Myristoleic acid

Chemical compound From Wikipedia, the free encyclopedia

Myristoleic acid, or 9-tetradecenoic acid, is an omega-5 fatty acid. It is biosynthesized from myristic acid by the enzyme Stearoyl-CoA desaturase-1, but it is uncommon in nature.[1] One of the major sources of this fatty acid is the seed oil from plants of the family Myristicaceae, comprising up to 30 per cent of the oil in some species.[2] It is a constituent of Serenoa or Saw palmetto, and appears to have activity against LNCaP prostate-cancer cells.[3]

Quick facts Names, Identifiers ...
Myristoleic acid
Names
Preferred IUPAC name
(9Z)-Tetradec-9-enoic acid
Other names
9-Tetradecenoic acid
9-cis-Tetradecenoic acid
cis-Δ9-Tetradecenoic acid
Myristolenic acid
Oleomyristic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.070 Edit this at Wikidata
UNII
  • InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5- ☒N
    Key: YWWVWXASSLXJHU-WAYWQWQTSA-N ☒N
  • InChI=1/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-
    Key: YWWVWXASSLXJHU-WAYWQWQTBZ
  • O=C(O)CCCCCCC\C=C/CCCC
Properties
C14H26O2
Molar mass 226.360 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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