Details
| 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-
| Molecular Formula | C20H38O2 |
| Molecular Weight | 310.5145 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
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).
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:43:01 GMT 2025
by
admin
on
Mon Mar 31 18:43:01 GMT 2025
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| Record UNII |
UDX6WPL94T
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| Record Status |
Validated (UNII)
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DB14073
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UDX6WPL94T
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C572289
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2462-94-4
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NON-SPECIFIC STEREOCHEMISTRY | |||
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C68361
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DTXSID30970949
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5282768
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1374399
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5561-99-9
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SALT/SOLVATE -> PARENT |
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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LIPID -> FATTY ACID |
Values are % of weight of fatty acid composition.
O?Connor, RT, Herb, SF; J Am Oil Chem Soc 47, 186A, 195A, 197A(1970)(range)
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LIPID -> FATTY ACID |
JB Rossell and co-workers; JAOCS62(2), 221-230(1985).
Range weight is a mean.
Low and average are trace amounts.
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LIPID -> FATTY ACID | |||
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LIPID -> FATTY ACID |
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ACTIVE MOIETY |
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