Chemistry:Docosadienoic acid

From HandWiki
Docosadienoic acid
Names
IUPAC name
(13Z, 16Z)-docosa-13,16-dienoic acid
Other names
DDA[1]
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
Properties
C22H40O2
Molar mass 336.560 g·mol−1
Density 0.9 g/cm³
insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Docosadienoic acid is a polyunsaturated very long-chain fatty acid (VLCFA) with a 22-carbon backbone and two double bonds.[2]

Isomers

The acid exists in several isomeric forms,[3] depending on the positions and configurations of the double bonds. These isomers play important roles in biological systems and are used in chemical synthesis.[4]

Physical properties

Insoluble in water. Soluble in chloroform, hexane, ethanol.

Natural occurrence

Docosadienoic acid can be detected in modest concentrations, generally not exceeding 3%, in the seed oils of many plants, particularly Cruciferae and Ranunculaceae.[5]

References

  1. Tang, Yi-Xiong; Huang, Wei; Wang, Yu-Hui; Chen, Hong; Lu, Xiang-Yang; Tian, Yun; Ji, Xiao-Jun; Liu, Hu-Hu (1 August 2024). "Engineering Yarrowia lipolytica for sustainable Cis-13, 16-docosadienoic acid production". Bioresource Technology 406. doi:10.1016/j.biortech.2024.130978. ISSN 0960-8524. PMID 38879057. Bibcode2024BiTec.40630978T. https://www.sciencedirect.com/science/article/abs/pii/S0960852424006825. Retrieved 12 June 2025. 
  2. McClance, R. (1998) (in en). Fatty Acids: Seventh Supplement to the Fifth Edition of McCance and Widdowson's The Composition of Foods. Royal Society of Chemistry. p. 175. ISBN 978-0-85404-819-9. https://books.google.com/books?id=b1_NUfXS-JIC&dq=Docosadienoic+acid&pg=PA175. Retrieved 12 June 2025. 
  3. Blunt, John W.; Munro, Murray H. G. (19 September 2007) (in en). Dictionary of Marine Natural Products. CRC Press. ISBN 978-1-040-22179-2. https://books.google.com/books?id=05NCEQAAQBAJ&dq=Docosadienoic+acid&pg=RA7-PA411. Retrieved 12 June 2025. 
  4. Toldrá, Fidel; Nollet, Leo (8 March 2024) (in en). Handbook of Seafood and Seafood Products Analysis. CRC Press. p. 389. ISBN 978-1-003-82543-2. https://books.google.com/books?id=iVUIEQAAQBAJ&dq=Docosadienoic+Acid&pg=PA389. Retrieved 12 June 2025. 
  5. Azimova, Shakhnoza S.; Glushenkova, Anna I. (2012) (in en). Lipids, Lipophilic Components and Essential Oils from Plant Sources. Springer London. ISBN 978-0-85729-322-0. https://link.springer.com/referencework/10.1007/978-0-85729-323-7. Retrieved 30 June 2025.