NO2-OA
The electrophilic lipid 10-nitro-oleic acid (NO2-OA) inhibited human-EPHX2 hydrolase activity and also lowered blood pressure in an angiotensin II-induced hypertension model in wild-type (WT) but not Cys521Ser sEH redox-dead knockin (KI) mice
General
Type : Oleate, Fatty acid, Natural
Chemical_Nomenclature : (E)-10-nitrooctadec-9-enoic acid
Canonical SMILES : CCCCCCCC\/C(=C\\CCCCCCCC(=O)O)\/[N+](=O)[O-]
InChI : InChI=1S\/C18H33NO4\/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21\/h15H,2-14,16H2,1H3,(H,20,21)\/b17-15+
InChIKey : WRADPCFZZWXOTI-BMRADRMJSA-N
Other name(s) : Nitro-oleic acid || 10-nitrooleic acid || CXA-10 || 10-nitro-oleic acid || Oa-NO2 || CHEMBL561371 || SCHEMBL1018141 || CHEBI:86285 || DB15026
MW : 327.5
Formula : C18H33NO4
CAS_number : 875685-46-4
PubChem : 24836820
UniChem : WRADPCFZZWXOTI-BMRADRMJSA-N
Target
Families : NO2-OA ligand of proteins in family
Epoxide_hydrolase
Protein :
human-EPHX2
References (3)
| Title : A novel inhibitor of soluble epoxide hydrolase that adducts C521 is cardioprotective - Charles_2025_Redox.Biol_89_103974 |
| Author(s) : Charles RL , Fernandez-Caggiano M , Rudyk O , Tyson-Hirst I , Ehteramyan M , Switzer CH , Buccafusca R , Rajeeve V , Bianchi K , Morales V , Finch AJ , Eaton P |
| Ref : Redox Biol , 89 :103974 , 2025 |
| Abstract : |
| PubMedSearch : Charles_2025_Redox.Biol_89_103974 |
| PubMedID: 41406572 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Nitro-Oleic Acid Reduces J774A.1 Macrophage Oxidative Status and Triglyceride Mass: Involvement of Paraoxonase2 and Triglyceride Metabolizing Enzymes - Rosenblat_2016_Lipids_51_941 |
| Author(s) : Rosenblat M , Rom O , Volkova N , Aviram M |
| Ref : Lipids , 51 :941 , 2016 |
| Abstract : |
| PubMedSearch : Rosenblat_2016_Lipids_51_941 |
| PubMedID: 27344666 |
| Title : Protection from hypertension in mice by the Mediterranean diet is mediated by nitro fatty acid inhibition of soluble epoxide hydrolase - Charles_2014_Proc.Natl.Acad.Sci.U.S.A_111_8167 |
| Author(s) : Charles RL , Rudyk O , Prysyazhna O , Kamynina A , Yang J , Morisseau C , Hammock BD , Freeman BA , Eaton P |
| Ref : Proc Natl Acad Sci U S A , 111 :8167 , 2014 |
| Abstract : |
| PubMedSearch : Charles_2014_Proc.Natl.Acad.Sci.U.S.A_111_8167 |
| PubMedID: 24843165 |