(±)8(9)-EET

(±)8(9)-EET is a fully racemic version of the R/S enantiomeric forms biosynthesized from arachidonic acid (Cay-90010). (±)8(9)-EET is a major cytochrome P450 (CYP450) metabolite in the renal cortex. It activates PPARalpha in HEK293 cells when used at a concentration of 1 µM but inhibits NF-kappaB activity induced by IL-1beta in a PPARalpha-dependent and -independent fashion. It is also a substrate of COX-1 and COX-2, as measured by oxygen consumption and product formation assays when used at a concentration of 50 µM. (8S,9R)-EET (1 µg/kg), but not (8R,9S)-EET, reduces the glomerular filtration rate (GFR) through COX-dependent pre-glomerular vasoconstriction in rats.Formal Name: (±)8,9-epoxy-5Z,11Z,14Z-eicosatrienoic acid. Synonyms: (±)8,9-EpETrE. Molecular Formula: C20H32O3. Formula Weight: 320.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS pH 7.2: 1 mg/ml. SMILES: CCCCC/C=C\C/C=C\C[C@@H](O1)[C@@H]1C/C=C\CCCC(O)=O. InChi Code: InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,12-9-,13-10-/t18-,19+/m1/s1. InChi Key: DBWQSCSXHFNTMO-ZZMPYBMWSA-N.