for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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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.
all-cis-4,7,10,13,16-Docosapentaenoic acid is a 22-carbon fatty acid that is found in fish oils. all-cis-4,7,10,13,16-Docosapentaenoic acid is a minor constituent of the total serum unsaturated fatty acids in humans, ranging from 0.1 to 1%, and increases on dietary supplementation. all-cis-4,7,10,13,16-Docosapentaenoic acid is an isomer of DPA. all-cis-4,7,10,13,16-Docosapentaenoic acid is an ω-6 fatty acid formed by the elongation and desaturation of arachidonic acid. Levels of all-cis-4,7,10,13,16-Docosapentaenoic acid may be diminished during fatty acid desaturase syndrome which may affect development. Upregulated expression of hepatic elongation of very long fatty acids protein and increased levels of very long chain fatty acids are characteristic of a preneoplastic condition of hepatocellular carcinoma, nonalcoholic steatohepatitis. all-cis-4,7,10,13,16-Docosapentaenoic acid is also known as Osbond Acid, all-cis-4,7,10,13,16-DPA, Docosapentaenoate, (All-Z)-4,7,10,13,16-docosapentaenoic acid, and (4Z,7Z,10Z,13Z,16Z)-4,7,10,13,16-Docosapentaenoic acid.
| Canonical Smiles | CCCCCC=CCC=CCC=CCC=CCC=CCCC(=O)O |
|---|---|
| IUPAC Name | (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid |
| InChIKey | AVKOENOBFIYBSA-WMPRHZDHSA-N |
| INCHI | 1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18- |
| Isomeric SMILES | CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O |
| Molecular Weight | 330.5 |
| Reaxy-Rn | 15437140 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15437140&ln= |
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 | 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 | Very 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 |
| 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 |
| Molecular Weight | 330.500 g/mol |
|---|---|
| XLogP3 | 6.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 15 |
| Exact Mass | 330.256 Da |
| Monoisotopic Mass | 330.256 Da |
| Topological Polar Surface Area | 37.300 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 425.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 5 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 5 |
| Covalently-Bonded Unit Count | 1 |
