PRODUCTS

ETHYL OLEATE

Ethyl Oleate is mainly used in the preparation of lubricants, water repellants, resin toughening agents, surfactants, pharmaceutical excipients, plasticizers and ointment bases and other organic chemicals, and also used as fragrances.
Ethyl Oleate is commonly used in various industries as a plasticizer, lubricant, biological additive, hydraulic fluid, and as a vehicle for progesterone administration.

CAS Number: 111-62-6
EC Number: 203-889-5
MDL Number: MFCD00009579
Chemical formula: C20H38O2
Molar mass: 310.522 g·mol−1

SYNONYMS:
Ethyl (9Z)-octadec-9-enoate, Oleic acid ethyl ester, Ethyl oleate, 111-62-6, ethyl (Z)-octadec-9-enoate, Oleic acid, ethyl ester, Ethyl cis-9-octadecenoate, FEMA No. 2450, NSC-229428, DTXSID3047633, Z2Z439864Y, 9-Octadecenoic acid (9Z)-, ethyl ester, 9-Octadecenoic acid, (Z)-, ethyl ester, DTXCID1027633, CHEBI:84940, NSC229428, RefChem:139027, 203-889-5, Oleic acid ethyl ester, 9-Octadecenoic acid (Z)-, ethyl ester, ethyl (9Z)-octadec-9-enoate, (Z)-9-Octadecenoic acid ethyl ester, MFCD00009579, Ethyl oleate [NF], Ethyl oleate (NF), ETHYLOLEATE, Ethyl 9-octadecenoate, Ethyl Z-9-octadecenoate, Ethyl oleate (natural), (9Z)-9-Octadecenoic Acid Ethyl Ester, Ethyl 9-octadecenoate, (Z)-, Ethyl Oleate, (Z)-Octadec-9-enoic Acid Ethyl Ester, Oleic acid-ethyl ester, UNII-Z2Z439864Y, Ethyl Oleate, NF, EINECS 203-889-5, NSC 229428, Ethyl oleate, 98%, Oleic acid-ethyl ester, AI3-00657, Ethyl oleate (Standard), ethyl-cis-9-octadecanaote, ethyl (9Z)-octadecenoate, ETHYL OLEATE [II], ETHYL OLEATE [FCC], SCHEMBL2797, ETHYL OLEATE [FHFI], ethyl (9Z)octadec-9-enoate, ETHYL OLEATE [MART.], ETHYL OLEATE [USP-RS], SCHEMBL1298185, SCHEMBL8218956, 9-Octadecenoic acid ethyl ester, CHEMBL2106289, Ethyl (9Z)-9-octadecenoate #, Ethyl oleate, natural, >=85%, HY-N7103R, Ethyl oleate, analytical standard, HMS3650O15, HMS5084I14, ETHYL OLEATE [EP IMPURITY], ETHYL OLEATE [EP MONOGRAPH], HY-N7103, cis-9-Octadecenoic Acid ethyl ester, Tox21_303521, EBC-46122, Ethyl oleate, technical grade, 70%, s5367, SBB060320, AKOS025117011, CCG-267586, CS-W009922, FE23061, NCGC00257457-01, 85049-36-1, AC-33783, CAS-111-62-6, Ethyl oleate, tested according to Ph.Eur., DB-254732, NS00079024, O0054, O0143, D04090, EN300-1724742, A894703, F863189, SR-01000946820, Q6578680, SR-01000946820-1, Z2315574852, Ethyl oleate, United States Pharmacopeia (USP) Reference Standard, ethyl 9-octadecenoate, ethyl octadec-9-enoate, octadec-9-enoic acid ethyl ester, 9-, octadecenoic acid, ethyl ester, oleic acid ethyl ester, oleic acid, ethyl ester, 9-Octadecenoic acid (Z)-, ethyl ester, Oleic acid, ethyl ester, (Z)-9-Octadecenoic acid ethyl ester, Ethyl cis-9-octadecenoate, Ethyl Z-9-octadecenoate, Ethyl (9Z)-9-octadecenoate, Ethyl oleate 1, (Z)-9-Octadecenoic acid ethyl ester, (Z)-9-octadecenoic acid, ethyl ester, 9-Octadecenoic acid (Z)-, ethyl ester, Ethyl Z-9-octadecenoate, Ethyl cis-9-octadecenoate, ethyl (Z)-9-octadeceneoate, oleic acid, ethyl ester, Oleic acid ethyl ester, oleic, OLEIC ACID ETHYL ESTER, (Z)-9-Octadecenoicacidethylester, (Z)-ethyl oleate, Ethyl oleate (OA-EE), (9Z)-, FEMA 2450, Ethyloleat, ETHYL OLEATE, Elhyl oleate, crodamol EO, ethyl (9Z)-octadec-9-enoate, ethyl (Z)-9-octadecenoate, ethyl (Z)-octadec-9-enoate, (Z)-, ethyl 9-octadecenoate, ethyl cis-9-octadecenoate, ethyl oleate FCC, ethyl oleate N.F., ethyl oleate natural, ethyl oleate naturel, ethyl oleate synthetic, ethyloleate, 9-, octadecenoic acid (Z)-, ethyl ester, (9Z)-9-, octadecenoic acid ethyl ester, (Z)-9-, octadecenoic acid ethyl ester, 9-, octadecenoic acid, ethyl ester, (9Z)-, (Z)-, oleic acid ethyl ester, (Z)-, oleic acid, ethyl ester

Ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol.
Ethyl Oleate is a colorless oil although degraded samples can appear yellow.
Ethyl oleate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of oleic acid with the hydroxy group of ethanol.

Ethyl Oleate has a role as a plant metabolite and an acaricide.
Ethyl Oleate is functionally related to an oleic acid.
Ethyl oleate has been reported in Aristolochia fontanesii, Mitracarpus hirtus, and other organisms with data available.

Ethyl Oleate is an ester of ethyl alcohol and oleic acid.
Ethyl oleate is a flavoring and fragrance agent.
Ethyl Oleate was obtained by the hydrolysis of various animal and vegetable fats and oils.

Ethyl oleate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of oleic acid with the hydroxy group of ethanol.
Ethyl Oleate has a role as a plant metabolite and an acaricide.

Ethyl Oleate is functionally related to an oleic acid.
Ethyl oleate is a colourless to pale yellow oily liquid that has a faint, floral note.
Ethyl Oleate is neutral and is a more lipid-soluble form of oleic acid.

Ethyl Oleate contributed to approximately 17% of the total fatty acids esterified to phosphatidylcholine in porcine platelets.
Ethyl Oleate is one of the fatty acid ethyl esters that is generated after the breakdown of ethanol in the body.
Moreover, ethyl oleate usually acts as a toxic mediator of ethanol in the heart, liver, pancreas, and brain.

Ethyl oleate is an orally active fatty acid ester formed from the condensation of oleic acid and ethanol.
Ethyl oleate is the main fatty acid ethyl ester in the blood after alcohol ingestion.
Ethyl oleate has no obvious toxicity to rats and its absorption, distribution and excretion are similar to triacylglycerol.

Ethyl oleate can accelerate the drying process of certain foods and can also be used as a liquid lipid component in nanostructured lipid carriers.
A vehicle for parenteral (intramuscular) drug formulations: Ethyl Oleate'low viscosity and rapid absorption make it ideal for injectable solutions.

A solvent for lipophilic drugs: Ethyl Oleate is especially suitable for steroids and other fat-soluble pharmaceuticals.
A carrier in microemulsions and topical formulations: Ethyl Oleate enhances drug delivery and absorption.
Ethyl oleate is a versatile ester derived from oleic acid and ethanol, recognized for its unique properties and applications across various industries.

Its ability to enhance the solubility of active ingredients makes Ethyl Oleate an ideal choice for researchers and formulators looking to improve the efficacy of their products.
Ethyl oleate is also valued in the production of biodiesel, where it serves as a feedstock due to its favorable fatty acid profile.

In addition to its role in formulations, ethyl oleate exhibits excellent skin-conditioning properties, making it a popular ingredient in skincare products.
Ethyl Oleate's non-greasy feel and ability to penetrate the skin effectively allow for enhanced absorption of nutrients and active compounds.

