Sodium Oleate
Product Information
Molecular Formula
C18H33NaO2
Molecular Weight
304.45
Description
Sodium oleate is the sodium salt of oleic acid, a long-chain fatty acid with one double bond. It is widely used as an emulsifier, surfactant, and solubilizing agent in pharmaceutical, food, and cosmetic formulations. In drug delivery, sodium oleate serves as a penetration enhancer that increases skin permeability and improves bioavailability of poorly soluble drugs. It is employed in the preparation of lipid nanoparticles, liposomes, and micelles for encapsulating hydrophobic compounds. Sodium oleate also exhibits antimicrobial properties against Gram-positive bacteria and certain fungi, and has been investigated for its potential in cancer therapy as an inducer of apoptosis and inhibitor of tumor cell proliferation.
Synonyms
9-Octadecenoic acid (9Z)-, sodium salt (1:1); 9-Octadecenoic acid (9Z)-, sodium salt; 9-Octadecenoic acid (Z)-, sodium salt; Oleic acid, sodium salt; DX-F 200; Edenor OL 72MY, sodium salt; Eunatrol; Ligaphob NT 90; Lunac SO 90L; Nonsoul ON 1; Nonsoul ON-A; NPS Red Oil Soap; Olate Flakes; Pionin A 5; Pionin D 951P; PX-N 98
IUPAC Name
sodium;(Z)-octadec-9-enoate
SMILES
CCCCCCCCC=CCCCCCCCC(=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-;
InChI Key
BCKXLBQYZLBQEK-KVVVOXFISA-M
Melting Point
232-235 °C
Flash Point
270.099°C
Purity
≥95%
Solubility
Soluble in Methanol (Slightly)
Appearance
White to Off-white Solid
Application
Used in ore flotation, waterproofing textiles, metal polishes, polymer curing, and veterinary medicine; Used as emulsifier for oil/water systems and in the polymerization of butadiene.
Storage
Store at -20 °C
Stability
Stable. Incompatible with strong oxidizing agents.
LogP
4.77380
Odor
SLIGHT TALLOW-LIKE ODOR
Related CAS
112-80-1 (free acid)
Safety Information
Hazards
H412:
Harmful to aquatic life with long-lasting effects.
Harmful to aquatic life with long-lasting effects.
Precautionary Statement
P273:
Avoid release to the environment.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Avoid release to the environment.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
15
Exact Mass
304.23782457 g/mol
Monoisotopic Mass
304.23782457 g/mol
Topological Polar Surface Area
40.1Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
239
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
2
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10988479-B1 | Morphic forms of trilaciclib and methods of manufacture thereof | 2020-06-15 |
| US-10980756-B1 | Methods of treatment | 2020-03-16 |
| EP-3838281-A1 | Compositions comprising bacterial strains | 2019-12-20 |
| US-2021187110-A1 | Surfactants for use in healthcare products | 2019-12-20 |
| US-2021189018-A1 | Hyaluronic acid derivatives | 2019-12-20 |
| WO-2021123117-A1 | Method for producing oil-in-water emulsions | 2019-12-20 |
| WO-2021123378-A1 | Compositions comprising bacterial strains | 2019-12-20 |
| WO-2021123379-A1 | Lyophilisation process | 2019-12-20 |
| WO-2021123412-A1 | Necroptosis modulators, screening methods and pharmaceutical compositions | 2019-12-20 |
| WO-2021124661-A1 | Urethane resin aqueous dispersion, synthetic leather, and method for producing synthetic leather | 2019-12-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 34757160 | 2021-12-01 | The combined impact of decabromodiphenyl ether and high fat exposure on non-alcoholic fatty liver disease in vivo and in vitro | Toxicology |
| 32613381 | 2021-04-01 | Human hepatic in vitro models reveal distinct anti-NASH potencies of PPAR agonists | Cell biology and toxicology |
| 31454063 | 2020-01-01 | Dual inhibition of cannabinoid CB1 receptor and inducible NOS attenuates obesity-induced chronic kidney disease | British journal of pharmacology |
| 22331994 | 2012-05-01 | Effect of albumin on human liver microsomal and recombinant CYP1A2 activities: impact on in vitro-in vivo extrapolation of drug clearance | Drug metabolism and disposition: the biological fate of chemicals |
| 22314390 | 2012-04-01 | Toxicity and genotoxicity of organic and inorganic nanoparticles to the bacteria Vibrio fischeri and Salmonella typhimurium | Ecotoxicology (London, England) |
| 22515088 | 2012-04-01 | Structural properties induced by the composition of biocompatible phospholipid-based microemulsion and amphotericin B association | Journal of biomedical nanotechnology |
| 22586917 | 2012-03-01 | [Effect of exogenous fatty acids on the growth and production of exopolysaccharides of obligately methylotrophic bacterium Methylophilus quaylei] | Prikladnaia biokhimiia i mikrobiologiia |
| 21838542 | 2011-11-01 | Evaluation of submicron emulsion as vehicles for rapid-onset intranasal delivery and improvement in brain targeting of zolmitriptan | Drug delivery |
| 21827185 | 2011-09-22 | Unusual scaling in the rheology of branched wormlike micelles formed by cetyltrimethylammonium bromide and sodium oleate | The journal of physical chemistry. B |
| 21838286 | 2011-09-20 | Using molecular dynamics to study liquid phase behavior: simulations of the ternary sodium laurate/sodium oleate/water system | Langmuir : the ACS journal of surfaces and colloids |
