Adenosine 2′:3′-cyclic monophosphate sodium salt - ≥97% , CAS No.37063-35-7

CAS: 37063-35-7 Cat. No.: A113985 Molecular Weight: 351.19 EC Number: 253-328-3 PubChem CID: 23666344

GRADE & PURITY ≥97%

Synonyms

MFCD00005757 | Adenosine 2':3'-cyclic monophosphate sodium salt, >=93% | Sodium;[4-(6-aminopurin-9-yl)-2-oxido-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol | Adenosine-2':3'-cyclic monophosphate, sodium salt | sodium;[(3aR,4R,6R

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Adenosine 2′,3′-cyclic monophosphate (2′,3′-cAMP) is believed to serve as an extracellular source of adenosine. The release of extracellular 2′,3′-cAMP occurs in response to injury. 2′,3′-cAMP may be used to study the distribution and specificity of its degrading enzymes in the context of unique biological activities. 2′,3′-cAMP may also be used to study apoptosis induced at the level of mitochondrial permeability transition pores. 2′,3′-cAMP is converted into 2′-AMP and 3′-AMP which inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

Specifications

Synonyms

MFCD00005757 | Adenosine 2':3'-cyclic monophosphate sodium salt, >=93% | Sodium;[4-(6-aminopurin-9-yl)-2-oxido-2-oxo-3a, 4, 6, 6a-tetrahydrofuro[3, 4-d][1, 3, 2]dioxaphosphol-6-yl]methanol | Adenosine-2':3'-cyclic monophosphate, sodium salt | sodium;[(3aR, 4R, 6R

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Adenosine 2′, 3′-cyclic monophosphate (2′, 3′-cAMP) is believed to serve as an extracellular source of adenosine. The release of extracellular 2′, 3′-cAMP occurs in response to injury. 2′, 3′-cAMP may be used to study the distribution and specificity of its d

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: [Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4OP([O-])(=O)O[C@@H]34
• IUPAC Name: sodium;[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2-oxido-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol
• InChIKey: VSDSIACSNXHGOV-MCDZGGTQSA-M
• INCHI: 1S/C10H12N5O6P.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7;/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);/q;+1/p-1/t4-,6-,7-,10-;/m1./s1
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)OP(=O)(O4)[O-])N.[Na+]
• WGK Germany: 3
• Alternate CAS: 634-01-5
• PubChem CID: 23666344
• Molecular Weight: 351.19

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Cyclic purine nucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Cyclic purine nucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: 2',3'-cyclic purine nucleotides
• Alternative Parents: Ribonucleoside 3'-phosphates 6-aminopurines Aminopyrimidines and derivatives Imidolactams Organic phosphoric acids and derivatives Monosaccharides N-substituted imidazoles Oxolanes Dioxaphospholanes Heteroaromatic compounds Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organic zwitterions Primary alcohols Primary amines Organic sodium salts Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2',3'-cyclic purine ribonucleotide - Ribonucleoside 3'-phosphate - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Imidolactam - Organic phosphoric acid derivative - Pyrimidine - Azole - Heteroaromatic compound - 1,3_dioxaphospholane - Imidazole - Oxolane - Oxacycle - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Organonitrogen compound - Organic salt - Amine - Organic sodium salt - Alcohol - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic zwitterion - Primary alcohol - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2',3'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

OR51E2 Tchem Olfactory receptor 51E2 (0 Activities)

Discover Target: OR51E2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: It is soluble in DMSO, water.
• Sensitivity: Moisture sensitive
• Melt Point(°C): 241-243 °C
• Molecular Weight: 351.190 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 351.034 Da
• Monoisotopic Mass: 351.034 Da
• Topological Polar Surface Area: 158.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 504.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Zhengyi Yang, Huixin Chen, Guo-Hua Zhong, Jie Liu.  (2025)  cAMP-Mediated Biofilm eDNA Transfer Facilitates the Resilience of Soil Microbiome to Agrochemical Stress.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40267282] [10.1021/acs.jafc.5c00961]