Date published: 2026-1-1

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cis-Vaccenic acid (CAS 506-17-2)

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Alternate Names:
cis-11-Octadecenoic acid
CAS Number:
506-17-2
Purity:
≥99%
Molecular Weight:
282.46
Molecular Formula:
C18H34O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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cis-Vaccenic acid is a naturally occurring monounsaturated fatty acid characterized by its 18-carbon chain with a single cis-configured double bond. cis-Vaccenic acid is studied in cellular biology for its contribution to cell membrane dynamics. The fluidity and structural integrity of cell membranes, influenced by the presence of such unsaturated fatty acids, are for cell function and intercellular communication. The reactivity of cis-Vaccenic acid is also a key area of study. As an unsaturated fatty acid, it undergoes typical reactions associated with carbon-carbon double bonds, including hydrogenation, oxidation, and halogenation.


cis-Vaccenic acid (CAS 506-17-2) References

  1. Regiospecific enzymatic oxygenation of cis-vaccenic acid during aerobic senescence of the halophilic purple sulfur bacterium Thiohalocapsa halophila.  |  Marchand, D., et al. 2002. Lipids. 37: 541-8. PMID: 12120951
  2. On the origin of cis-vaccenic acid photodegradation products in the marine environment.  |  Rontani, JF., et al. 2003. Lipids. 38: 1085-92. PMID: 14669974
  3. (n-7) and (n-9) cis-Monounsaturated fatty acid contents of 12 Brassica species.  |  Barthet, VJ. 2008. Phytochemistry. 69: 411-7. PMID: 17889912
  4. Regiospecific enzymatic oxygenation of cis-vaccenic acid in the marine phototrophic bacterium Erythrobacter sp. strain MG3.  |  Rontani, JF. and Koblízek, M. 2008. Lipids. 43: 1065-74. PMID: 18818965
  5. Cis-vaccenic acid and the Framingham risk score predict chronic kidney disease: the multi-ethnic study of atherosclerosis (MESA).  |  Block, R., et al. 2012. Prostaglandins Leukot Essent Fatty Acids. 86: 175-82. PMID: 22417701
  6. Red blood cell membrane concentration of cis-palmitoleic and cis-vaccenic acids and risk of coronary heart disease.  |  Djoussé, L., et al. 2012. Am J Cardiol. 110: 539-44. PMID: 22579341
  7. Plasma phospholipid concentration of cis-palmitoleic acid and risk of heart failure.  |  Djoussé, L., et al. 2012. Circ Heart Fail. 5: 703-9. PMID: 23065037
  8. Plasma cis-vaccenic acid and risk of heart failure with antecedent coronary heart disease in male physicians.  |  Djoussé, L., et al. 2014. Clin Nutr. 33: 478-82. PMID: 23880347
  9. Baker's Yeast Deficient in Storage Lipid Synthesis Uses cis-Vaccenic Acid to Reduce Unsaturated Fatty Acid Toxicity.  |  Sec, P., et al. 2015. Lipids. 50: 621-30. PMID: 25908426
  10. Association between breast milk fatty acids and HIV-1 transmission through breastfeeding.  |  Badiou, S., et al. 2016. Prostaglandins Leukot Essent Fatty Acids. 105: 35-42. PMID: 26869089
  11. Cis-vaccenic acid induces differentiation and up-regulates gamma globin synthesis in K562, JK1 and transgenic mice erythroid progenitor stem cells.  |  Aimola, IA., et al. 2016. Eur J Pharmacol. 776: 9-18. PMID: 26879870
  12. Serum-Urine Matched Metabolomics for Predicting Progression of Henoch-Schonlein Purpura Nephritis.  |  Zhang, Q., et al. 2021. Front Med (Lausanne). 8: 657073. PMID: 34055834
  13. Soxhlet Extraction versus Hydrodistillation Using the Clevenger Apparatus: A Comparative Study on the Extraction of a Volatile Compound from Tamarindus indica Seeds.  |  Fagbemi, KO., et al. 2021. ScientificWorldJournal. 2021: 5961586. PMID: 34899085
  14. Circulating de novo lipogenesis fatty acids and all-cause mortality in a prospective Dutch population cohort.  |  Zhu, Y., et al. 2022. J Clin Lipidol. 16: 658-666. PMID: 35909048
  15. Modification of Fatty Acid Composition of Escherichia coli by Co-Expression of Fatty Acid Desaturase and Thioesterase from Arabidopsis thaliana.  |  Pu, Y., et al. 2022. Bioengineering (Basel). 9: PMID: 36550977

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

cis-Vaccenic acid, 100 mg

sc-214742
100 mg
$120.00

cis-Vaccenic acid, 1 g

sc-214742A
1 g
$253.00