Oleic acid

• Description :

  Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

• Product Name Alternative :

  9-cis-Octadecenoic acid; 9Z-Octadecenoic acid

• UNSPSC :

  12352211

• Hazard Statement :

  H302, H315, H319, H335

• Target :

  Apoptosis; Endogenous Metabolite; Na+/K+ ATPase

• Type :

  Natural Products

• Related Pathways :

  Apoptosis; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease

• Applications :

  Cancer-programmed cell death

• Field of Research :

  Cancer; Metabolic Disease

• Assay Protocol :

  https://www.medchemexpress.com/Oleic_acid.html

• Purity :

  99.97

• Solubility :

  0.1 M NaOH : 100 mg/mL (ultrasonic) |DMSO : 100 mg/mL (ultrasonic) |Ethanol : 100 mg/mL (ultrasonic)

• Smiles :

  CCCCCCCC/C=C\CCCCCCCC(O)=O

• Molecular Formula :

  C18H34O2

• Molecular Weight :

  282.46

• Precautions :

  H302, H315, H319, H335

• References & Citations :

  [1]Jack-Hays MG, et al. Activation of Na+/K (+) -ATPase by fatty acids, acylglycerols, and related amphiphiles: structure-activity relationship. Biochim Biophys Acta. 1996 Feb 21;1279 (1) :43-8.|[2]Li S, et al. High metastaticgastric and breast cancer cells consume oleic acid in an AMPK dependent manner. PLoS One. 2014 May 13;9 (5) :e97330.

• Shipping Conditions :

  Room Temperature

• Storage Conditions :

  -20°C, 3 years; 4°C, 2 years (Powder)

• Scientific Category :

  Natural Products

• Clinical Information :

  Launched

• Isoform :

  Human Endogenous Metabolite

• Citation 01 :

  Adv Sci (Weinh) . 2023 Oct;10 (28) :e2302130.|Am J Cancer Res. 2020 Apr 1;10 (4) :1182-1193.|Biochim Biophys Acta Mol Cell Biol Lipids . 2020 Feb;1865 (2) :158540.|Biol Pharm Bull. 2022 Apr 1;45 (4) :438-445.|bioRxiv. 2024 May 25.|bioRxiv. 2024 October 29.|Cancer Cell. 2024 Aug 12;42 (8) :1386-1400.e8.|Cell Death Dis. 2023 Aug 26;14 (8) :566.|Cell Death Dis. 2025 Nov 24;16 (1) :857.|Cell Death Dis. 2019 May 28;10 (6) :416. |Cell Rep Med. 2025 Aug 19;6 (8) :102260.|Cell Rep. 2022 Sep 20;40 (12) :111381.|Cell Rep. 2025 Oct 15;44 (10) :116429.|Chem Biodivers. 2025 Jan 22:e202402772.|eFood. 2025 Jun 30.|Emerg Microbes Infect. 2025 Dec;14 (1) :2470371.|Eur J Lipid Sci Technol. 2023 Feb 25.|FASEB J. 2024 Jul 15;38 (13) :e23806.|Free Radic Biol Med. 2023 Jun:202:110-120.|Immunity. 2024 Aug 22:S1074-7613 (24) 00376-5.|iScience. 2025 Apr 3;28 (5) :112344.|J Adv Res. 2025 Aug:74:589-607.|J Ethnopharmacol. 2024 Nov 26:339:119162.|J Exp Clin Cancer Res. 2019 Jul 10;38 (1) :300. |J Extracell Vesicles. 2024 Jan;13 (1) :e12401.|J Steroid Biochem Mol Biol. 2025 Jan 9:106673.|J Transl Med. 2024 Jan 26;22 (1) :104.|Life Conflux. 2025.|Mater Technol (N Y N Y) . 2025 Jun 17.|mBio. 2024 Oct 30:e0213724.|Mol Nutr Food Res. 2023 Jan;67 (2) :e2200429.|Mol Oncol. 2025 Jun;19 (6) :1668-1686.|Nat Commun. 2025 Feb 24;16 (1) :1917.|Nature. 2025 Jul;643 (8070) :192-200.|Oncogene. 2024 Sep;43 (39) :2901-2913.|Oncogene. 2025 Sep;44 (34) :3096-3112.|Oxid Med Cell Longev. 2021 Apr 1:2021:6629804.|Phytomedicine. 2025 Jun:141:156660.|Probiotics Antimicrob Proteins. 2025 Nov 26.|Redox Biol. 2021 Jan;38:101807.|Redox Biol. 2021 Nov:47:102168.|Redox Biol. 2025 Feb 3:80:103528.|Regen Biomater. 2025 Jun 16:12:rbaf056.|Research (Wash D C) . 2024 Oct 24:7:0511.|Research Square Preprint. 2023 Jul 20.|SSRN. 2024 May 30.|Vet Microbiol. 2021 Oct:261:109177.|Acta Pharm Sin B. 2025 Sep 19.|Biochim Biophys Acta Mol Basis Dis. 2024 Jun 25:167314.|Cell Death Discov. 2025 Nov 24;11 (1) :542.|Phytomedicine. 2025 Jul:142:156691.

• CAS Number :

  [112-80-1]