Formulation: A solution in ethanol
Formal Name: 9-nitro-9E-octadecenoic acid, 10-nitro-9E-octadecenoate
Purity: ≥95% (1:1 mixture of isomers)
Formula Markup: C18H33NO4 • C18H33NO4
Formula Weight: 654,9
Shelf life (days): 365
CAS Number: 1092676-99-7
Notes: 9(10)-Nitrooleate is a mixture of the nitroalkene endogenous lipid signaling molecules 9-nitrooleate (Item No. 10008042) and 10-nitrooleate (Item No. 10008043). 9(10)-Nitrooleate is formed by nitration of oleic acid (Item Nos. 90260 / 24659) by peroxynitrite, acidified nitrite, and myeloperoxidase in the presence of hydrogen peroxide (H2O2) and nitrite.{14255} It induces transactivation of peroxisome proliferator-activated receptor γ (PPARγ) or nuclear factor erythroid 2-related factor 2 (Nrf2) in reporter assays using MCF-7 cells when used at concentrations greater than or equal to 0.3 and greater than or equal to 3 µM, respectively.{66919} 9(10)-Nitrooleate also induces transactivation of PPARγ, PPARδ, or PPARα in reporter assays using CV-1 cells in a concentration-dependent manner.{14255} It induces adipogenesis in 3T3-L1 preadipocytes and glucose uptake in differentiated 3T3-L1 adipocytes when used at a concentration of 3 µM. In vivo, 9(10)-nitrooleate (500 µg/kg every six hours for 24 hours) decreases ischemia-induced increases in plasma levels of blood urea nitrogen, creatinine, and TNF-α and kidney levels of myeloperoxidase (Mpo) and IL-1β and reduces tubular necrosis and tubule dilation in a mouse model of renal ischemia-reperfusion injury.{66920}
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