Cas no 58329-72-9 (Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI))

Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI), is a chemically modified nucleoside derivative with applications in biochemical and pharmaceutical research. Its cyclic phosphate and butanoate ester modifications enhance stability and bioavailability, making it valuable for studying nucleotide-based signaling pathways, such as cyclic GMP (cGMP) systems. The monosodium salt form improves solubility in aqueous solutions, facilitating experimental handling. This compound is particularly useful in enzymology and drug development, where controlled nucleotide analogs are required. Its structural features allow for selective interactions with target enzymes, aiding in mechanistic studies and the design of nucleotide-related therapeutics.
Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) structure
58329-72-9 structure
Product Name:Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI)
CAS No:58329-72-9
MF:C14H17N5NaO8P
MW:437.277014493942
CID:367319
PubChem ID:136661223
Update Time:2025-05-28

Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) Chemical and Physical Properties

Names and Identifiers

    • Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI)
    • [6-(2-amino-6-oxo-3H-purin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate,sodium
    • 2'- O- MONOBUTYRYLGUANOSINE- 3', 5'- CYCLIC MONOPHOSPHATE ( MB-CGMP )
    • 2'-O-MB-CGMP SODIUM SALT
    • 2 inverted exclamation marka-O-Monobutyrylguanosine 3 inverted exclamation marka:5 inverted exclamation marka-cyclic monophosphate sodium salt
    • 2'-O-Monobutyrylguanosine 3':5'-cyclic monophosphate sodium salt
    • 2'-O-Monobutyrylguanosine-3',5'-cyclic monophosphate sodium salt
    • 58329-72-9
    • sodium;[(4aR,6R,7R,7aR)-6-(2-amino-6-oxo-1H-purin-9-yl)-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
    • MFCD00057112
    • Inchi: 1S/C14H18N5O8P.Na/c1-2-3-7(20)26-10-9-6(4-24-28(22,23)27-9)25-13(10)19-5-16-8-11(19)17-14(15)18-12(8)21;/h5-6,9-10,13H,2-4H2,1H3,(H,22,23)(H3,15,17,18,21);/q;+1/p-1/t6-,9-,10-,13-;/m1./s1
    • InChI Key: JZWDPPBOSPGNFH-CRDPPMACSA-M
    • SMILES: P1(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@H](N3C=NC4C(NC(N)=NC3=4)=O)O2)OC(CCC)=O)O1.[Na+]

Computed Properties

  • Exact Mass: 437.07100
  • Monoisotopic Mass: 437.07124380g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 5
  • Complexity: 756
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 179?2

Experimental Properties

  • PSA: 193.52000
  • LogP: 0.84630

Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) Security Information

  • WGK Germany:3
  • Storage Condition:?20°C

Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) Pricemore >>

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Purity:97%
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Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) Related Literature

Additional information on Guanosine, cyclic3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI)

Comprehensive Overview of Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) (CAS No. 58329-72-9)

Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI), with the CAS number 58329-72-9, is a chemically modified derivative of guanosine, a fundamental nucleoside in RNA. This compound is of significant interest in biochemical and pharmaceutical research due to its unique structural properties and potential applications in signal transduction and drug development. The modification at the 2'-position with a butanoate group and the presence of a cyclic 3',5'-hydrogen phosphate moiety make it a valuable tool for studying cellular processes.

In recent years, the scientific community has shown growing interest in modified nucleosides like this compound, particularly for their role in second messenger systems. Cyclic nucleotides, such as cyclic GMP (cGMP) and cyclic AMP (cAMP), are well-known for their involvement in intracellular signaling. The structural analog Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate may offer new insights into these pathways, especially in the context of neurological disorders and cardiovascular diseases, which are among the most searched health topics online.

The monosodium salt form of this compound enhances its solubility, making it more suitable for experimental applications in aqueous environments. Researchers are particularly interested in its potential as a probe or inhibitor in studies targeting protein kinases and phosphodiesterases, enzymes that play critical roles in cellular regulation. This aligns with the increasing demand for enzyme-targeted therapies, a hot topic in precision medicine and biotech innovation.

From a synthetic chemistry perspective, the introduction of the 2'-butanoate group provides steric and electronic modifications that can influence the compound's binding affinity and stability. Such modifications are often explored in drug design to improve pharmacokinetic properties. Given the rising popularity of computational chemistry and molecular modeling in drug discovery, this compound could serve as a case study for optimizing nucleoside-based therapeutics.

Another area of interest is the compound's potential role in epigenetics and gene expression regulation. Modified nucleosides are known to interact with RNA polymerases and transcription factors, making them relevant to cutting-edge research in cancer biology and stem cell therapy. These topics frequently appear in academic searches and AI-driven queries, reflecting their importance in modern science.

Quality control and analytical characterization of Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt are critical for its use in research. Techniques such as HPLC, mass spectrometry, and NMR spectroscopy are commonly employed to verify its purity and structure. Researchers and manufacturers must adhere to stringent standards, as impurities can significantly impact experimental outcomes. This emphasis on quality resonates with the broader scientific community's focus on reproducibility and rigor in research.

In summary, Guanosine, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate, monosodium salt (9CI) (CAS 58329-72-9) represents a sophisticated nucleoside derivative with multifaceted applications in biochemistry and medicine. Its relevance to signal transduction, drug development, and molecular biology makes it a compound of enduring interest, particularly in an era where personalized medicine and targeted therapies dominate scientific discourse. As research continues to uncover its full potential, this compound is poised to remain a focal point in both academic and industrial settings.

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NewCan Biotech Limited
(CAS:58329-72-9)2'-O-MB-CGMP Sodium Salt
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Quantity:10g
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