Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, BioReagent, for cell culture BioReagent,Moligand™,per la coltura cellulare for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2345 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Gene Information
human ... SOAT1(6646), SOAT2(8435)
Oleic acid is a mono-unsaturated omega-9 fatty acid created by dehydrogenation of stearic acid. It is then further dehydrogenated and elongated to create members of the n-9 family of fatty acids. Oleic acid is not an essential fatty acid (EFA); however, providing it to cells in culture reduces energy demand. Oleic acid mediates complete oxidation of fatty acid in sirtuin1- proliferator-activated receptor γ coactivator−1α (SIRT1-PGC-1α) signalling pathway. Oleic acid shows anti-inflammatory properties related to atherosclerosis and insulin resistant state. Oleic acid inhibits permeability in gap junctions and promotes glucose uptake in astrocytes. Oleic acid aids in neural cell proliferation by increasing glucose uptake and by protein kinase C (PKC) activation. Oleic acid is essential for axonal growth and neuronal clustering.
Application
Oleic acid has been used: in fatty acid oxidation rate experiments in myotubes and in Sirt1 enzyme assay to determine quantitatively its effect on lipid droplets by optical diffraction tomography as a fatty acid source in the medium for primary hepatocyte culture
| Pubchem Sid | 528772888 |
|---|---|
| Sorrisi canonici | CCCCCCCCC=CCCCCCCCC(=O)O |
| IUPAC Name | (Z)-octadec-9-enoic acid |
| InChIKey | ZQPPMHVWECSIRJ-KTKRTIGZSA-N |
| 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- |
| Isomeri SMILES | CCCCCCCC/C=C\CCCCCCCC(=O)O |
| WGK Germania | 1 |
| RTECS | RG2275000 |
| Peso molecolare | 282.46 |
| Beilstein | 1726542 |
| Reaxy-Rn | 1726541 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1726541&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Classe | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Long-chain fatty acids |
| Alternative Parents | Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Long-chain fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Descrizione | This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
| External Descriptors | Unsaturated fatty acids |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Data | Oggetto |
|---|---|---|---|
| Certificate of Analysis | Sep 01, 2026 | O431503 | |
| Certificate of Analysis | Sep 01, 2026 | O431503 | |
| Certificate of Analysis | Apr 16, 2026 | O431503 | |
| Certificate of Analysis | Apr 16, 2026 | O431503 | |
| Certificate of Analysis | Apr 16, 2026 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | Dec 11, 2023 | O431503 | |
| Certificate of Analysis | May 05, 2023 | O431503 | |
| Certificate of Analysis | May 05, 2023 | O431503 | |
| Certificate of Analysis | May 05, 2023 | O431503 |
| Solubilità | ethanol: soluble |
|---|---|
| Indice di rifrazione | 1.459 |
| Punto di infiammabilità (°F) | >235.4 °F |
| Punto di infiammabilità (°C) | 113 °C |
| Punto di ebollizione (°C) | 194-195°C/1.2mmHg |
| Punto di fusione (°C) | 13-14°C |
| Peso molecolare | 282.500 g/mol |
| XLogP3 | 6.500 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 15 |
| Exact Mass | 282.256 Da |
| Monoisotopic Mass | 282.256 Da |
| Topological Polar Surface Area | 37.300 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 234.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
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