8-Bromo-cGMP sodium - ≥99% , CAS No.51116-01-9

CAS: 51116-01-9 Cat. No.: B274678 Peso molecular: 446.08

GRADE & PURITY ≥99%

Synonyms

AC-25835 | 8-Bromo-cGMP (sodium) | 8-Bromoguanosine cyclic 3',5'-monophosphate sodium salt | 8-Br-cGMP | 8-Bromoguanosine 3',5'-cyclic monophosphate sodium salt, >=98% (HPLC), powder | CHEBI:64104 | sodium 8-bromo-3',5'-cyclic GMP | Guanosine 3',5'-cyclic

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Descripción general

8-Bromo-cGMP sodium, a membrane-permeable analogue of cGMP, is a PKG (protein kinase G) activator. 8-Bromo-cGMP sodium significantly inhibits Ca2+ macroscopic currents and impairs insulin release stimulated with high K+.

Specifications

Sinónimos

AC-25835 | 8-Bromo-cGMP (sodium) | 8-Bromoguanosine cyclic 3', 5'-monophosphate sodium salt | 8-Br-cGMP | 8-Bromoguanosine 3', 5'-cyclic monophosphate sodium salt, >=98% (HPLC), powder | CHEBI:64104 | sodium 8-bromo-3', 5'-cyclic GMP | Guanosine 3', 5'-cyclic

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

8-Bromoguanosine 3′, 5′-cyclic monophosphate has greater resistance to hydrolysis by phosphodiesterases than cGMP. Activates cGMP-dependent protein kinase. It slows or inhibits the intracellular calcium oscillations of tracheal smooth muscle cells in respo

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Desiccated

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Nota

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.

Pureza

≥99%

Nombres e identificadores

• Sonrisas canónicas: C1C2C(C(C(O2)N3C4=C(C(=O)NC(=N4)N)N=C3Br)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-8-bromo-1H-purin-6-one
• InChIKey: ZJRFCXHKYQVNFK-YEOHUATISA-M
• INCHI: 1S/C10H11BrN5O7P.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5;/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18);/q;+1/p-1/t2-,4-,5-,8-;/m1./s1
• Isómeros SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=C(C(=O)NC(=N4)N)N=C3Br)O)OP(=O)(O1)[O-].[Na+]
• Peso molecular: 446.08
• Reaxy-Rn: 26171677
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26171677&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: 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 Aryl bromides N-substituted imidazoles Organic phosphoric acids and derivatives Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Organic metal halides Oxacyclic compounds Azacyclic compounds Organic sodium salts Organic oxides Primary amines Hydrocarbon derivatives Organic zwitterions Organobromides Organopnictogen compounds
• 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 - Aryl bromide - Aryl halide - Monosaccharide - Pyrimidine - N-substituted imidazole - Organic phosphoric acid derivative - Heteroaromatic compound - Azole - Vinylogous amide - Imidazole - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organic metal halide - Organic alkali metal salt - Organoheterocyclic compound - Organooxygen compound - Organic oxide - Alcohol - Organic zwitterion - Organic salt - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Primary amine - Organic sodium salt - Organohalogen compound - Organobromide - Amine - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descripción: 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: organic sodium salt

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

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water to 50 mM
• Sensibilidad: Moisture sensitive
• Peso molecular: 446.080 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 1
• Exact Mass: 444.94 Da
• Monoisotopic Mass: 444.94 Da
• Topological Polar Surface Area: 173.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 657.000
• 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