Ximenic acid

Last updated
Ximenic acid
Ximensaure Structural Formula V2.svg
Names
IUPAC name
(17Z)-hexacos-17-enoic acid
Other names
cis-17-hexacosenoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C26H50O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h9-10H,2-8,11-25H2,1H3,(H,27,28)/b10-9-
    Key: RQIDQEBURXNDKG-KTKRTIGZSA-N
  • CCCCCCCC/C=C\CCCCCCCCCCCCCCCC(O)=O
Properties
C26H50O2
Molar mass 394.684 g·mol−1
Melting point 50.5–50.9 °C (122.9–123.6 °F; 323.6–324.0 K)
soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ximenic acid is a chemical compound with the chemical formula C26H50O2. Its delta notation is Δ17-26:1. This is a monounsaturated fatty acid and very long chain fatty acid with 26 carbon atoms and one double bond found on the 9th carbon atom from the end. [1] [2] [3] The compound has the double bond at the ninth carbon atom; therefore, ximenic acid belongs to the Omega-9 group of acids.

Contents

Discovery

The acid was initially isolated by scientists S. V. Puntambekar and S. Krishna in 1937. [4]

The acid has been found in Ximenia americana (yellowplum). The genus is named after the Spanish priest Francisco Ximénez (1666–1729). [5] The compound was also isolated from Tropaeolum speciosum and certain fish oil lipids and sponges. [6]

Uses

The acid is primarily used in skincare products for its purported dermatological benefits.

See also

References

  1. Chow, Ching Kuang (12 November 1999). Fatty Acids in Foods and Their Health Implications. CRC Press. p. 7. ISBN   978-1-4200-0153-2 . Retrieved 1 April 2025.
  2. "NCATS Inxight Drugs — XIMENIC ACID". drugs.ncats.io. Retrieved 1 April 2025.
  3. Dhull, Sanju Bala; Punia, Sneh; Sandhu, Kawaljit Singh (1 October 2020). Essential Fatty Acids: Sources, Processing Effects, and Health Benefits. CRC Press. p. 66. ISBN   978-1-000-19680-1 . Retrieved 1 April 2025.
  4. Indian Chemical Society Quarterly Journal. Calcutta University Press. 1937. p. 268. Retrieved 1 April 2025.
  5. The Etymology of Chemical Names: Tradition and Convenience vs. Rationality in Chemical Nomenclature. Walter de Gruyter GmbH & Co KG. 8 October 2019. p. 283. ISBN   978-3-11-061271-4 . Retrieved 1 April 2025.
  6. Blunt, John W.; Munro, Murray H. G. (19 September 2007). Dictionary of Marine Natural Products. CRC Press. ISBN   978-1-040-22179-2.