Ethyl oleate is an ester formed by the condensation of the fatty acid oleic acid and ethanol.
In skin care formulas, Ethyl Oleate serves much the same function as oleic acid – that is, as a skin conditioning, emollient ingredient.
Ethyl Oleate does not maintain the irritant or drying properties for skin that pure ethanol (alcohol) has.

Ethyl oleate can be lab-created and is also found naturally in plants such as neem and cinnamon.
In its raw form Ethyl Oleate is a clear to pale yellow liquid.
Ethyl Oleate's fluid nature provides excellent spreadability to cosmetics.

A formal safety assessment of ethyl oleate hasn't been done; however, oleic acid is considered safe for skin.
Usage levels of ethyl oleate in cosmetics have not been firmly established.
Ethyl oleate is a compound that is also known as ethyl 9-octadecenoate or ethyl (Z)-octadec-9-enoate.

Ethyl Oleate can also be used in cooking as an emulsifier.
Ethyl oleate is produced through the esterification reaction of oleic acid with ethanol using a triacylglycerol lipase isolated from the enzyme Candida antarctica B.

Ethyl Oleate, also known as cis-9-octadecenoic acid ethyl ester (cis-9-Octadecenoic acid, ethyl ester), 9-octadecenoic acid ethyl ester ester), colorless oily liquid, flammable, insoluble in water, soluble in organic solvents.
Ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol.

Ethyl oleate is a liquid lipid component in nanostructured lipid carriers (NLC).
NLC is an orally available delivery vehicle for trans-ferulic acid (TFA).
Ethyl Oleate (Oleic acid ethyl ester) is a fatty acid ester formed by the condensation of oleic acid and ethanol, usually used as a solvent for pharmaceutical drug preparations.

Ethyl oleate can also be obtained by transesterification of another oleate with ethanol.
Ethyl Oleate is a colorless to light yellow liquid, fatty acid ester that occurs from the condensation of ethanol and oleic acid.
Ethyl Oleate is a solvent.

Ethyl Oleate is European Kosher, RSPO, Halal, ISO 9001:2015 and Feed Chain Alliance (GMP Feed) certified.
Ethyl Oleate's a Vitamin F Ethyl Ester, which is used as an emollient.
Coupled with other two forms of vitamin F ethyl ester (ethyl linoleate and ethyl linolenate), the trio is intended to treat dry, seborrheic skin with damaged lipid barrier and dry scalps with brittle and shine-less hair.

USES and APPLICATIONS of ETHYL OLEATE:
Ethyl Oleate is usually used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac).
This colorless, odorless liquid, Ethyl Oleate, is commonly used as a solvent and emulsifier in the formulation of cosmetics, pharmaceuticals, and food products.

Ethyl Oleate is also utilized in laboratory settings for various research applications, including studies on lipid metabolism and drug delivery systems.
With its multifunctional benefits and broad applicability, ethyl oleate stands out as a valuable ingredient for professionals in the cosmetic, pharmaceutical, and food industries.

Ethyl Oleate is most commonly used as a solvent for drug preparations of pharmaceutical nature that involve lipophilic substances.
Ethyl Oleate is also used as a plasticizer and lubricant.
This colorless, odorless liquid, Ethyl Oleate, is commonly used as a solvent and emulsifier in the formulation of cosmetics, pharmaceuticals, and food products.

Ethyl Oleate acts as an emollient, spreading agent, moisturiser and solvent.
Ethyl Oleate imparts gloss, shine and vibrancy.
Ethyl Oleate is preservative free and readily biodegradable.

Ethyl Oleate is used in skin care, hair styling, rinse off conditioners, hair coloring, shaving/ hair removal, body care, antiperspirants/deodorants, face/ neck skin care, eye color and sun protection formulations.
Ethyl Oleate has application in cosmetics.

-Pharmaceutical Applications of Ethyl oleate:
Ethyl oleate is primarily used as a vehicle in certain parenteral preparations intended for intramuscular administration.
Ethyl Oleate has also been used as a solvent for drugs formulated as biodegradable capsules for subdermal implantation and in the preparation of microemulsions containing cyclosporin and norcantharidin.

Microemulsion formulations containing ethyl oleate have also been proposed for topical and ocular delivery, and for liver targeting following parenteral administration.

Ethyl oleate has been used in topical gel formulations, and in self-microemulsifying drug delivery systems for oral administration.
Ethyl oleate is a suitable solvent for steroids and other lipophilic drugs.

