| Identification | Back Directory | [Name]
OLEIC-1-13C ACID 99 ATOM % 13C | [CAS]
82005-44-5 | [Synonyms]
atom%13c
Oleic Acid-13C
(Z)-9-Octadecenoic Acid-13C
9Δ-cis-Octadecenoic Acid-13C
OLEIC-1-13C ACID 99 ATOM % 13C | [Molecular Formula]
C18H34O2 | [MDL Number]
MFCD01073865 | [MOL File]
82005-44-5.mol | [Molecular Weight]
283.47 |
| Chemical Properties | Back Directory | [Melting point ]
13.4 °C(lit.) | [Boiling point ]
192-195 °C1.2 mm Hg(lit.) | [density ]
0.893 g/mL at 25 °C | [refractive index ]
n20/D 1.4595(lit.) | [Fp ]
>230 °F(lit.) | [storage temp. ]
-20°C | [solubility ]
Ethanol: 1.5 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml | [form ]
Liquid | [color ]
Colorless to light yellow | [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-/i18+1 | [InChIKey]
ZQPPMHVWECSIRJ-OLLJCFGNSA-N | [SMILES]
[H]\C(CCCCCCCC)=C(/[H])CCCCCCC[13C](O)=O | [CAS Number Unlabeled]
112-80-1 |
| Hazard Information | Back Directory | [Description]
Oleic acid-13C is intended for use as an internal standard for the quantification of oleic acid (Item Nos. 90260 | 24659) by GC- or LC-MS. Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue. It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets. Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 μg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 μM, similar to arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607). Oleic acid (60 μM) induces release of intracellular calcium in human platelets. In vivo, oleic acid increases TNF-α, IL-8, IL-6, and IL-1β production, neutrophil accumulation, and apoptotic and necrotic cell death in mouse lung and has been used to induce lung injury in a mouse model of acute respiratory distress syndrome (ARDS). | [Uses]
Labelled Oleic acid. Obtained by the hydrolysis of various animal and vegetable fats and oils. | [References]
[1] KLAUS W.J WAHLE Lesley I L P. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1996, 1301 1: Pages 141-149. DOI: 10.1016/0005-2760(96)00025-2
[2] C. GON?ALVES-DE ALBUQUERQUE. Acute Respiratory Distress Syndrome: Role of Oleic Acid-Triggered Lung Injury and Inflammation[J]. Mediators of Inflammation, 2015, 2015 1. DOI: 10.1155/2015/260465
[3] P.H. NACCACHE. Modulation of Rabbit Neutrophil Aggregation and Degranulation by Free Fatty Acids[J]. Journal of Leukocyte Biology, 1984, 36 3: 333-340. DOI: 10.1002/jlb.36.3.333
[4] ATHANASSIA SIAFAKA-KAPADAI Martin A J Donald J Hanahan. Oleic acid-induced Ca2+ mobilization in human platelets: is oleic acid an intracellular messenger?[J]. Journal of lipid mediators and cell signalling, 1997, 15 3: Pages 215-232. DOI: 10.1016/s0929-7855(96)00554-8 |
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Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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