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Methyl palmitoleate

Name: Methyl palmitoleate
Brand: SIGMA

≥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

UNSPSC Code:

12352211

NACRES:

NA.25

PubChem Substance ID:

24899053

EC Number:

214-303-2

Beilstein/REAXYS Number:

1726111

MDL number:

MFCD00042911

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Properties

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

Description

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.

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1 of 1

This Item	76176	PHR3733	P9417
Sigma-Aldrich P9667 Methyl palmitoleate	Supelco 76176 Methyl palmitoleate	Supelco PHR3733 Methyl palmitoleate	Sigma-Aldrich P9417 Palmitoleic acid
biological source Macadamia integrifolia oil	biological source -	biological source -	biological source Macadamia integrifolia
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)
form liquid	form -	form -	form liquid
storage temp. −20°C	storage temp. −20°C	storage temp. -	storage temp. −20°C
shipped in ambient	shipped in ambient	shipped in -	shipped in ambient

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Storage Class

10 - Combustible liquids

wgk

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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Metabolism of topically applied fatty acid methyl esters in BALB/C mouse epidermis.

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

Mechanisms involved in the cytotoxic and cytoprotective actions of saturated versus monounsaturated long-chain fatty acids in pancreatic beta-cells.

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

Coupling of capillary electrochromatography to coordination ion spray mass spectrometry, a novel detection method.

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

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Global Trade Item Number

SKU	GTIN
P9667-500MG	04061834405092
P9667-100MG	04061835548118
P9667-1G	04061834404965

Questions

1–2 of 2 Questions

Anonymous

10 months ago

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

1 answer
1. Technical Support
  
  10 months ago
  
  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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Anonymous

a year ago

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

1 answer
1. Technical Support
  
  a year ago
  
  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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