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Key Documents

O3255

Sigma-Aldrich

Behenyl oleate

≥99%

Synonym(s):

Oleic acid behenyl ester

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About This Item

Empirical Formula (Hill Notation):
C40H78O2
CAS Number:
Molecular Weight:
591.05
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

assay

≥99%

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C39H76O2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-41-39(40)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23H,3-17,19-22,24-38H2,1-2H3/b23-18-

InChI key

PRXDWEITEYTFKO-NKFKGCMQSA-N

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Antti H Rantamäki et al.
Investigative ophthalmology & visual science, 58(1), 149-154 (2017-01-24)
We illustrate the importance of small quantities (<10 mol%) of polar phospholipids on the surface-active behavior of meibum-like lipid compositions. Artificial meibum-like lipid mixture containing cholesteryl and wax esters was mixed with differing amounts of phosphatidylcholine (PC). The surface activity
Riku O Paananen et al.
Investigative ophthalmology & visual science, 56(13), 8054-8062 (2016-01-01)
Tear film lipid layer (TFLL) is constantly exposed to reactive ozone in the surrounding air, which may have detrimental effects on ocular health. Behenyl oleate (BO), a representative tear film wax ester, was used to study the reaction with ozone
Honoka Tanno et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1866(1), 158842-158842 (2020-10-19)
Although most mammalian fatty acids (FAs) are straight-chain, there also exist branched-chain FAs such as iso- and anteiso-FAs, especially in the meibomian glands. Meibum lipids, which are secreted from the meibomian glands and are important for dry eye prevention, contain
Philipp Ebel et al.
The Biochemical journal, 461(1), 147-158 (2014-04-18)
Five ceramide synthases (CerS2-CerS6) are expressed in mouse skin. Although CerS3 has been shown to fulfill an essential function during skin development, neither CerS6- nor CerS2-deficient mice show an obvious skin phenotype. In order to study the role of CerS4
Pipsa Kulovesi et al.
Investigative ophthalmology & visual science, 55(7), 4448-4454 (2014-05-31)
The tear film lipid layer is believed to stabilize the tear film and to retard evaporation. Based on previous simple in vitro studies, the evidence for the latter property is scarce. In this study, we used complex lipid mixtures including

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