for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
A selective cAMP-dependent protein kinase (PKA) activator. Vial of 5 μmol.
| Canonical Smiles | C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)O)OP(=S)(O1)O |
|---|---|
| IUPAC Name | (4aR,6R,7R,7aS)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol |
| InChIKey | IVNQJYQKSYRLTE-IYKFWPKASA-N |
| INCHI | 1S/C16H15ClN5O5PS2/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(26-15)5-25-28(24,29)27-12/h1-4,6,9,11-12,15,23H,5H2,(H,24,29)(H2,18,19,20)/t9-,11-,12-,15-,28?/m1/s1 |
| Isomeric SMILES | C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)O)OP(=S)(O1)O |
| Molecular Weight | 509.86 |
| Reaxy-Rn | 13036692 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13036692&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | Nucleoside and nucleotide analogues |
| Subclass | 3',5'-cyclic purine nucleoside phosphorothioates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 3',5'-cyclic purine nucleoside phosphorothioates |
| Alternative Parents | Diarylthioethers Glycosylamines 6-aminopurines Thiophenol ethers Thiophosphate diesters Aminopyrimidines and derivatives Chlorobenzenes Aryl chlorides Imidolactams Monosaccharides N-substituted imidazoles Heteroaromatic compounds Oxolanes Secondary alcohols Oxacyclic compounds Sulfenyl compounds Azacyclic compounds Hydrocarbon derivatives Primary amines Organochlorides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 3',5'-cyclic purine nucleoside phosphorothioate - Glycosyl compound - N-glycosyl compound - Diarylthioether - 6-aminopurine - Imidazopyrimidine - Purine - Aryl thioether - Thiophenol ether - Aminopyrimidine - Chlorobenzene - Halobenzene - Thiophosphate diester - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Monosaccharide - N-substituted imidazole - Thiophosphoric acid ester - Imidolactam - Pyrimidine - Benzenoid - Organic thiophosphoric acid or derivatives - Azole - Oxolane - Heteroaromatic compound - Imidazole - Secondary alcohol - Sulfenyl compound - Thioether - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Organic nitrogen compound - Organosulfur compound - Organochloride - Primary amine - Alcohol - Organonitrogen compound - Hydrocarbon derivative - Organohalogen compound - Organooxygen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 3',5'-cyclic purine nucleoside phosphorothioates. These are 3',5'-cyclic purine nucleoside phosphate analogues, where a phosphate oxygen has been exchanged for sulphur generating a chiral phosphorothioate. In 3',5'-cyclic nucleoside phosphorothioate, the oxygen atoms at the 3'- and 5'-positions of the ribose are part of the phosphorothioate group. |
| External Descriptors | Not available |
| Solubility | Soluble in water: >1 mg/mL |
|---|---|
| Molecular Weight | 487.900 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 3 |
| Exact Mass | 486.994 Da |
| Monoisotopic Mass | 486.994 Da |
| Topological Polar Surface Area | 195.000 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 694.000 |
| 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 | 1 |
