≥98%, A solution in ethanol（100 µg/mL） 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
13(S)-HODE is produced by incubation of linoleic acid with plant and mammalian lipoxygenases. Shown to inhibit the adhesion of tumor cells to the endothelium at concentrations around 1 μM,1,2 and down regulates the expression of the IRGpIIb/IIIa receptor. 13(S)-HODE is an activator of PPAR γ.
| pKa | pKa: 4.78 (Predicted) |
|---|
| Canonical Smiles | CCCCCC(C=CC=CCCCCCCCC(=O)O)O |
|---|---|
| IUPAC Name | (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid |
| InChIKey | HNICUWMFWZBIFP-IRQZEAMPSA-N |
| INCHI | 1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1 |
| Isomeric SMILES | CCCCC[C@@H](/C=C/C=C\CCCCCCCC(=O)O)O |
| WGK Germany | 1 |
| Molecular Weight | 296.44 |
| Reaxy-Rn | 2333471 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2333471&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 |
| Class | Fatty Acyls |
| Subclass | Lineolic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Lineolic acids and derivatives |
| Alternative Parents | Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Octadecanoid - Long-chain fatty acid - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. |
| External Descriptors | Other Octadecanoids |
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| Solubility | Soluble in DMSO (~50 mg/ml), DMF (~50 mg/ml), PBS (pH 7.2) (~1 mg/ml), water (1 mg/ml at 25° C), and ethanol. |
|---|---|
| Refractive Index | n20D1.49 (Predicted) |
| Boil Point(°C) | 78.0-80.0° C |
| Melt Point(°C) | -144.0° C |
| Molecular Weight | 296.400 g/mol |
| XLogP3 | 5.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 14 |
| Exact Mass | 296.235 Da |
| Monoisotopic Mass | 296.235 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 295.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
