913645-39-3
Chemical Structure
8-Nitro-cGMP
- CAS No.: 913645-39-3
- Formula:C10H11N6O9P
- Molecular Weight:390.20
IUPAC Name: 2-amino-9-((4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-8-nitro-3,9-dihydro-6H-purin-6-one
InChIKey: XRKODJJSPSPDGM-UMMCILCDSA-N
SMILES: O=C1C2=C(N([C@@H]3O[C@H](CO4)[C@@H](OP4(O)=O)[C@H]3O)C([N+]([O-])=O)=N2)NC(N)=N1
Biological Activity: 8-Nitro-cGMP is an electrophilic second messenger of redox signaling that can form a protein-S-cGMP adduct in s-guanylation process. 8-Nitro-cGMP is an autophagy inducer. 8-Nitro-cGMP promotes RANKL-induced osteoclast differentiation from macrophages. 8-Nitro-cGMP has vasodilator effect, and ameliorates the vascular endothelial dysfunction in diabetic mice[1][2][3][4].
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8-Nitro-cGMP | 8-Nitro-cGMP is an electrophilic second messenger of redox signaling that can form a protein-S-cGMP adduct in s-guanylation process. 8-Nitro-cGMP is an autophagy inducer. 8-Nitro-cGMP promotes RANKL-induced osteoclast differentiation from macrophages. 8-Nitro-cGMP has vasodilator effect, and ameliorates the vascular endothelial dysfunction in diabetic mice. | |||||||||||||||||||||
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References
- [1]. Ihara H, et al. Exposure to Electrophiles Impairs Reactive Persulfide-Dependent Redox Signaling in Neuronal Cells. Chem Res Toxicol. 2017 Sep 18;30(9):1673-1684. [Content Brief]
- [2]. Tokutomi Y, et al. Vascular responses to 8-nitro-cyclic GMP in non-diabetic and diabetic mice. Br J Pharmacol. 2011 Apr;162(8):1884-93. [Content Brief]
- [3]. Kaneko K, et al. 8-Nitro-cGMP is a promoter of osteoclast differentiation induced by RANKL. Nitric Oxide. 2018 Jan 30;72:46-51. [Content Brief]
- [4]. Rawet-Slobodkin M, Elazar Z. 8-nitro-cGMP--a new player in antibacterial autophagy. Mol Cell. 2013 Dec 26;52(6):767-8. [Content Brief]
