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Key Documents

G7504

Sigma-Aldrich

Guanosine 3′,5′-cyclic monophosphate

≥98% (HPLC), powder, intracellular mediator

Synonym(s):

cGMP, cyclic GMP

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About This Item

Empirical Formula (Hill Notation):
C10H12N5O7P
CAS Number:
Molecular Weight:
345.21
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

product name

Guanosine 3′,5′-cyclic monophosphate, ≥98% (HPLC), powder

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white

solubility

0.2 M NaHCO3: 50 mg/mL

storage temp.

−20°C

SMILES string

NC1=NC(=O)c2ncn(C3OC4COP(O)(=O)OC4C3O)c2N1

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)

InChI key

ZOOGRGPOEVQQDX-UHFFFAOYSA-N

Biochem/physiol Actions

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-regulated channels, and cGMP-regulated cyclic nucleotide phosphodiesterases. A primary action of elevated cGMP levels in vivo is the stimulation of cGMP-dependent protein kinase (PKG).

Features and Benefits

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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