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Adenosine monophosphate

CAT: 0804-HY-A0181-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0181-01Size:500 mg
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Description
Adenosine monophosphate is an adenosine A1 receptor agonist. Adenosine monophosphate has significant antiviral activity against HSV-1 and HSV-2. Adenosine monophosphate is a key cellular metabolite regulating energy homeostasis and signal transduction[1][2][3].
CAS Number
61-19-8
Product Name Alternative
AMP
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Adenosine Receptor; Endogenous Metabolite; HSV
Type
Natural Products
Related Pathways
Anti-infection; GPCR/G Protein; Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Infection; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/Adenosine_monophosphate.html
Purity
99.80
Solubility
DMSO : 16.67 mg/mL (ultrasonic) |H2O : 1.67 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N2C=NC3=C2N=CN=C3N
Molecular Formula
C10H14N5O7P
Molecular Weight
347.22
Precautions
H302, H315, H319, H335
References & Citations
[1]Rittiner JE, et al. AMP is an adenosine A1 receptor agonist. J Biol Chem. 2012 Feb 17;287 (8) :5301-9. |[2]Zhan Y, et al. Adenosine 5'-monophosphate ameliorates D-galactosamine/lipopolysaccharide-induced liver injury through an adenosine receptor-independent mechanism in mice. Cell Death Dis. 2014 Jan 9;5:e985. |[3]Ayisi NK, et al. Comparison of the antiviral effects of 5-methoxymethyldeoxyuridine-5'-monophosphate with adenine arabinoside-5'-monophosphate. Antiviral Res. 1983 Sep;3 (3) :161-74.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite; Microbial Metabolite
Citation 01
Anal Chem. 2025 May 13;97 (18) :9827-9835.|Biochem Biophys Res Commun. 2024 May 14:708:149814.|Cell. 2025 Oct 30;188 (22) :6151-6169.e24.|Genes (Basel) . 2022 Dec 16;13 (12) :2384.|Mar Pollut Bull. 2025 Nov:220:118455.|MedComm (2020) . 2025 Jan 8;6 (1) :e70046.|Molecules. 2023 Apr 11;28 (8) :3375.|Molecules. 2025 Mar 9;30 (6) :1224.|Nature. 2025 Jul;643 (8070) :192-200.|Research Square Preprint. 2022 May.|Stem Cell Res Ther. 2023 Sep 29;14 (1) :277.|Stem Cell Res Ther. 2025 Jun 2;16 (1) :277.|Stem Cell Res Ther. 2025 Mar 26;16 (1) :148.|Theranostics. 2020 Aug 13;10 (22) :10245-10261. |Theranostics. 2024 Aug 12;14 (12) :4874-4893.|University of Cambridge. 2023 Feb.|J Exp Med. 2026 Jan 5;223 (1) :e20250440.

Chemical Information

Adenosine Monophosphate

Adenosine 5'-monophosphate is a purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. It has a role as a cofactor, a micronutrient, a nutraceutical, an EC 3.1.3.1 (alkaline phosphatase) inhibitor, an EC 3.1.3.11 (fructose-bisphosphatase) inhibitor, an adenosine A1 receptor agonist and a fundamental metabolite. It is a purine ribonucleoside 5'-monophosphate and an adenosine 5'-phosphate. It is a conjugate base of an adenosine 5'-monophosphate(1+). It is a conjugate acid of an adenosine 5'-monophosphate(2-).

CAS Number61-19-8
PubChem CID6083
IUPAC Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular FormulaC10H14N5O7P
Molecular Weight347.22
XLogP-3.5
Topological Polar Surface Area186
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity481
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
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)/t4-,6-,7-,10-/m1/s1
InChIKey
UDMBCSSLTHHNCD-KQYNXXCUSA-N
Chemical Structure
2D Structure
2D structure of Adenosine Monophosphate
CAS: 61-19-8
CID: 6083
Formula: C10H14N5O7P
MW: 347.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight347.22
XLogP3-3.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass347.06308480
Monoisotopic Mass347.06308480
Topological Polar Surface Area186 Ų
Heavy Atom Count23
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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