Oleyl oleate

Oleyl oleate
Names
	IUPAC name (9Z)-Octadec-9-enyl (9Z)-octadec-9-enoate
Identifiers
CAS Number	3687-45-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:75626;
ChemSpider	4516817;
ECHA InfoCard	100.020.891
EC Number	222-980-0;
KEGG	D09361;
PubChem CID	5364672;
UNII	3X3L452Y85;
CompTox Dashboard (EPA)	DTXSID20893537 ;
	InChI InChI=1S/C36H68O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-38-36(37)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-35H2,1-2H3/b19-17-,20-18- Key: BARWIPMJPCRCTP-CLFAGFIQSA-N;
	SMILES CCCCCCCC/C=C\CCCCCCCCOC(=O)CCCCCCC/C=C\CCCCCCCC;
Properties
Chemical formula	C36H68O2
Molar mass	532.938 g·mol−1
Appearance	Yellow liquid
Solubility in water	Insoluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Oleyl oleate is a wax ester formed by the condensation of oleic acid and oleyl alcohol.

Properties

Oleyl oleate has the chemical formula C₃₆H₆₈O₂ and a molecular weight of 532.92 g/mol.^[2] It is the ester derived from oleic acid and oleyl alcohol, both featuring a cis double bond at the 9-position. The systematic name is (9Z)-octadec-9-en-1-yl (9Z)-octadec-9-enoate.

Uses

Oleyl oleate is used as an emollient in cosmetics, providing skin conditioning and a non-greasy feel.^[3] It is an ingredient in creams, lotions, and other personal care products. Oleyl oleate serves as a synthetic analogue of jojoba oil,^[4] which consists primarily of similar long-chain wax esters, and has been explored for applications in lubricants and biofuels through biotechnological production in plant seeds.^[5]

References

1 2 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
↑ CID 5364672 from PubChem
↑ "Oleyl oleate". SpecialChem. Retrieved January 5, 2026.
↑ Lopes, Danielle Branta; Duarte, Marta Cristina Teixeira; MacEdo, Gabriela Alves (2011). "Biosynthesis of oleyl oleate wax ester by non-commercial lipase". Food Science and Biotechnology. 20 (5): 1203–1209. doi:10.1007/s10068-011-0166-7.
↑ Yu, Dan; Hornung, Ellen; Iven, Tim; Feussner, Ivo (2018). "High-level accumulation of oleyl oleate in plant seed oil by abundant supply of oleic acid substrates to efficient wax ester synthesis enzymes". Biotechnology for Biofuels. 11 (1) 53. Bibcode:2018BB.....11...53Y. doi:10.1186/s13068-018-1057-4. PMC 5831613. PMID 29507605.

[GESTIS-1] 1 2 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[PubChem-2] CID 5364672 from PubChem

[3] "Oleyl oleate". SpecialChem. Retrieved January 5, 2026.

[4] Lopes, Danielle Branta; Duarte, Marta Cristina Teixeira; MacEdo, Gabriela Alves (2011). "Biosynthesis of oleyl oleate wax ester by non-commercial lipase". Food Science and Biotechnology. 20 (5): 1203–1209. doi:10.1007/s10068-011-0166-7.

[5] Yu, Dan; Hornung, Ellen; Iven, Tim; Feussner, Ivo (2018). "High-level accumulation of oleyl oleate in plant seed oil by abundant supply of oleic acid substrates to efficient wax ester synthesis enzymes". Biotechnology for Biofuels. 11 (1) 53. Bibcode:2018BB.....11...53Y. doi:10.1186/s13068-018-1057-4. PMC 5831613. PMID 29507605.

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