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Details

Stereochemistry ACHIRAL
Molecular Formula C20H38O2
Molecular Weight 310.5153
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of GONDOIC ACID

SMILES

CCCCCCCC/C(/[H])=C(/[H])\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-

HIDE SMILES / InChI

Molecular Formula C20H38O2
Molecular Weight 310.5153
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 Jun 26 15:41:11 UTC 2021
Edited
by admin
on Sat Jun 26 15:41:11 UTC 2021
Record UNII
UDX6WPL94T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GONDOIC ACID
INCI  
INCI  
Official Name English
(Z)-EICOS-11-ENOIC ACID
Systematic Name English
(Z)-11-EICOSENOIC ACID
Systematic Name English
EICOSENOIC ACID
Systematic Name English
GONDOIC ACID [INCI]
Common Name English
11Z-EICOSENOIC ACID
Common Name English
20:1(N-9)
Code English
11-EICOSENOIC ACID, (11Z)-
Common Name English
11-EICOSENOIC ACID, CIS
Common Name English
CIS-.DELTA.11-EICOSENOIC ACID
Common Name English
Code System Code Type Description
DRUG BANK
DB14073
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
FDA UNII
UDX6WPL94T
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
MESH
C572289
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
CAS
2462-94-4
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
NON-SPECIFIC STEREOCHEMISTRY
NCI_THESAURUS
C68361
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
PUBCHEM
5282768
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
RXCUI
1374399
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY RxNorm
CAS
5561-99-9
Created by admin on Sat Jun 26 15:41:11 UTC 2021 , Edited by admin on Sat Jun 26 15:41:11 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
LIPID -> FATTY ACID
Values given are in undefined precent. Average is typical for U.S. Sunflower oil.
SALT/SOLVATE -> PARENT
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)
LIPID -> FATTY ACID
IOOC limits
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean. Low and average are trace amounts.
LIPID -> FATTY ACID
Values are % of total.
Related Record Type Details
ACTIVE MOIETY