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all-cis-4,7,10,13,16-Docosapentaenoic acid (CAS 25182-74-5) - chemical structure image
Molecular structure of all-cis-4,7,10,13,16-Docosapentaenoic acid, CAS Number: 25182-74-5
all-cis-4,7,10,13,16-Docosapentaenoic acid (CAS 25182-74-5) - chemical structure image
Molecular structure of all-cis-4,7,10,13,16-Docosapentaenoic acid, CAS Number: 25182-74-5
Molecular structure of all-cis-4,7,10,13,16-Docosapentaenoic acid, CAS Number: 25182-74-5

all-cis-4,7,10,13,16-Docosapentaenoic acid (CAS 25182-74-5)

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Alternate Names:
all-cis-4,7,10,13,16-Docosapentaenoic acid is also known as Osbond acid.
Application:
all-cis-4,7,10,13,16-Docosapentaenoic acid is an unsaturated fatty acid found in fish oils, serving as a Daphnia tenebrosa metabolite, a human metabolite and an algal metabolite.
CAS Number:
25182-74-5
Molecular Weight:
330.50
Molecular Formula:
C22H34O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Technical Information
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SDS & Certificate of Analysis

All-cis-4,7,10,13,16-Docosapentaenoic acid is a long-chain polyunsaturated fatty acid (PUFA) that is of particular interest in nutritional and physiological research. Studies involving this fatty acid focus on its role in cellular membrane structure and function, as the degree of unsaturation affects membrane fluidity and cell signaling. It is also a subject of research in the study of lipid metabolism and its implications for cardiovascular health, given the interest in PUFAs for their potential effects on lipid profiles. In investigations of the inflammatory response, all-cis-4,7,10,13,16-Docosapentaenoic acid is examined for its precursor role in the biosynthesis of eicosanoids and docosanoids. Additionally, this fatty acid is used to understand the impact of diet on fatty acid composition in tissues and the subsequent physiological outcomes. The all-cis configuration is significant as it represents the naturally occurring geometric isomer found in biological systems, which is necessary for accurate modeling of biological processes.


all-cis-4,7,10,13,16-Docosapentaenoic acid (CAS 25182-74-5) References

  1. Dietary n-3 and n-6 polyunsaturated fatty acid intake interacts with FADS1 genetic variation to affect total and HDL-cholesterol concentrations in the Doetinchem Cohort Study.  |  Lu, Y., et al. 2010. Am J Clin Nutr. 92: 258-65. PMID: 20484448
  2. Controlled formation of mono- and dihydroxy-resolvins from EPA and DHA using soybean 15-lipoxygenase.  |  Dobson, EP., et al. 2013. J Lipid Res. 54: 1439-47. PMID: 23471029
  3. Proteomic and lipidomic signatures of lipid metabolism in NASH-associated hepatocellular carcinoma.  |  Muir, K., et al. 2013. Cancer Res. 73: 4722-31. PMID: 23749645
  4. Maternal fatty acids in pregnancy, FADS polymorphisms, and child intelligence quotient at 8 y of age.  |  Steer, CD., et al. 2013. Am J Clin Nutr. 98: 1575-82. PMID: 24067669
  5. Enrichment of phosphatidylinositols with specific acyl chains.  |  D'Souza, K. and Epand, RM. 2014. Biochim Biophys Acta. 1838: 1501-8. PMID: 24120446
  6. Long-chain polyunsaturated fatty acids (LCPUFA) from genesis to senescence: the influence of LCPUFA on neural development, aging, and neurodegeneration.  |  Janssen, CI. and Kiliaan, AJ. 2014. Prog Lipid Res. 53: 1-17. PMID: 24334113
  7. Original Research: Effect of various dietary fats on fatty acid profile in duck liver: Efficient conversion of short-chain to long-chain omega-3 fatty acids.  |  Chen, X., et al. 2017. Exp Biol Med (Maywood). 242: 80-87. PMID: 27510581
  8. The NASA Twins Study: The Effect of One Year in Space on Long-Chain Fatty Acid Desaturases and Elongases.  |  Schmidt, MA., et al. 2020. Lifestyle Genom. 13: 107-121. PMID: 32375154
  9. Plasmalogen-Based Liquid Crystalline Multiphase Structures Involving Docosapentaenoyl Derivatives Inspired by Biological Cubic Membranes.  |  Angelova, A., et al. 2021. Front Cell Dev Biol. 9: 617984. PMID: 33644054
  10. Overconsumption of Omega-6 Polyunsaturated Fatty Acids (PUFAs) versus Deficiency of Omega-3 PUFAs in Modern-Day Diets: The Disturbing Factor for Their 'Balanced Antagonistic Metabolic Functions' in the Human Body.  |  Mariamenatu, AH. and Abdu, EM. 2021. J Lipids. 2021: 8848161. PMID: 33815845
  11. Serum fatty acids profile and association with early-onset coronary artery disease.  |  Xuan, C., et al. 2021. Ther Adv Chronic Dis. 12: 20406223211033102. PMID: 34408821
  12. Metabolic responses of plasma to extreme environments in overwintering Tibetan frogs Nanorana parkeri: a metabolome integrated analysis.  |  Niu, Y., et al. 2021. Front Zool. 18: 41. PMID: 34454525
  13. Serum Metabonomics Reveals Risk Factors in Different Periods of Cerebral Infarction in Humans.  |  Chen, G., et al. 2021. Front Mol Biosci. 8: 784288. PMID: 35242810
  14. Omega-6: Its Pharmacology, Effect on the Broiler Production, and Health.  |  Nur Mahendra, MY., et al. 2023. Vet Med Int. 2023: 3220344. PMID: 36910895
  15. Biomarkers of habitual fish intake in adipose tissue.  |  Marckmann, P., et al. 1995. Am J Clin Nutr. 62: 956-9. PMID: 7572741

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

all-cis-4,7,10,13,16-Docosapentaenoic acid, 25 mg

sc-227224
25 mg
$787.00

all-cis-4,7,10,13,16-Docosapentaenoic acid, 100 mg

sc-227224A
100 mg
$1479.00

What is this soluble in?

Asked by: chemicalsmg
Thank you for your question. all-cis-4,7,10,13,16-Docosapentaenoic acid: sc-227224 is soluble in DMSO or DMF at approximately 100 mg/ml.
Answered by: Chemical Support 3
Date published: 2017-02-24
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Rated 5 out of 5 by from ZhouZhou, D. et al. (PubMed 16711595) reported that vitamin A deficiency enhances docosahexaenoic and Osbond acids (all-cis-4,7,10,13,16-Docosapentaenoic acid) in liver of rats fed an alpha linolenic acid-adequate diet. -SCBT Publication Review
Date published: 2015-03-17
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all-cis-4,7,10,13,16-Docosapentaenoic acid is rated 5.0 out of 5 by 1.
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