PRODUCTS

ETHYL OLEATE

CAS NUMBER: 111-62-6

EC NUMBER: 285-206-0

MOLECULAR FORMULA: C20H38O2

MOLECULAR WEIGHT: 310.5

IUPAC NAME: ethyl (Z)-octadec-9-enoate

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 derives from an oleic acid.
Ethyl Oleate is a natural product found in Hamamelis virginiana, Stachybotrys chartarum, and other organisms with data available.

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 prepared by the reaction of ethanol with oleoyl chloride in the presence of a suitable hydrogen chloride acceptor.
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 cyclosporinand 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.

USE AND OCCURRENCE
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.
Ethyl Oleate 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 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:
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.

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 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 the ester formed by the condensation of the fatty acid 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.

Ethyl oleate is regulated as a food additive by the Food and Drug Administration.
Ethyl oleate has been identified as a primer pheromone in honeybees.

Ethyl oleate is one of the fatty acid ethyl esters (FAEE) that is formed in the body after ingestion of ethanol.
There is a growing body of research literature that implicates FAEEs such as ethyl oleate as the toxic mediators of ethanol in the body (pancreas, liver, heart, and brain).
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.

Ethyl oleate was used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac).
Ethyl oleate can be used as a starting material to synthesize stearic acid hydrazide intermediate, which can undergo intermolecular cyclization reaction with various aliphatic acids and aromatic acids to yield 1,3,4-oxadiazole derivatives.
Ethyl Oleate is also reduced to oleyl alcohol via Bouveault−Blanc reduction reaction.

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.
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.

Ethyl oleate has been identified as a primer pheromone in honeybees.
Ethyl oleate is one of the fatty acid ethyl esters (FAEE) that is formed in the body after ingestion of ethanol.

There is a growing body of research literature that implicates FAEEs such as ethyl oleate as the toxic mediators of ethanol in the body (pancreas, liver, heart, and brain).
Among the speculations is that ethyl oleate may be the toxic mediator of alcohol in fetal alcohol syndrome.

Appearance of Ethyl Oleate: Colorless to pale yellow clear liquid
Almost insoluble in water, can be miscible with ethanol, dichloride methane or petroleum ether.
Ethyl Oleate can be miscible with isopropanol in any proportion.

Application of Ethyl Oleate:
This product is mainly used as:

-a solvent

-a transdermal absorption enhancer

-a lubricant

-a plasticizer in pharmaceuticals

This product is a suitable solvent for steroids and other lipophilic drugs.
Ethyl Oleate's properties are similar to almond oil and peanut oil

Ethyl Oleate's viscosity is low
Ethyl Oleate is easily absorbed by body tissues.
This product is also used for biodegradable microcapsules and microemulsions of cyclosporine implanted under the dermis.

Overview to Ethyl Oleate:
Ethyl oleate is a colourless liquid that is normally formed by condensing ethanol and oleic acid.
Notably, the compound is normally produced by the body during intoxication of ethanol.

Ethyl Oleate's other names are 9-Octadecenoic acid (Z)-, Ethyl cis-9-octadecenoate, (Z)-9-Octadecenoic acid ethyl ester, and Oleic acid, ethyl ester.
The compound contributed to approximately 17% of the total fatty acids esterified to phosphatidylcholine in porcine platelets.
Ethyl oleate is neutral and is a more lipid-soluble form of oleic acid.
The compound is one of the fatty acid ethyl esters that is generated after the breakdown of ethanol in the body.

Uses of Ethyl Oleate:
*Pharmaceutical Industry:
Ethyl oleate is utilized as an ingredient for the preparations of pharmaceutical drugs that involves lipophilic substances such as steroids.
Due to Ethyl Oleate's quick degradation of the digestive system, ethyl oleate is employed as a way for intramuscular drug delivery by compounding pharmacies.
In some cases, the compound is used in the preparation of day-to-day doses of progesterone in the sustenance of pregnancy.

*Transport Industry:
Ethyl Oleate is used in the transport industry as a lubricant and as a plasticiser.
Ethyl Oleate is also used as a planting agent and for treating surfaces.

*Food Industry:
Ethyl oleate is used as a food additive and is regulated by the Food and Drug Administration.
Ethyl Oleate is also used as a flavouring agent in food.

*Description of Ethyl Oleate:
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.

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 derives from an oleic acid.
Ethyl oleate is a natural product found in Hamamelis virginiana, Stachybotrys chartarum, and other organisms with data available.

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 prepared by the reaction of ethanol with oleoyl chloride in the presence of a suitable hydrogen chloride acceptor.

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 cyclosporinand 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 is a colorless oil although degraded samples can appear yellow.
Ethyl oleate is the ester formed by the condensation of the fatty acid oleic acid and ethanol.

PHYSICAL PROPERTIES:

-Molecular Weight: 310.5

-XLogP3-AA: 8

-Exact Mass: 310.287180451

-Monoisotopic Mass: 310.287180451

-Topological Polar Surface Area: 26.3 Å²

-Physical Description: oily, slightly yellowish liquid with a floral odour

-Odor: Floral odour

-Color: slightly yellowish

-Form: liquid

-Melting Point: -13.1 °C

-Solubility: insoluble in water; soluble in ether

-Density: 0.868-0.873

-Refractive Index: 1.448-1.453

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.

Ethyl oleate is regulated as a food additive by the Food and Drug Administration.
Ethyl oleate has been identified as a primer pheromone in honeybees.

Ethyl Oleate is used in the transport industry as a lubricant and as a plasticiser.
Ethyl Oleate is also used as a planting agent and for treating surfaces.

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.

CHEMICAL PROPERTIES:

-Hydrogen Bond Donor Count: 0

-Hydrogen Bond Acceptor Count: 2

-Rotatable Bond Count: 17

-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

SYNONYMS:

Ethyl oleate
ethyl (Z)-octadec-9-enoate
Ethyl cis-9-octadecenoate
Oleic acid, ethyl ester
Oleic acid ethyl ester
9-Octadecenoic acid (Z)-, ethyl ester
(Z)-9-Octadecenoic acid ethyl ester
ethyl octadec-9-enoate
9-Octadecenoic acid (9Z)-, ethyl ester
Ethyl Z-9-octadecenoate
ETHYLOLEATE
Ethyl oleate (natural)
Ethylis oleas
Ethyl 9-octadecenoate, (Z)-
Oleic acid ethyl
Ethyl Oleate, NF
Ethyl oleate, 98%
Oleic acid-ethyl ester
ethyl (9Z)-octadecenoate
ethyl (9Z)-octadec-9-enoate
Ethyl (9Z)-9-octadecenoate #
Ethyl oleate, natural, >=85%
Ethyl oleate, analytical standard
cis-9-Octadecenoic Acid ethyl ester
Ethyl oleate, technical grade, 70%
s5367
Oleic acid, ethyl ester (6CI,8CI)
(Z)-Octadec-9-enoic Acid Ethyl Ester
9-Octadecenoic acid, (Z)-, ethyl ester
Ethyl oleate, tested according to Ph.Eur.
Ethyl oleate, Vetec(TM) reagent grade, 98%
Ethyl oleate, United States Pharmacopeia (USP) Reference Standard
9-Octadecenoic acid (Z)-, ethyl ester;