Ethyl Oleate's properties are similar to those of almond oil and peanut oil.
However, Ethyl Oleate has the advantage that it is less viscous than fixed oils and is more rapidly absorbed by body tissues.
Ethyl oleate has also been evaluated as a vehicle for subcutaneous injection.

-Clinical Use of Ethyl oleate:
Ethyl oleate is used by compounding pharmacies as a vehicle for intramuscular administration and in some cases to formulate daily doses of progesterone to support pregnancy.
There are no studies to prove that the use of ethyl oleate during pregnancy is safe for both mother and foetus.

-Special talk about the application of Ethyl Oleate in medicine:
Ethyl oleate is mainly used as a vehicle for some intramuscular injections, as well as for subdermally implanted biodegradable microcapsules and cyclosporine microemulsions.
Ethyl oleate is a suitable solvent for steroids and other lipophilic drugs, and its properties are similar to almond oil and peanut oil.

However, compared to fatty oils, ethyl oleate is less viscous and readily absorbed by body tissues.
Therefore, Ethyl Oleate is often used in the manufacture of injections, liniments, ointments and pharmaceutical intermediates.
Ethyl oleate can also be used as a solvent for subcutaneous injection drugs.

Nowadays, ethyl oleate raw materials are abundant, but ordinary raw material manufacturers usually do not have the production and packaging conditions for medicinal products, and dust, particles and other impurities are easily mixed in the preparation process, resulting in raw materials that cannot meet the requirements of the Pharmacopoeia.
Raw material manufacturers are scarce and products are scarce, which makes it difficult to meet the pharmaceutical industry’s demand for pharmaceutical-grade ethyl oleate.

USE AND OCCURRENCE of ETHYL OLEATE:
ADDITIVE
Ethyl oleate is used by compounding pharmacies as a vehicle for intramuscular drug delivery, in some cases to prepare the daily doses of progesterone in support of pregnancy.
Studies that document the safe use of ethyl oleate in pregnancy for both the mother and the fetus have never been performed.
It is regulated as a food additive in the U.S. by the Food and Drug Administration.
Ethyl oleate is used as a solvent for pharmaceutical drug preparations involving lipophilic substances such as steroids.

ETHYL OLEATE CHEMICAL PROPERTIES, USES, PRODUCTION:
Ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol.
Ethyl Oleate is a colorless to light yellow liquid.
Ethyl oleate is produced by the body during ethanol intoxication.

Ethyl oleate is used as a solvent for pharmaceutical drug preparations involving lipophilic substances such as steroids.
Ethyl Oleate also finds use as a lubricant and a plasticizer.
The Food and Drug Administration regulates Ethyl Oleate's use as a food additive under "Food Additives Permitted for Direct Addition to Food for Human Consumption", 21CFR172.515.

ADVANTAGES of ETHYL OLEATE:
*Excellent Solvent Properties:
Superior to many fixed oils due to lower viscosity and faster tissue absorption.
*Stable and Long Shelf Life:
Resistant to oxidation when stored properly in well-closed, light-resistant containers; antioxidants may be added to extend shelf life.

THE MAIN FUNCTION of ETHYL OLEATE:
Ethyl Oleate is used as lubricant, water repellant and resin toughening agent.
Ethyl Oleate is used in the preparation of surfactants and other organic chemicals, and also used as fragrances, pharmaceutical excipients, plasticizers and ointment bases, etc.
Ethyl Oleate is used lubricants, Water repellent, and Resin toughening agent.
Ethyl Oleate is used gas chromatography stationary solution (maximum operating temperature is 120°C, solvent is methanol and diethyl ether).
Ethyl Oleate is used as a gas chromatography stationary liquid, solvent, lubricant and toughening agent for resins.

ETHYL OLEATEE AT A GLANCE:
*Ester of oleic acid
*Skin conditioning, emollient ingredient
*Found naturally or lab-produced
*Clear to pale yellow liquid in its raw form

CHEMISTRY of ETHYL OLEATE:
Ethyl Oleate also finds use as a lubricant and a plasticizer.
Louis Bouveault used ethyl oleate to demonstrate Bouveault–Blanc reduction, producing oleyl alcohol and ethanol, a method which was subsequently refined and published in Organic Syntheses.

