Phlomic acid

Phlomic acid
Names
Other names
Eicosa-7,8-dienoic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h12,14H,2-11,15-19H2,1H3,(H,21,22)
    Key: IDIFLXHHWAEGTC-UHFFFAOYSA-N
  • CCCCCCCCCCCC=C=CCCCCCC(=O)O
Properties
C20H36O2
Molar mass 308.506 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phlomic acid is an unsaturated fatty acid with an allene group, which gives it axial chirality and makes it optically active. Phlomic is related to laballenic acid but has a shorter chain length.

Phlomic acid is composed of 20 carbon atoms, with two consecutive double bonds (allene) in the position 7=8=9. The acid has the structural formula CH3-(CH2)10-CH=C=CH-(CH2)5-COOH. This is one of the rare allenic fatty acids found in nature, probably biosynthesized by elongation of laballenic acid.

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