Cyclic GMP | CAS#7665-99-8 | GTP derived nucleotide

MedKoo Cat#: 464376 | Name: Cyclic GMP

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cyclic guanosine monophosphate (Cyclic GMP) is a cyclic nucleotide derived from guanosine triphosphate (GTP). Cyclic GMP acts as a second messenger much like cyclic AMP. Its most likely mechanism of action is activation of intracellular protein kinases in response to the binding of membrane-impermeable peptide hormones to the external cell surface.

Chemical Structure

Cyclic GMP

CAS#7665-99-8

Theoretical Analysis

MedKoo Cat#: 464376

Name: Cyclic GMP

CAS#: 7665-99-8

Chemical Formula: C10H12N5O7P

Exact Mass: 345.0474

Molecular Weight: 345.21

Elemental Analysis: C, 34.79; H, 3.50; N, 20.29; O, 32.44; P, 8.97

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Cyclic GMP; Guanosine cyclic monophosphate; cGMP;

IUPAC/Chemical Name

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

InChi Key

ZOOGRGPOEVQQDX-UUOKFMHZSA-N

InChi Code

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

SMILES Code

NC1=Nc2n([C@@H]3O[C@@H]4COP(O)(O[C@H]4[C@H]3O)=O)cnc2C(N1)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 345.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Matera MG, Ora J, Cavalli F, Rogliani P, Cazzola M. New Avenues for Phosphodiesterase Inhibitors in Asthma. J Exp Pharmacol. 2021 Mar 15;13:291-302. doi: 10.2147/JEP.S242961. PMID: 33758554; PMCID: PMC7979323.