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MilliporeSigma

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

Key Documents

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biological source

Macadamia integrifolia oil

Quality Level

200

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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This Item
76176PHR3733P9417
Methyl palmitoleate ≥99% (capillary GC), liquid

Sigma-Aldrich

P9667

Methyl palmitoleate

Methyl palmitoleate analytical standard

Supelco

76176

Methyl palmitoleate

Methyl palmitoleate certified reference material, pharmaceutical secondary standard

Supelco

PHR3733

Methyl palmitoleate

Palmitoleic acid ≥98.5% (GC), liquid

Sigma-Aldrich

P9417

Palmitoleic acid

functional group

ester

functional group

ester

functional group

-

functional group

carboxylic acid, oleic acid

assay

≥99% (capillary GC)

assay

≥98.5% (GC)

assay

-

assay

≥98.5% (GC)

biological source

Macadamia integrifolia oil

biological source

-

biological source

-

biological source

Macadamia integrifolia

shipped in

ambient

shipped in

ambient

shipped in

-

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

form

liquid

form

-

form

-

form

liquid

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000491073
0000491071
0000446779
0000491073
0000446779

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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
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
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
View All Related Papers

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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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