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75090

Supelco

Oleic acid

analytical standard

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Synonym(s):
cis-9-Octadecenoic acid, Elainic acid
Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
Beilstein:
1726542
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

vapor pressure

1 mmHg ( 176 °C)

Assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

functional group

oleic acid

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

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

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This Item
O1008O13831478130
Oleic acid analytical standard

Supelco

75090

Oleic acid

Oleic acid ≥99% (GC)

Sigma-Aldrich

O1008

Oleic acid

Oleic acid suitable for cell culture, BioReagent

Sigma-Aldrich

O1383

Oleic acid

Oleic acid United States Pharmacopeia (USP) Reference Standard

USP

1478130

Oleic acid

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

-

application(s)

pharmaceutical (small molecule)

format

neat

format

-

format

-

format

neat

vapor pressure

1 mmHg ( 176 °C)

vapor pressure

1 mmHg ( 176 °C)

vapor pressure

1 mmHg ( 176 °C)

vapor pressure

1 mmHg ( 176 °C)

assay

≥98.5% (GC)

assay

≥99% (GC)

assay

≥99% (GC)

assay

-

General description

Oleic acid is a long-chain unsaturated fatty acid, having a double bond between C9 and C10 with a cis configuration. It is the most found fatty acid and occurs in most oils and fats to some extent.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

This analytical standard can also be used as follows:

  • Simultaneous identification and quantification of fatty acids from blood plasma samples after their methyl derivatization by large-volume injection (LVI) gas chromatography combined with vacuum ultraviolet spectroscopy (GC-VUV)
  • Determination of the fatty acid composition of sunflower seed oils extracted from 93 different sunflower varieties by near-infrared reflectance spectroscopy (NIRS) combined with modified partial least squares (MPLS) and partial least squares (PLS) regression methods
  • Separation and quantification of palmitic, oleic, linoleic, and linolenic acids from 186 samples of sea buckthorn seed oil using near-infrared spectroscopy (NIR) in combination with four different combinations of multivariate calibration methods— partial least squares (PLS), PLS-uninformative variables elimination (UVE), PLS- competitive adaptive reweighted sampling (CARS), and multiple linear regression (MLR)-UVE
  • Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID)
  • Ultra-performance liquid chromatography-mass spectrometry (UHPLC) method-based separation, identification, and determination of eight saturated and unsaturated fatty acids in eight different commercial samples of olive oil without any prior sample treatment
  • Development of a liquid chromatography-mass spectrometry (LC-MS) method to measure seven fatty acid esters of hydroxy fatty acids (FAHFAs), four fatty acids, and four cardiovascular-related biomarkers in plasma samples of 57 healthy individuals

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

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Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

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Oleic acid meets analytical specification of Ph, Eur., 65.0-88.0% (GC)

Sigma-Aldrich

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Oleic acid United States Pharmacopeia (USP) Reference Standard

USP

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Oleic acid

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Sigma-Aldrich

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"Dietary oleic acid regulates hepatic lipogenesis through a liver X receptor-dependent signaling

"Dietary oleic acid regulates hepatic lipogenesis through a liver X receptor-dependent signaling
Ducheix S, et al.
PLoS ONE, 12(7) (2017)
Mechanism of oleic acid-induced skin penetration enhancement in vivo in humans
Naik A, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 37(3), 299-306 (1995)
Mi Jung Kim et al.
Biotechnology for biofuels, 7(1), 36-36 (2014-03-13)
Triacylglycerols (TAGs) are the most abundant form of storage oil in plants. They consist of three fatty acid chains (usually C16 or C18) covalently linked to glycerol. SDP1 is a specific lipase for the first step of TAG catabolism in
Catarina Oliveira Silva et al.
PloS one, 10(12), e0144454-e0144454 (2015-12-15)
The presence of aromatic residues and their close spatial proximity to disulphide bridges makes hen egg white lysozyme labile to UV excitation. UVB induced photo-oxidation of tryptophan and tyrosine residues leads to photochemical products, such as, kynurenine, N-formylkynurenine and dityrosine
Stefan Freigang et al.
Nature immunology, 14(10), 1045-1053 (2013-09-03)
Chronic inflammation is a fundamental aspect of metabolic disorders such as obesity, diabetes and cardiovascular disease. Cholesterol crystals are metabolic signals that trigger sterile inflammation in atherosclerosis, presumably by activating inflammasomes for IL-1β production. We found here that atherogenesis was

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