OCCURRENCE of ETHYL OLEATE:
Ethyl oleate has been identified as a primer pheromone in honeybees.

*Precursor to other chemicals
By the process of ethenolysis, the methyl ester of oleic acid, converts to 1-decene and methyl 9-decenoate:
CH3(CH2)7CH=CH(CH2)7CO2Me + CH2=CH2 → CH3(CH2)7CH=CH2 + MeO2C(CH2)7CH=CH2

*Medical aspects
Ethyl oleate is produced by the body during ethanol intoxication.
Ethyl Oleate is one of the fatty acid ethyl esters (FAEE) produced after ingestion of ethanol.

Some research literature implicates FAEEs such as ethyl oleate as the toxic mediators of ethanol in the body (pancreas, liver, heart, and brain).
Ethyl oleate may be the toxic mediator of alcohol in fetal alcohol syndrome.
The oral ingestion of ethyl oleate has been carefully studied and due to rapid degradation in the digestive tract it appears safe for oral ingestion.

THE PRODUCTION METHOD of ETHYL OLEATE:
Ethyl Oleate is obtained by esterification of ethanol and oleic acid.
Mix oleic acid and ethanol, add catalyst concentrated sulfuric acid or p-toluenesulfonic acid, and heat to reflux.
Cooled, neutralized with alkali to pH 8-9, washed with water until neutral, dried over anhydrous calcium chloride, distilled under reduced pressure, and obtained by intercepting ethyl oleate fraction.
Mesoporous molecular sieve SBA-15-SO3 can also be used as a catalyst, the molar ratio of methanol and oleic acid is excessive, heating, refluxing at a temperature of 130 ° C for 4 hours, cooling, filtration, distillation, and intercepting the ethyl oleate fraction to obtain ethyl oleate.

THE CHEMICAL PROFILE of ETHYL OLEATE (CAS 111-62-6): PROPERTIES AND SYNTHESIS:
Understanding the chemical makeup and properties of key industrial compounds is fundamental to their effective application.
Ethyl Oleate (CAS 111-62-6), a fatty acid ester derived from oleic acid and ethanol, possesses a distinct chemical profile that underpins its wide-ranging utility.

Chemically, Ethyl Oleate is an ester with the molecular formula C20H38O2.
Ethyl Oleate's structure features a long hydrocarbon chain derived from oleic acid, with an ethyl group attached via an ester linkage.
This structure imparts several key physical and chemical characteristics.

Ethyl Oleate is typically a clear, colorless to pale yellow liquid with a mild, often described as faintly sweet or fatty, odor.
Ethyl Oleate's low viscosity and favorable solubility in most organic solvents, while being insoluble in water, are crucial for its application as a solvent and carrier.

The synthesis of Ethyl Oleate commonly involves the esterification reaction between oleic acid and ethanol.
This process is typically catalyzed by an acid, such as sulfuric acid or p-toluenesulfonic acid, under reflux conditions.

The reaction involves the removal of a water molecule as oleic acid and ethanol combine to form Ethyl Oleate and water.
Alternatively, transesterification reactions can be employed, where other oleates react with ethanol to exchange ester groups.

A significant aspect of Ethyl Oleate's chemical profile is its stability and reactivity.
While Ethyl Oleate is generally stable under normal storage conditions, it can undergo hydrolysis in the presence of strong acids or bases, yielding oleic acid and ethanol.

Its ester functionality also makes Ethyl Oleate susceptible to other reactions like ammonolysis and transesterification, which can be leveraged for the synthesis of other chemical derivatives.

In terms of its safety profile, Ethyl Oleate is generally recognized as safe (GRAS) for use in food and cosmetics, and it exhibits low toxicity.
Its biodegradability is another important chemical property, aligning with increasing environmental consciousness in industrial practices.
In conclusion, the chemical properties of Ethyl Oleate (CAS 111-62-6) – its structure, solubility, stability, and synthesis – make it a highly versatile compound.

