(±)15-HEPE  (Synonyms: (±)15-hydroxyeicosapentaenoic acid; 15-OHEPA)

(±)15-HEPE is a racemic mixture of the monohydroxy fatty acids 15(R)-HEPE and 15(S)-HEPE (HY-130675A). (±)15-HEPE is active against P. acnes and S. aureus (MICs = 128 and 512 mg/L, respectively). It inhibits aggregation of isolated rat neutrophils induced by the formyl peptide receptor agonist fMLP (IC50 = 4.7 µM). Bronchoalveolar lavage fluid (BALF) levels of (±)15-HEPE are increased in patients with allergic asthma or COVID-19.

318.45

C₂₀H₃₀O₃

88852-33-9

Liquid

Colorless to light yellow

CC/C=C\CC(O)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Desbois AP, Lawlor KC. Antibacterial activity of long-chain polyunsaturated fatty acids against Propionibacterium acnes and Staphylococcus aureus. Mar Drugs. 2013;11(11):4544-4557.

  [2]. Lam BK, Hirai A, Yoshida S, Tamura Y, Wong PY. Transformation of 15-hydroperoxyeicosapentaenoic acid to lipoxin A5 and B5, mono- and dihydroxyeicosapentaenoic acids by porcine leukocytes. Biochim Biophys Acta. 1987;917(3):398-405.  [Content Brief]

  [3]. Lundström SL, Yang J, Källberg HJ, et al. Allergic asthmatics show divergent lipid mediator profiles from healthy controls both at baseline and following birch pollen provocation. PLoS One. 2012;7(3):e33780.  [Content Brief]

  [4]. Peh HY, Nshimiyimana R, Brüggemann TR, et al. 15-epi-lipoxin A5 promotes neutrophil exit from exudates for clearance by splenic macrophages. FASEB J. 2024;38(14):e23807.