Stereochemistry | ACHIRAL |
Molecular Formula | C20H38O2 |
Molecular Weight | 310.5145 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCC\C=C/CCCCCCCCCC(O)=O
InChI
InChIKey=BITHHVVYSMSWAG-KTKRTIGZSA-N
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-
11(E)-Eicosenoic acid is a very long-chain ω-9 fatty acid that is a trans monounsaturated isomer of arachidic acid. 11(E)-Eicosenoic acid is one of several monounsaturated 20-carbon fatty acids, and is used to study phospholipid membranes. The combined C20:1 isomers constitute 70% of the total fatty acid pool in jojoba seed oil isolated from plants in the Arizona desert. 11(E)-Eicosenoic acid has been shown to inhibit glycerophosphate acyltransferase, cholinephosphotransferase and ethanolaminephosphotransferase in V79-R cells.
11(E)-Eicosenoic acid lacks the cis-double bond and has virtually no effect on telomerase activity (unlike cis-Unsaturated C20 fatty acids, which demonstrate strong telomerase inhibition and have been studied as a promising cancer therapeutic target).