STORAGE of ETHYL OLEATE:
Ethyl oleate should be stored in a cool, dry place in a small, wellfilled, well-closed container, protected from light.
When a partially filled container is used, the air should be replaced by nitrogen or another inert gas.
Ethyl oleate oxidizes on exposure to air, resulting in an increase in the peroxide value.
Ethyl Oleate remains clear at 5°C, but darkens in color on standing.

Antioxidants are frequently used to extend the shelf life of ethyl oleate.
Protection from oxidation for over 2 years has been achieved by storage in amber glass bottles with the addition of combinations of propyl gallate, butylated hydroxyanisole, butylated hydroxytoluene, and citric or ascorbic acid.

A concentration of 0.03% w/v of a mixture of propyl gallate (37.5%), butylated hydroxytoluene (37.5%), and butylated hydroxyanisole (25%) was found to be the best antioxidant for ethyl oleate.
Ethyl oleate may be sterilized by heating at 150°C for 1 hour.

COMMON REACTIONS of ETHYL OLEATE:
(1) Hydrolysis reaction: ethyl oleate undergoes hydrolysis reaction in the presence of an acid catalyst to generate a reaction equilibrium mixture of oleic acid, ethanol, water ethyl oleate, and the like.
When a base is used as a catalyst, the product is oleate, and the reaction is irreversible, also known as saponification.
In addition, high-pressure steam hydrolysis can also be performed at high temperature of 185~300 °C to generate oleic acid and methanol.

(2) Ammonolysis, alcoholysis and transesterification: ethyl oleate reacts with ammonia to generate oleic acid amide and ethanol, and reacts with other fatty alcohols other than ethanol to generate new oleate and ethanol.
Ethyl oleate reacts with another ester and the ester groups are exchanged to form a new oleate and carboxylate.
The above reaction has catalysts such as acid and alkali, which can speed up the reaction.

PREPARATION of ETHYL OLEATE:
Ethyl oleate is prepared by the reaction of ethanol with oleoyl chloride in the presence of a suitable hydrogen chloride acceptor.
Or by direct esterification of oleic acid with ethyl alcohol in the presence of HCl at the boil; in the presence of Twitchell’s reagent or chlorosulfonic acid.

HISTORY of ETHYL OLEATE:
Ethyl oleate, the ethyl ester of oleic acid, has a fascinating history within medicinal and nutritional contexts.
Traditionally, Ethyl Oleate was first recognized for its role as a solvent and carrier for medicinal compounds, particularly in injectable preparations.

Its origins in medicine date back to the early 20th century, when Ethyl Oleate was employed as a vehicle for intramuscular injections of fat-soluble vitamins and hormones, aiding in the effective delivery and absorption of these crucial nutrients.
Physicians valued ethyl oleate for its biocompatibility and low toxicity, making it an ideal choice for supporting patient health and recovery.

In the realm of herbal remedies, ethyl oleate has been used as a carrier oil to extract and deliver the beneficial components of medicinal plants.
Ethyl Oleate's excellent solubilizing properties allow for the efficient blending of herbal extracts, thus enhancing their bioavailability when used in tinctures and topical formulations.

Ethyl oleate’s ability to facilitate the absorption of botanical compounds has contributed to the effectiveness of herbal combinations, making it a valuable ingredient in natural health practices.
Moreover, Ethyl Oleate's presence in nutritional products underscores its versatility and safety.
Ethyl oleate is derived from natural sources, such as plant oils, further aligning it with holistic health philosophies.

Its positive contributions extend to modern nutraceuticals, where Ethyl Oleate continues to play a role in optimizing the delivery and efficacy of active ingredients.
Overall, ethyl oleate’s history reflects a legacy of enhancing medicinal and nutritional therapies, particularly through its supportive function in herbal and natural remedies.

TRADITIONAL AND SCIENTIFIC VALIDATION of ETHYL OLEATE:
Ethyl oleate is the ethyl ester of oleic acid, a monounsaturated omega-9 fatty acid commonly found in various animal and vegetable fats.
Historically, ethyl oleate has been utilized in the pharmaceutical and food industries, particularly as a solvent and vehicle for lipophilic compounds, and more recently, it has gained attention as an ingredient in nutritional supplements and parenteral nutrition formulations.

Scientific validation for the use of ethyl oleate in nutritional products primarily centers on its excellent safety profile and its function as a bioavailable energy source.
Research highlights that ethyl oleate is efficiently hydrolyzed by esterases in the body, yielding ethanol and oleic acid—both of which are naturally occurring metabolites.

