CAS 7665-99-8

cGMP

Description:

The chemical substance referred to as cGMP, or cyclic guanosine monophosphate, is a nucleotide that plays a crucial role as a secondary messenger in various biological processes. It is involved in signaling pathways that regulate numerous physiological functions, including vasodilation, neurotransmission, and cellular growth. cGMP is synthesized from guanosine triphosphate (GTP) by the enzyme guanylate cyclase and is degraded by phosphodiesterases. Structurally, cGMP features a cyclic phosphate group, which distinguishes it from its linear counterpart, GMP. This cyclic structure allows cGMP to effectively transmit signals within cells. The substance is soluble in water and exhibits stability under physiological conditions, although it can be sensitive to hydrolysis in certain environments. cGMP's role in the cardiovascular system, particularly in the relaxation of smooth muscle and regulation of blood pressure, highlights its importance in pharmacology and therapeutic applications. Its CAS number, 7665-99-8, is often used for identification in chemical databases and regulatory contexts.

Formula: C₁₀H₁₂N₅O₇P

InChI: InChI=1S/C10H12N5O7P/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)/t3-,5-,6-,9-/m1/s1

InChI key: InChIKey=ZOOGRGPOEVQQDX-UUOKFMHZSA-N

SMILES: O=C1C2=C(N(C=N2)[C@H]3[C@H](O)[C@]4([C@](O3)(COP(=O)(O)O4)[H])[H])NC(N)=N1

Synonyms:

• 3',5'-(Hidrogenofosfato) Ciclico De Guanosina
• 3',5'-(Hydrogenophosphate) Cyclique De Guanosine
• 3',5'-Cyclic GMP
• 3',5'-Gmp
• 3′,5′-Cyclic GMP
• 3′,5′-Gmp
• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, guanosine deriv.
• Cyclic 3',5'-GMP
• Cyclic 3',5'-guanylic acid
• Cyclic 3′,5′-GMP
• Cyclic 3′,5′-guanylic acid
• Cyclic GMP
• Cyclic guanosine 3',5'-monophosphate
• Cyclic guanosine 3′,5′-monophosphate
• Cyclic guanosine monophosphate
• Guanosin-cyclisch-3',5'-(hydrogenphosphat)
• Guanosine 3',5'-monophosphate
• Guanosine 3',5'-phosphate
• Guanosine 3',5'-phosphate (cyclic)
• Guanosine 3′,5′-monophosphate
• Guanosine 3′,5′-phosphate
• Guanosine 3′,5′-phosphate (cyclic)
• Guanosine cyclic 3',5'-monophosphate
• Guanosine cyclic 3',5'-phosphate
• Guanosine cyclic 3′,5′-monophosphate
• Guanosine cyclic 3′,5′-phosphate
• Guanosine, cyclic 3′,5′-(hydrogen phosphate)

Guanosine 3',5'-monophosphate

CAS: 7665-99-8

Formula: C₁₀H₁₂N₅O₇P

Purity: 95%

Color and Shape: Solid

Molecular weight: 345.2053

Ref: IN-DA005W1X

Cyclic GMP

CAS: 7665-99-8

Cyclic GMP is an endogenous second messenger that initiates interferon production in response to cytoplasmic DNA. It activates the stimulator of interferon genes (STING), triggering a signaling cascade that results in the production of type I interferons and other immune mediators. The conjugate of cyclic GMP and AMP, known as Cyclic-GMP-AMP, can induce the phosphorylation and nuclear translocation of IRF3, thereby enhancing antiviral immune responses. Additionally, Cyclic GMP may activate PDE to degrade cAMP, inhibit the myocardial calcium current ICa, and regulate cardiac contractility. The derivative 8-Br-cGMP exhibits antiplatelet activity, and Cyclic GMP is used in research related to antiviral immunity and cardiovascular diseases.

Formula: C₁₀H₁₂N₅O₇P

Color and Shape: Solid

Molecular weight: 345.205

Ref: TM-TN9056

2-Amino-9-((4Ar,6R,7R,7As)-2,7-Dihydroxy-2-Oxidotetrahydro-4H-Furo[3,2-D][1,3,2]Dioxaphosphinin-6-Yl)-1,9-Dihydro-6H-Purin-6-One

CAS: 7665-99-8

2-Amino-9-((4Ar,6R,7R,7As)-2,7-Dihydroxy-2-Oxidotetrahydro-4H-Furo[3,2-D][1,3,2]Dioxaphosphinin-6-Yl)-1,9-Dihydro-6H-Purin-6-One

Purity: 99%

Molecular weight: 345.21g/mol

Ref: 54-OR1030896

Guanosine 3'',5''-cyclic monophosphate

CAS: 7665-99-8

Formula: C₁₀H₁₂N₅O₇P

Purity: (HPLC) ≥ 98.0%

Color and Shape: White powder

Molecular weight: 345.21

Ref: 7W-GN9625

cGMP

CAS: 7665-99-8

Formula: C₁₀H₁₂N₅O₇P

Purity: >92.0%(qNMR)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 345.21

Ref: 3B-G0666

Guanosine 3,5-Cyclic Monophosphate

CAS: 7665-99-8

Formula: C₁₀H₁₂N₅O₇P

Molecular weight: 345.21

Ref: 4Z-G-2444

Guanosine 3',5'-cyclic monophosphate

CAS: 7665-99-8

Guanosine 3',5'-cyclic monophosphate (cGMP) is a nucleotide that functions as a second messenger in the cell. It is involved in many cellular processes, including mitochondrial functions and energy metabolism. cGMP is synthesized from guanosine triphosphate (GTP) by the enzyme guanine nucleotide-binding protein, which hydrolyzes the phosphate group from GTP to form cGMP. cGMP has been shown to be involved in neuronal death, axonal growth, and glucose uptake in cells. Optimum concentrations of cGMP have been found to be between 1-10 μM. It has also been shown to be an important mediator of cyclic axonal growth and bowel disease. Guanosine 3',5'-cyclic monophosphate can also act as a polymerase chain reaction primer for DNA amplification in vitro.

Formula: C₁₀H₁₂N₅O₇P

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 345.21 g/mol

Ref: 3D-NG03522

Guanosine 3′,5′-monophosphate

CAS: 7665-99-8

Formula: C₁₀H₁₂N₅O₇P

Purity: 98%

Color and Shape: Liquid

Molecular weight: 345.208

Ref: 10-F329441

Guanosine 3',5'-Cyclic Monophosphate

Controlled Product

CAS: 7665-99-8

Stability Hygroscopic
Applications Guanosine 3',5'-cyclic monophosphate is an intracellular second messenger which are involved in the transduction of a diverse array of stimuli, mediating metabolic and growth regulation.
References Aladelokun, O., et al.: Curr. Drug Metab., 18, 1132-1135 (2017)

Formula: C₁₀H₁₂N₅O₇P

Color and Shape: Neat

Molecular weight: 345.205

Ref: TR-G838710