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P9667

Sigma-Aldrich

Methyl palmitoleate

≥99% (capillary GC), liquid

Synonym(s):

Methyl cis-9-hexadecenoate, Palmitoleic acid methyl ester

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About This Item

Linear Formula:
CH3(CH2)5CH=CH(CH2)7COOCH3
CAS Number:
1120-25-8
Molecular Weight:
268.43
Beilstein/REAXYS Number:
1726111
EC Number:
214-303-2
MDL number:
MFCD00042911
UNSPSC Code:
12352211
PubChem Substance ID:
24899053
NACRES:
NA.25

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

lipid type

unsaturated FAs

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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Application


  • Bioprospection of the Antarctic Diatoms Craspedostauros ineffabilis IMA082A and Craspedostauros zucchelli IMA088A.: This study investigates the bioprospective potential of Antarctic diatoms, identifying bioactive compounds including methyl palmitoleate that could be used in pharmaceuticals and nutraceuticals (Trentin et al., 2024).

Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113.0 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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
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
Saeedeh Noushini et al.
Scientific reports, 10(1), 19799-19799 (2020-11-15)
Diverse methods have been used to sample insect semiochemicals. Sampling methods can differ in efficiency and affinity and this can introduce significant biases when interpreting biological patterns. We compare common methods used to sample tephritid fruit fly rectal gland volatiles
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