All Photos(2)

P9667

Sigma-Aldrich

Methyl palmitoleate

≥99% (capillary GC), liquid

Synonym(s):
Methyl cis-9-hexadecenoate, Palmitoleic acid methyl ester
Linear Formula:
CH3(CH2)5CH=CH(CH2)7COOCH3
CAS Number:
Molecular Weight:
268.43
Beilstein:
1726111
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

Macadamia integrifolia oil

assay

≥99% (capillary GC)

form

liquid

refractive index

n20/D 1.451 (lit.)

bp

180-183 °C/1 mmHg (lit.)

mp

−0.5-0.5 °C (lit.)

density

0.875 g/mL at 25 °C (lit.)

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCC\C=C/CCCCCCCC(=O)OC

InChI

1S/C17H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h8-9H,3-7,10-16H2,1-2H3/b9-8-

InChI key

IZFGRAGOVZCUFB-HJWRWDBZSA-N

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Packaging

100, 500 mg in ampule
1 g in ampule
Sealed ampule.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

P W Wertz et al.
Journal of dermatological science, 1(1), 33-37 (1990-01-01)
The goal of the present study was to determine whether topically applied fatty acid esters enter into epidermal lipid metabolism. Of special interest with respect to epidermal function were the linoleate-rich O-acylsphingolipids thought to be essential in maintenance of the
C Rentel et al.
Electrophoresis, 20(12), 2329-2336 (1999-09-28)
Miniaturized separation techniques such as capillary electrochromatography (CEC), pressurized capillary electrochromatography (pCEC) and capillary high performance liquid chromatography (CHPLC) have been coupled to a new detection technique: coordination ion spray mass spectrometry (CIS-MS). Electrospray ionization (ESI) has found widespread applications
Eleftheria Diakogiannaki et al.
The Journal of endocrinology, 194(2), 283-291 (2007-07-21)
Long-chain saturated and monounsaturated fatty acids differ in their propensity to induce beta-cell death in vitro with palmitate (C16:0) being cytotoxic, whereas palmitoleate (C16:1n-7) is cytoprotective. We now show that this cytoprotective capacity extends to a poorly metabolised C16:1n-7 derivative
null
Zsuzsanna Grózer et al.
Virulence, 6(1), 85-92 (2015-02-06)
Prostaglandins are C20 fatty acid metabolites with diverse biological functions. In mammalian cells, prostaglandins are produced from arachidonic acid (AA) via cyclooxygenases (COX1 and COX2). Although fungi do not possess cyclooxygenase homologues, several pathogenic species are able to produce prostaglandins from

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