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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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A113985-10mg
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10mg |
1
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$129.90
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A113985-25mg
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25mg |
2
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$259.90
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| 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 Temp | 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. |
| Product Description |
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. |
Taxonomy Tree
| 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 |
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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| 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 |
|---|---|
| INCHI | 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 |
| InChIKey | VSDSIACSNXHGOV-MCDZGGTQSA-M |
| Smiles | [Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4OP([O-])(=O)O[C@@H]34 |
| 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 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 27, 2025 | A113985 | |
| Certificate of Analysis | Mar 27, 2025 | A113985 | |
| Certificate of Analysis | Jul 03, 2024 | A113985 | |
| Certificate of Analysis | Jul 03, 2024 | A113985 | |
| Certificate of Analysis | Feb 29, 2024 | A113985 | |
| Certificate of Analysis | Feb 29, 2024 | A113985 | |
| Certificate of Analysis | Feb 29, 2024 | A113985 | |
| Certificate of Analysis | Feb 29, 2024 | A113985 | |
| Certificate of Analysis | Aug 17, 2023 | A113985 | |
| Certificate of Analysis | Aug 17, 2023 | A113985 |
| Solubility | It is soluble in DMSO, water. |
|---|---|
| Sensitivity | Moisture sensitive |
| Melt Point(°C) | 241-243 °C |
| Molecular Weight | 351.190 g/mol |
| XLogP3 | |
| 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 |