AMP

ADENOSINE MONOPHOSPHATE



Chemical Component Summary

NameADENOSINE MONOPHOSPHATE
Identifiers[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate
FormulaC10 H14 N5 O7 P
Molecular Weight347.221
TypeNON-POLYMER
Isomeric SMILESc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
InChIInChI=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)/t4-,6-,7-,10-/m1/s1
InChIKeyUDMBCSSLTHHNCD-KQYNXXCUSA-N

Chemical Details

Formal Charge0
Atom Count37
Chiral Atom Count4
Bond Count39
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB00131 
NameAdenosine phosphate
Groups
  • approved
  • investigational
  • withdrawn
  • nutraceutical
DescriptionAdenosine phosphate, or adenylic acid, is an adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position. Adenosine phosphate was withdrawn by the FDA since it was considered neither safe nor effective for its intended uses as a vasodilator and an anti-inflammatory.[L43937]
Synonyms
  • 5'-Adenosine monophosphate
  • Adenylate
  • Adenosine-5'-Monophosphate
  • Adenosini phosphas
  • 5'-AMP
IndicationFor nutritional supplementation, also for treating dietary shortage or imbalance
Categories
  • Adenine Nucleotides
  • Dietary Supplements
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleotides
CAS number61-19-8

Drug Targets

NameTarget SequencePharmacological ActionActions
5'-AMP-activated protein kinaseMRRLSSWRKMATAEKQKHDGRVKIGHYILGDTLGVGTFGKVKVGKHELTG...unknownactivator
Adenosine kinaseMAAAEEEPKPKKLKVEAPQALRENILFGMGNPLLDISAVVDKDFLDKYSL...unknownproduct of
5'-AMP-activated protein kinase subunit beta-1MGNTSSERAALERHGGHKTPRRDSSGGTKDGDRPKILMDSPEDADLFHSE...unknownactivator
Acetyl-coenzyme A synthetase, cytoplasmicMGLPEERVRSGSGSRGQEEAGAGGRARSWSPPPEVSRSAHVPSLQRYREL...unknownproduct of
5'-AMP-activated protein kinase catalytic subunit alpha-1MRRLSSWRKMATAEKQKHDGRVKIGHYILGDTLGVGTFGKVKVGKHELTG...unknownactivator
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL752
PubChem 6083
ChEMBL CHEMBL752
ChEBI CHEBI:16027