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8-Br-cGMP (8-Bromo-cGMP) - ≥95%, high purity , CAS No.51116-01-9

    Grade & Purity:
  • ≥95%
In stock
Item Number
B274678
Grouped product items
SKU Size
Availability
Price Qty
B274678-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$95.90

Cell permeable cGMP analog. PKG activator.

Basic Description

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
Specifications & Purity ≥95%
Biochemical and Physiological Mechanisms Cell permeable cGMP analog. PKG activator. Increases Ca 2+ levels and active in vivo .
Storage Temp 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.
Product Description

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

Taxonomic Classification

Taxonomy Tree

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  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
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 organic sodium salt

Associated Targets(Human)

GMNN Tbio Geminin (128009 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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
INCHI 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
InChIKey ZJRFCXHKYQVNFK-YEOHUATISA-M
Smiles C1C2C(C(C(O2)N3C4=C(C(=O)NC(=N4)N)N=C3Br)O)OP(=O)(O1)[O-].[Na+]
Isomeric 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+]
Molecular Weight 446.08
Reaxy-Rn 26171677
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26171677&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility Soluble in water to 50 mM
Molecular Weight 446.080 g/mol
XLogP3
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

Solution Calculators

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