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Oleic acid (sodium)

CAT: 0804-HY-N1446B-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1446B-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Sodium oleate (Oleic acid sodium) is an abundant monounsaturated fatty acid sodium[1]. Sodium oleate is a Na+/K+ ATPase activator[2].
CAS Number
143-19-1
Product Name Alternative
Sodium oleate; 9-cis-Octadecenoic acid (sodium) ; 9Z-Octadecenoic acid (sodium)
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Na+/K+ ATPase
Type
Natural Products
Related Pathways
Apoptosis; Membrane Transporter/Ion Channel
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/sodium-oleate.html
Purity
99.99
Solubility
H2O : 25 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CCCCCCCC/C=C\CCCCCCCC(O[Na])=O
Molecular Formula
C18H33NaO2
Molecular Weight
304.44
Precautions
H302, H315, H319, H335
References & Citations
[1]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.|[2]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.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature, keep dry and cool
Scientific Category
Natural Products
Clinical Information
Launched
Citation 01
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.|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.

Chemical Information

Sodium Oleate

Sodium oleate is an organic molecular entity.

CAS Number143-19-1
PubChem CID23665730
IUPAC Namesodium (Z)-octadec-9-enoate
Molecular FormulaC18H33NaO2
Molecular Weight304.4
Topological Polar Surface Area40.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Heavy Atom Count21
Formal Charge0
Complexity239
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)[O-].[Na+]
InChI
InChI=1S/C18H34O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h9-10H,2-8,11-17H2,1H3,(H,19,20);/q;+1/p-1/b10-9-;
InChIKey
BCKXLBQYZLBQEK-KVVVOXFISA-M
Chemical Structure
2D Structure
2D structure of Sodium Oleate
CAS: 143-19-1
CID: 23665730
Formula: C18H33NaO2
MW: 304.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight304.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Exact Mass304.23782457
Monoisotopic Mass304.23782457
Topological Polar Surface Area40.1 Ų
Heavy Atom Count21
Formal Charge0
Complexity239
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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