Oleic acid, in particular, is recognized for its beneficial roles in cardiovascular health and anti-inflammatory responses.
Clinical studies, while limited, have indicated that ethyl oleate is well-tolerated when administered as part of lipid emulsions in parenteral nutrition.

For example, some studies have evaluated Ethyl Oleate's use as a component in intravenous fat emulsions, showing no significant adverse effects and adequate metabolic handling.
Moreover, ethyl oleate’s utility as a carrier oil in medicinal and nutritional products is supported by its stability and low toxicity.

Despite its promising features, more comprehensive clinical trials are needed to conclusively determine the long-term effects and potential health benefits of ethyl oleate in diverse populations.
Nonetheless, current evidence supports its safe inclusion in nutritional products, and ongoing research continues to explore its full range of applications and benefits.

CHEMICAL PROPERTIES of ETHYL OLEATE:
Ethyl oleate is a pale yellow to almost colorless, mobile, oily liquid with a taste similar to olive oil and a slight odor that is not rancid.
In the USP32-NF27, Ethyl oleate is described as consisting of esters of ethyl alcohol and high molecular weight fatty acids, principally oleic acid.
Ethyl Oleate may contain a suitable antioxidant.

OCCURRENCE of ETHYL OLEATE:
Reported found in cocoa, buckwheat, elderberry and babaco fruit (Carica pentagona Heilborn).

PHYSICAL and CHEMICAL PROPERTIES of ETHYL OLEATE:
Chemical Formula: C20H38O2
Molar Mass: 310.522 g·mol−1
Appearance: Colorless to light yellow liquid
Density: 0.87 g/cm3
Melting Point: −32 °C
Boiling Point: 216–218 °C (15 hPa)
Solubility in Water: Insoluble
Flash Point: > 113 °C
Molecular Weight: 310.5 g/mol
XLogP3-AA: 8

Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 17
Exact Mass: 310.287180451 Da
Monoisotopic Mass: 310.287180451 Da
Topological Polar Surface Area: 26.3 Å²
Heavy Atom Count: 22
Formal Charge: 0
Complexity: 258

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: 1
Compound Is Canonicalized: Yes
FDA UNII: Search

Beilstein Number: 1727318
MDL: MFCD00065147
XLogP3-AA: 8.00
Molecular Weight: 310.52126000
Formula: C20 H38 O2
Appearance: colorless to pale yellow clear oily liquid
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 205.00 to 206.00 °C @ 760.00 mm Hg
Vapor Pressure: 0.000030 mmHg @ 25.00 °C

Flash Point: 197.00 °F TCC (91.67 °C)
logP (o/w): 8.528
Soluble in: alcohol
Water Solubility: 0.000579 mg/L @ 25 °C
Insoluble in: water
CAS RN: 111-62-6
EC Number: 203-889-5
MDL Number: MFCD00009579
Storage Temperature: +20°C
Shipping Temperature: Ambient

Harmonised Tariff Code: 29161500
Molecular Formula / Molecular Weight: C20H38O2 = 310.52
Physical State (20 deg.C): Liquid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Light Sensitive,Air Sensitive
Reaxys Registry Number: 1727317
PubChem Substance ID: 87574069

SDBS (AIST Spectral DB): 27711
Merck Index (14): 6828
MDL Number: MFCD00009579
InChI: InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
InChI Key: LVGKNOAMLMIIKO-QXMHVHEDSA-N
Formula: C20H38O2
SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC
Molecular Weight: 310.51
CAS: 111-62-6

Linear Formula: CH3(CH2)7CH=CH(CH2)7COOC2H5
Physical State: clear, liquid
Color: yellow
Odor: No data available
Melting Point/Freezing Point: -32 °C
Boiling Point: 216 - 218 °C at 20 hPa
205 - 208 °C at 1.013 hPa
Flammability (solid, gas): No data available
Upper/Lower Flammability or Explosive Limits: No data available

Flash Point: > 113 °C - closed cup
Autoignition Temperature: No data available
Decomposition Temperature: No data available
pH: No data available
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water Solubility: No data available
Partition Coefficient, n-octanol/water: No data available
Vapor Pressure: No data available

