≥98%, 100μg/mL in ethanoll 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.
(±)11-HDoHE is an autoxidation product of docosahexaenoic acid (DHA) in vitro (1,2) and also produced from incubations of DHA in rat brain, intestinal microsomes and liver.3,4,5 DHA is metabolized to 11(S)-HDoHE by human platelets and canine retina.6,7,8,5 In addition to 11(S)-HDoHE, 14(S)-HDoHE is also produced by platelets. 11(S)-HDoHE was shown to be an inhibitor of U-46619-induced human platelet aggregation and rabbit and rat aortic smooth muscle contraction with IC50 values of about 50, 4.7, and 7.5μM, respectively. It is a potential marker of oxidative stress in brain and retina where DHA is abundant.
| Canonical Smiles | CCC=CCC=CCC=CCC(C=CC=CCC=CCCC(=O)O)O |
|---|---|
| IUPAC Name | (4Z,7Z,9E,13Z,16Z,19Z)-11-hydroxydocosa-4,7,9,13,16,19-hexaenoic acid |
| InChIKey | LTERDCBCHFKFRI-BGKMTWLOSA-N |
| INCHI | 1S/C22H32O3/c1-2-3-4-5-6-7-9-12-15-18-21(23)19-16-13-10-8-11-14-17-20-22(24)25/h3-4,6-7,10-16,19,21,23H,2,5,8-9,17-18,20H2,1H3,(H,24,25)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+ |
| Isomeric SMILES | CC/C=C\C/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCC(=O)O)O |
| PubChem CID | 11631564 |
| Molecular Weight | 344.49 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Very long-chain fatty acids |
| Alternative Parents | 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 | Very long-chain fatty acid - Hydroxy fatty acid - Unsaturated fatty acid - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. |
| External Descriptors | Docosanoids |
| Solubility | Soluble in DMSO, DMF, and PBS (pH 7.2) (~0.8 mg/ml). |
|---|---|
| Refractive Index | n20D1.53 (Predicted) |
| Boil Point(°C) | 78° C |
| Molecular Weight | 344.500 g/mol |
| XLogP3 | 5.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 14 |
| Exact Mass | 344.235 Da |
| Monoisotopic Mass | 344.235 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 493.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 6 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 6 |
| Covalently-Bonded Unit Count | 1 |
B2324546