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Merck
CN

94386

Oleic acid

certified reference material, TraceCERT®

Synonym(s):

cis-9-Octadecenoic acid, Elainic acid

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
112-80-1
Molecular Weight:
282.46
EC Number:
204-007-1
UNSPSC Code:
41116107
PubChem Substance ID:
329770332
Beilstein/REAXYS Number:
1726542
MDL number:
MFCD00064242

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-

InChI key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

SMILES string

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

grade

certified reference material, TraceCERT®

vapor pressure

1 mmHg ( 176 °C)

shelf life

limited shelf life, expiry date on the label

technique(s)

gas chromatography (GC): suitable

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

storage temp.

−20°C

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk

WGK 1

Regulatory Information

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Certificates of Analysis (COA)

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Karen L Sweazea et al.
Zoology (Jena, Germany), 116(2), 85-89 (2013-02-07)
Plasma glucose and ketone concentrations are much higher in birds than in humans and birds exhibit resistance to insulin-mediated glucose uptake into muscle. Therefore, birds may offer a model in which to examine the effects of high plasma glucose and
Michael Chorny et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(6), 2198-2206 (2013-02-15)
Gene therapeutic strategies have shown promise in treating vascular disease. However, their translation into clinical use requires pharmaceutical carriers enabling effective, site-specific delivery as well as providing sustained transgene expression in blood vessels. While replication-deficient adenovirus (Ad) offers several important
Justin I Odegaard et al.
Cell metabolism, 7(6), 496-507 (2008-06-05)
Macrophage infiltration and activation in metabolic tissues underlie obesity-induced insulin resistance and type 2 diabetes. While inflammatory activation of resident hepatic macrophages potentiates insulin resistance, the functions of alternatively activated Kupffer cells in metabolic disease remain unknown. Here we show
Satyakumar Vidyashankar et al.
Toxicology in vitro : an international journal published in association with BIBRA, 27(2), 945-953 (2013-01-26)
Hepatic lipid accumulation and oxidative stress contribute to non-alcoholic fatty liver disease (NAFLD). Thus, we hypothesized that the hypolipidemic and antioxidant activity of quercetin would attenuate events leading to NAFLD. Addition of 2.0mM oleic acid (OA) into the culture media
James C S Ho et al.
The Journal of biological chemistry, 288(24), 17460-17471 (2013-05-01)
Long-chain fatty acids are internalized by receptor-mediated mechanisms or receptor-independent diffusion across cytoplasmic membranes and are utilized as nutrients, building blocks, and signaling intermediates. Here we describe how the association of long-chain fatty acids to a partially unfolded, extracellular protein
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