Density: 0.87 g/cm3 at 25 °C
Relative Density: No data available
Relative Vapor Density: No data available
Particle Characteristics: No data available
Explosive Properties: No data available
Oxidizing Properties: No data available
Other Safety Information: No data available
CBNumber: CB7301038

Molecular Formula: C20H38O2
Molecular Weight: 310.51
MDL Number: MFCD00009579
MOL File: 111-62-6.mol
Melting Point: −32 °C
Boiling Point: 216-218 °C 15 mm Hg
Density: 0.87 g/mL at 25 °C
Refractive Index: n20/D 1.451
FEMA: 2450 | ETHYL OLEATE

Flash Point: >230 °F
Storage Temp: -20°C
Solubility: chloroform: soluble 10%
Form: Oily Liquid
Color: Clear
Odor: at 100.00 %: fatty oily dairy milky waxy tallow
Odor Type: fatty
Biological Source: palm oil
Sensitive: Light Sensitive
Merck: 14,6828

JECFA Number: 345
BRN: 1727318
Dielectric Constant: 3.2 (28°C)
Cosmetics Ingredients Functions: PERFUMING, SKIN CONDITIONING - EMOLLIENT
InChI: 1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
InChIKey: LVGKNOAMLMIIKO-VAWYXSNFSA-N
SMILES: CCCCCCCCC=C/CCCCCCCC(=O)OCC
LogP: 8.69
CAS DataBase Reference: 111-62-6
Substances Added to Food (formerly EAFUS): ETHYL OLEATE

FDA 21 CFR: 172.515
EWG's Food Scores: 1
FDA UNII: Z2Z439864Y
NIST Chemistry Reference: 9-Octadecenoic acid (Z)-, ethyl ester (111-62-6)
EPA Substance Registry System: Ethyl oleate (111-62-6)
UNSPSC Code: 85151701
NACRES: NA.24
CAS Number Unlabeled: 111-62-6
CAS: 111-62-6
IUPAC Name: ethyl (9E)-octadec-9-enoate

Molecular Formula: C20H38O2
InChI Key: LVGKNOAMLMIIKO-VAWYXSNFSA-N
SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC
Molecular Weight (g/mol): 310.52
Synonym: ethyl oleate
Form: Liquid
Refractive Index: 1.4470-1.4550 @ 20°C
Assay (GC): >68.0%
Appearance (Color): Clear colorless to pale yellow
Identification (FTIR): Conforms

ECHA EINECS - REACH Pre-Reg: 203-889-5
FDA UNII: Z2Z439864Y
Nikkaji Web: J10.107I
MDL: MFCD00009579
CoE Number: 633
XlogP3-AA: 8.00 (est)
Molecular Weight: 310.52126000
Formula: C20H38O2
Appearance: colorless to pale yellow clear oily liquid
Assay: 98.00 to 100.00 sum of isomers

Food Chemicals Codex Listed: No
Specific Gravity: 0.86000 to 0.89000 @ 25.00 °C
Pounds per Gallon: 7.156 to 7.406
Refractive Index: 1.44000 to 1.46000 @ 20.00 °C
Melting Point: -32.00 °C
Boiling Point: 205.00 to 208.00 °C
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.000030 mmHg @ 25.00 °C
Flash Point: 197.00 °F TCC (91.67 °C)
logP: 8.692
Soluble in: alcohol, water 0.000579 mg/L @ 25 °C

Insoluble in: water
Pharma Grade Compliance: Meets EP (Ph.Eur) and USP standards
CAS Number: 111-62-6
Molecular Formula: C20H38O2
Molecular Weight: 310.51
Specific Gravity: 0.866–0.874 at 20°C
Refractive Index: 1.443–1.450
Acid Value: ≤ 0.5
Iodine Value: 75–90
Saponification Value: 177–188
Appearance: Clear, colorless to pale yellow liquid
Solubility: Miscible with chloroform, ethanol, ether, fixed oils, and most organic solvents; practically insoluble in water

FIRST AID MEASURES of ETHYL OLEATE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of ETHYL OLEATE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of ETHYL OLEATE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of ETHYL OLEATE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of ETHYL OLEATE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of ETHYL OLEATE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available