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Merck
CN

490431

Oleic acid-13C18

≥99 atom % 13C, ≥99% (CP)

Synonym(s):

13C Labeled oleic acid, Elainic acid-13C18, Oleic acid-ul-13C

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About This Item

Linear Formula:
13CH3(13CH2)713CH=13CH(13CH2)713CO2H
CAS Number:
287100-82-7
Molecular Weight:
300.33
NACRES:
NA.12
PubChem Substance ID:
24872561
UNSPSC Code:
12352211
MDL number:
MFCD00145035
Isotopic purity:
≥99 atom % 13C
Assay:
≥99% (CP)
Mass shift:
M+18
Form:
liquid

Key Documents

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InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,18+1

SMILES string

[H]\[13C]([13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH3])=[13C](/[H])[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](O)=O

InChI key

ZQPPMHVWECSIRJ-IGBBIXMTSA-N

grade

analytical standard

isotopic purity

≥99 atom % 13C

assay

≥99% (CP)

form

liquid

refractive index

n20/D 1.4595 (lit.)

bp

192-195 °C/1.2 mmHg (lit.)

mp

13.4 °C (lit.)

density

0.947 g/mL at 25 °C

format

neat

mass shift

M+18

storage temp.

−20°C

Quality Level

200

Related Categories

General description

Oleic acid-13C18 is a 13C labeled fatty acid. The disposition of 13C18 -oleic acid following in vivo intravenous and oral administration has been determined by liquid chromatography-mass spectrometry.

Application

Oleic acid-13C18 was used to prepare stable isotope-labeled fatty acid (FA) mixtures. It was also used for the isotopic labeling of triglycerides (TG) in HepG2 hepatoma cells.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Analysis Note

This product may be used as an analytical standard.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113.00 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD0699
MBBC9669
MBBC5488
MBBC4378
MBBC4100

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Jenson Qi et al.
Journal of lipid research, 53(6), 1106-1116 (2012-04-12)
Diacylglycerol acyltransferase (DGAT) catalyzes the final step in triglyceride (TG) synthesis. There are two isoforms, DGAT1 and DGAT2, with distinct protein sequences and potentially different physiological functions. To date, the ability to determine clear functional differences between DGAT1 and DGAT2
Zhiqi Zhang et al.
Journal of animal science and biotechnology, 5(1), 29-29 (2014-07-02)
Fatty acid (FA) composition is the most important parameter affecting the flavor and nutritional value of the meat. The final and the only committed step in the biosynthesis of triglycerides is catalyzed by diacylglycerol acyltransferase 2 (DGAT2). The role of
David G McLaren et al.
Analytical chemistry, 85(13), 6287-6294 (2013-05-15)
We have previously reported on a liquid chromatography-mass spectrometry method to determine the disposition of [(13)C18]-oleic acid following intravenous and oral administration in vivo. This approach has enabled us to study a variety of aspects of lipid metabolism including a
Soudabeh Imanikia et al.
Cell reports, 28(3), 581-589 (2019-07-18)
The endoplasmic reticulum unfolded protein response (UPRER) is a cellular stress response that maintains homeostasis within the secretory pathway, regulates glucose and lipid metabolism, and influences longevity. To ask whether this role in lifespan determination depends upon metabolic intermediaries, we

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