1092676-99-7
Chemical Structure
9(10)-Nitrooleate
Synonym(s): 9(10)-Nitrated oleic acid
- CAS No.: 1092676-99-7
- Formula:C18H33NO4
- Molecular Weight:327.46
InChIKey: KKNNEUCJKHBLFK-BJZKJHGRSA-N
SMILES: OC(CCCCCCC/C([N+]([O-])=O)=C\CCCCCCCC)=O.OC(CCCCCCC/C=C([N+]([O-])=O)\CCCCCCCC)=O
Biological Activity: 9 (10)-Nitrooleate (9(10)-Nitrated oleic acid) is an endogenous lipid signaling mediator with vasoprotective effects. 9 (10)-Nitrooleate enhances enzymatic activity and improves nitric oxide bioavailability by inducing phosphorylation of Akt and ERK1/2, regulating the multi-site phosphorylation status of eNOS and optimizing its interaction with Hsp90. 9 (10)-Nitrooleate also activates PPARα, PPARδ and PPARγ receptors, thereby regulating adipogenesis, glucose uptake and inflammation-related gene expression, and exhibits immunosuppressive effects by inhibiting neutrophil migration and cytokine secretion. 9 (10)-Nitrooleate is widely used in studies of sepsis and related inflammatory diseases[1][2][3].
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9(10)-Nitrooleate | 9 (10)-Nitrooleate (9(10)-Nitrated oleic acid) is an endogenous lipid signaling mediator with vasoprotective effects. 9 (10)-Nitrooleate enhances enzymatic activity and improves nitric oxide bioavailability by inducing phosphorylation of Akt and ERK1/2, regulating the multi-site phosphorylation status of eNOS and optimizing its interaction with Hsp90. 9 (10)-Nitrooleate also activates PPARα, PPARδ and PPARγ receptors, thereby regulating adipogenesis, glucose uptake and inflammation-related gene expression, and exhibits immunosuppressive effects by inhibiting neutrophil migration and cytokine secretion. 9 (10)-Nitrooleate is widely used in studies of sepsis and related inflammatory diseases. | |||||||||||||||||||||
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- [1]. Shin E, et al. Nitrooleate mediates nitric oxide synthase activation in endothelial cells. Lipids. 2014;49(5):457-466. [Content Brief]
- [2]. Baker PR, et al. Fatty acid transduction of nitric oxide signaling: multiple nitrated unsaturated fatty acid derivatives exist in human blood and urine and serve as endogenous peroxisome proliferator-activated receptor ligands. J Biol Chem. 2005;280(51):42464-42475. [Content Brief]
- [3]. Panati K, et al. The nitrated fatty acid, 10-nitrooleate inhibits the neutrophil chemotaxis via peroxisome proliferator-activated receptor gamma in CLP-induced sepsis in mice. Int Immunopharmacol. 2019;72:159-165. [Content Brief]
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