AMP

ADENOSINE MONOPHOSPHATE

Created:	1999-07-08
Last modified:	2024-09-27

Find Related PDB Entry
838 entries where AMP is found as a standalone ligand125 entries where AMP is covalently linked to polymer or other heterogen groups 1 entries where AMP is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	37
Chiral Atom Count	4
Bond Count	39
Aromatic Bond Count	10

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	ADENOSINE MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate
Formula	C₁₀ H₁₄ N₅ O₇ P
Molecular Weight	347.221
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O
SMILES	CACTVS	3.370	Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.7.6	c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
Canonical SMILES	CACTVS	3.370	Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.7.6	c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
InChI	InChI	1.03	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)/t4-,6-,7-,10-/m1/s1
InChIKey	InChI	1.03	UDMBCSSLTHHNCD-KQYNXXCUSA-N

Drug Info: DrugBank

DrugBank ID	DB00131
Name	Adenosine phosphate
Groups	approved withdrawn investigational nutraceutical
Description	Adenosine 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 Adenosine phosphate was withdrawn by the FDA since it was considered neither safe nor effective for its intended uses as a vasodilator and an anti-inflammatory.[L43937]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	Adenosine-5'-monophosphoric acid Adenylate Adenosine monophosphate PAdo Ado5'P Adenosine 5'-phosphate Adenylic acid Adenosine-5'P 5'-Adenosine monophosphate Fosfato de adenosina 5'-AMP Phosphate d'adénosine Adenosine 5'-(dihydrogen phosphate) 5'-O-Phosphonoadenosine Adenosine 5'-monophosphate Adenosine-5'-Monophosphate AMP Adenosine phosphate 5'-Adenylic acid Adenosini phosphas
Indication	For nutritional supplementation, also for treating dietary shortage or imbalance
Categories	Adenine Nucleotides Dietary Supplements Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Purine Nucleotides Purines Ribonucleotides Supplements
CAS number	61-19-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
5'-AMP-activated protein kinase	MRRLSSWRKMATAEKQKHDGRVKIGHYILGDTLGVGTFGKVKVGKHELTG...	unknown	activator
Adenosine kinase	MAAAEEEPKPKKLKVEAPQALRENILFGMGNPLLDISAVVDKDFLDKYSL...	unknown	product of
5'-AMP-activated protein kinase subunit beta-1	MGNTSSERAALERHGGHKTPRRDSSGGTKDGDRPKILMDSPEDADLFHSE...	unknown	activator
Acetyl-coenzyme A synthetase, cytoplasmic	MGLPEERVRSGSGSRGQEEAGAGGRARSWSPPPEVSRSAHVPSLQRYREL...	unknown	product of
5'-AMP-activated protein kinase catalytic subunit alpha-1	MRRLSSWRKMATAEKQKHDGRVKIGHYILGDTLGVGTFGKVKVGKHELTG...	unknown	activator
Adenylate cyclase type 1	MAGAPRGGGGGGGGAGEPGGAERAAGTSRRRGLRACDEEFACPELEALFR...	unknown	product of
Long-chain-fatty-acid--CoA ligase 1	MQAHELFRYFRMPELVDFRQYVRTLPTNTLMGFGAFAALTTFWYATRPKP...	unknown	product of
Cyclic AMP-responsive element-binding protein 1	MTMESGAENQQSGDAAVTEAENQQMTVQAQPQIATLAQVSMPAAHATSSA...	unknown	activator
DNA	-	unknown	component of
cAMP-specific 3',5'-cyclic phosphodiesterase 4B	MKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...	unknown	product of
Glycogen phosphorylase, liver form	-	unknown	activator
Histidine triad nucleotide-binding protein 1	MADEIAKAQVARPGGDTIFGKIIRKEIPAKIIFEDDRCLAFHDISPQAPT...	unknown	product of
cAMP-specific 3',5'-cyclic phosphodiesterase 4D	MEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...	unknown	product of
Fructose-1,6-bisphosphatase 1	MADQAPFDTDVNTLTRFVMEEGRKARGTGELTQLLNSLCTAVKAISSAVR...	unknown	antagonist
AMP deaminase 1	MNVRIFYSVSQSPHSLLSLLFYCAILESRISATMPLFKLPAEEKQIDDAM...	unknown	substrate
Adenine phosphoribosyltransferase	MADSELQLVEQRIRSFPDFPTPGVVFRDISPVLKDPASFRAAIGLLARHL...	unknown	substrate
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