Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥99%(HPLC) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C,Argon charged 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.
Oleic Acid, a monounsaturated fatty acid originally derived from Olea europaea, has been shown to be an anti-proliferative agent. This compound has also been reported to promote neuronal differentiation in murine cell cultures. Mechanistic studies suggest that these Oleic Acid effects are mediated by PPARβ. Furthermore, Oleic Acid has demonstrated the ability to stimulate an increase in secretion of collagen I, TGF-β secretion, and extracellular signal-regulated kinase1/2. Oleic Acid is an activator of PKC and CaMKII.
An anti-proliferative agent and activator of PKC and CaMKII
Application
Oleic acid has been used: to study the effects of fatty acids on gastric cancer (GC);to induce lipid droplet formation in cell culture;as an additive in the magnetorheological fluid preparation;Oleic acid may be used in the preparation of 10-hydroxy octadecanoic acid and methyl ester of the 10-hydroxy octadecanoic acid.
| Pubchem Sid | 488189838 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189838 |
| 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 | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Mar 02, 2026 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Sep 25, 2025 | O108485 | |
| Certificate of Analysis | Mar 10, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Feb 21, 2025 | O108485 | |
| Certificate of Analysis | Aug 23, 2024 | O108485 | |
| Certificate of Analysis | Mar 28, 2024 | O108485 | |
| Certificate of Analysis | Mar 28, 2024 | O108485 | |
| Certificate of Analysis | Mar 28, 2024 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | May 27, 2023 | O108485 | |
| Certificate of Analysis | Aug 08, 2022 | O108485 | |
| Certificate of Analysis | Aug 08, 2022 | O108485 | |
| Certificate of Analysis | Aug 08, 2022 | O108485 | |
| Certificate of Analysis | Aug 08, 2022 | O108485 | |
| Certificate of Analysis | Mar 25, 2022 | O108485 | |
| Certificate of Analysis | Mar 25, 2022 | O108485 | |
| Certificate of Analysis | Mar 25, 2022 | O108485 | |
| Certificate of Analysis | Mar 25, 2022 | O108485 |
| Solubilità | Soluble in ethanol (>25 mg/ml), ether, acetone, chloroform, DMF (100 mg/ml), DMSO (100 mg/ml), and PBS (pH 7.2) (<100 μg/ml). |
|---|---|
| Sensibilità | Light, Air and Heat sensitive |
| 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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View Moligand™ grade guide →