Ethyl oleate

Catalog	ACM111626-3
CAS	111-62-6
Structure
Description	ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol. It 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. It also finds use as a lubricant and a plasticizer.ethyl oleate is regulated as a food additive by the Food and Drug Administration under “Food Additives Permitted for Direct Addition to Food for Human Consumption”, 21CFR172.515.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. 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 not currently approved by the U.S. Food and Drug Administration for any injectable use. However, it 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 which document the safe use of ethyl oleate in pregnancy for both the mother and the fetus have never been performed.
Synonyms	Oleic acid, ethyl ester
IUPAC Name	Ethyl (Z)-octadec-9-enoate
Molecular Weight	310.5
Molecular Formula	C20H38O2
Canonical SMILES	CCCCCCCCC=CCCCCCCCC(=O)OCC
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
Boiling Point	216-218 °C
Melting Point	−32 °C
Flash Point	>230 °F
Purity	98%+
Density	0.87 g/mL at 25 °C(lit.)
Solubility	Insoluble in water; soluble in ether
Appearance	Clear pale yellow oily liquid
Exact Mass	310.287180451
Isomeric SMILES	CCCCCCCC/C=C\CCCCCCCC(=O)OCC
Monoisotopic Mass	310.287180451
Physical State	Oily liquid
Refractive Index	n20/D 1.451(lit.)
Storage Conditions	-20 °C
Topological Polar Surface Area	26.3 Ų