 5 Q9C035 TRIM5 Tryptophan--tRNA ligase, cytoplasmic P23381 WARS Tryptophan--tRNA ligase, mitochondrial Q9UGM6 WARS2 Tyrosine--tRNA ligase, cytoplasmic P54577 YARS Tyrosine--tRNA ligase, mitochondrial Q9Y2Z4 YARS2 Ubiquitin carrier protein A4D1L5 UBE2H Ubiquitin conjugation factor E4 A Q14139 UBE4A Ubiquitin conjugation factor E4 B O95155 UBE4B Ubiquitin-conjugating enzyme E2 A P49459 UBE2A Ubiquitin-conjugating enzyme E2 B P63146 UBE2B Ubiquitin-conjugating enzyme E2 C O00762 UBE2C Ubiquitin-conjugating enzyme E2 D2 P62837 UBE2D2 Ubiquitin-conjugating enzyme E2 D3 P61077 UBE2D3 Ubiquitin-conjugating enzyme E2 D4 Q9Y2X8 UBE2D4 Ubiquitin-conjugating enzyme E2 E1 P51965 UBE2E1 Ubiquitin-conjugating enzyme E2 E2 Q96LR5 UBE2E2 Ubiquitin-conjugating enzyme E2 G1 P62253 UBE2G1 Ubiquitin-conjugating enzyme E2 J1 Q9Y385 UBE2J1 Ubiquitin-conjugating enzyme E2 J2 Q8N2K1 UBE2J2 Ubiquitin-conjugating enzyme E2 L3 P68036 UBE2L3 Ubiquitin-conjugating enzyme E2 N P61088 UBE2N Ubiquitin-conjugating enzyme E2 O Q9C0C9 UBE2O Ubiquitin-conjugating enzyme E2 Q2 Q8WVN8 UBE2Q2 Ubiquitin-conjugating enzyme E2 R2 Q712K3 UBE2R2 Ubiquitin-conjugating enzyme E2 S Q16763 UBE2S Ubiquitin-conjugating enzyme E2 U Q5VVX9 UBE2U Ubiquitin-conjugating enzyme E2 W Q96B02 UBE2W Ubiquitin-conjugating enzyme E2 Z Q9H832 UBE2Z Ubiquitin-like modifier-activating enzyme 1 P22314 UBA1 Ubiquitin-like modifier-activating enzyme 6 A0AVT1 UBA6 Ubiquitin-like modifier-activating enzyme 7 P41226 UBA7 Ubiquitin-protein ligase E3A Q05086 UBE3A Ubiquitin-protein ligase E3B Q7Z3V4 UBE3B Ubiquitin-protein ligase E3C Q15386 UBE3C Ubiquitin/ISG15-conjugating enzyme E2 L6 O14933 UBE2L6 Valine--tRNA ligase P26640 VARS Valine--tRNA ligase, mitochondrial Q5ST30 VARS2 Very long-chain acyl-CoA synthetase O14975 SLC27A2