All Photos(1)
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:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
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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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
Other Notes
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
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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"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)
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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
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
Joyce Wang et al.
BMC genomics, 15, 415-415 (2014-06-03)
Mycobacterium avium subsp. paratuberculosis (MAP) is an obligate intracellular pathogen that infects many ruminant species. The acquisition of foreign genes via horizontal gene transfer has been postulated to contribute to its pathogenesis, as these genetic elements are absent from its
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