Guanosine 3',5'-cyclic monophosphate sodium salt (cGMP) - ≥99% , CAS No.40732-48-7

CAS: 40732-48-7 Cat. No.: G276529 Molecular Weight: 367.19

GRADE & PURITY ≥99%

Synonyms

BDBM11316 | Guanosine Monophosphate Monosodium Salt | Q27265640 | 6WYT1TNR45 | Guanosine-3':5'-cyclic monophosphate monosodium salt | MFCD00038424 | GUANOSINE3:5-CYCLICMONOPHOSPHATESODIUMSALT | GUANOSINE, CYCLIC 3',5'-(HYDROGEN PHOSPHATE), SODIUM SALT (1:

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

BDBM11316 | Guanosine Monophosphate Monosodium Salt | Q27265640 | 6WYT1TNR45 | Guanosine-3':5'-cyclic monophosphate monosodium salt | MFCD00038424 | GUANOSINE3:5-CYCLICMONOPHOSPHATESODIUMSALT | GUANOSINE, CYCLIC 3', 5'-(HYDROGEN PHOSPHATE), SODIUM SALT (1:

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

An important second messenger, cGMP is a major intracellular mediator of extracellular signals such as nitric oxide and natriuretic peptides. Cyclic GMP interacts with three types of intracellular receptor proteins: cGMP-dependent protein kinases, cGMP-re

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504773327
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773327
• Canonical Smiles: C1C2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)[O-].[Na+]
• IUPAC Name: sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one
• InChIKey: KMPIYXNEROUNOG-GWTDSMLYSA-M
• INCHI: 1S/C10H12N5O7P.Na/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
• Isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)[O-].[Na+]
• Molecular Weight: 367.19
• Reaxy-Rn: 26171671
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26171671&ln=

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: 3',5'-cyclic purine nucleotides
• Alternative Parents: Pentose phosphates Glycosylamines 6-oxopurines Hypoxanthines Monosaccharide phosphates Aminopyrimidines and derivatives Pyrimidones N-substituted imidazoles Organic phosphoric acids and derivatives Vinylogous amides Oxolanes Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Organic oxides Hydrocarbon derivatives Primary amines Organic sodium salts Organic zwitterions
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3',5'-cyclic purine ribonucleotide - Pentose phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Hypoxanthine - Monosaccharide phosphate - Imidazopyrimidine - Purine - Aminopyrimidine - Pyrimidone - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Pyrimidine - Vinylogous amide - Oxolane - Azole - Imidazole - Heteroaromatic compound - Secondary alcohol - Organoheterocyclic compound - Organic alkali metal salt - Azacycle - Oxacycle - Organic salt - Alcohol - Organic sodium salt - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Primary amine - Amine - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 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

Chemical and Physical Properties

• Solubility: Soluble in water to 100 mM
• Molecular Weight: 367.190 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 1
• Exact Mass: 367.029 Da
• Monoisotopic Mass: 367.029 Da
• Topological Polar Surface Area: 173.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 622.000
• 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. Ma Yufeng, Zhang Fengsen, Zhong Yijing, Huang Yongchun, Yixizhuoma , Jia Qiangqiang, Zhang Shoude.  (2023)  A label-free LC/MS-based enzymatic activity assay for the detection of PDE5A inhibitors.  Frontiers in Chemistry,      [PMID:36860644] [10.3389/fchem.2023.1097027]