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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
Structure of 11-EICOSENOIC ACID, (11E)-

SMILES

CCCCCCCC\C=C\CCCCCCCCCC(O)=O

InChI

InChIKey=BITHHVVYSMSWAG-MDZDMXLPSA-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+

HIDE SMILES / InChI

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

PubMed

PubMed

TitleDatePubMed
Analysis of fatty acid composition in human bone marrow aspirates.
2005 Sep
Fatty acid compositions of red blood cell phospholipids in children with autism.
2006 Apr
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:17:56 GMT 2023
Edited
by admin
on Sat Dec 16 10:17:56 GMT 2023
Record UNII
NLK3O5O6L3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
11-EICOSENOIC ACID, (11E)-
Common Name English
11-TRANS-EICOSENOIC ACID
Systematic Name English
(11E)-11-EICOSENOIC ACID
Systematic Name English
11-EICOSENOIC ACID, TRANS
Common Name English
11-EICOSENOIC ACID, (E)-
Systematic Name English
Code System Code Type Description
PUBCHEM
5282769
Created by admin on Sat Dec 16 10:17:56 GMT 2023 , Edited by admin on Sat Dec 16 10:17:56 GMT 2023
PRIMARY
CAS
62322-84-3
Created by admin on Sat Dec 16 10:17:56 GMT 2023 , Edited by admin on Sat Dec 16 10:17:56 GMT 2023
PRIMARY
FDA UNII
NLK3O5O6L3
Created by admin on Sat Dec 16 10:17:56 GMT 2023 , Edited by admin on Sat Dec 16 10:17:56 GMT 2023
PRIMARY