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Details

Stereochemistry ACHIRAL
Molecular Formula C22H39NO3
Molecular Weight 365.55
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of N-LINOLEOYL-4-AMINOBUTYRIC ACID

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)NCCCC(O)=O

InChI

InChIKey=YGFYZZQGVSUXJE-HZJYTTRNSA-N
InChI=1S/C22H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)23-20-17-19-22(25)26/h6-7,9-10H,2-5,8,11-20H2,1H3,(H,23,24)(H,25,26)/b7-6-,10-9-

HIDE SMILES / InChI

Molecular Formula C22H39NO3
Molecular Weight 365.55
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

N-Linoleoyl-4-aminobutyric acid (also known as GABA-linoleamide) is a GABA-ergic compound, which can lead to the development of oral dyskinesia, when in use in combination with haloperidol.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Psychopharmacologic profile of a new product: GABA linoleamide (Gabalid)].
1982 Oct
[Action of GABA-linoleamide on blood cholesterol in rats].
1983 Jan
[2 new GABA-ergics (GABA-linoleamide and GABA-steatamide). On 2 experimental models of depression].
1985 Jun
[Effect of GABA-linoleamide and glycine linoleamide on pentamethylenetetrazole convulsions].
1986 Jul-Sep
[Vacuous chewing after haloperidol and GABA-linoleamide administration in the rat].
1986 Nov

Sample Use Guides

Oral dyskinesia in rats: Wistar male rats received haloperidol (0.6 mg.kg-1, i.p.) and GABA-linoleamide (10 mg.kg-1, i.p.) and have been observed 120 or 240 minutes after administrations, during 2 minutes, in order to quantify oral dyskinesias (vacuous chewing movements, teeth chattering & grating) and catalepsy.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:49:29 GMT 2023
Edited
by admin
on Sat Dec 16 08:49:29 GMT 2023
Record UNII
Z3NMX9471T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-LINOLEOYL-4-AMINOBUTYRIC ACID
Systematic Name English
BUTANOIC ACID, 4-((1-OXO-9,12-OCTADECADIENYL)AMINO)-, (Z,Z)-
Systematic Name English
GABA LINOLEAMIDE
Common Name English
GABALID
Common Name English
BUTANOIC ACID, 4-(((9Z,12Z)-1-OXO-9,12-OCTADECADIEN-1-YL)AMINO)-
Systematic Name English
Code System Code Type Description
PUBCHEM
6438152
Created by admin on Sat Dec 16 08:49:29 GMT 2023 , Edited by admin on Sat Dec 16 08:49:29 GMT 2023
PRIMARY
CAS
84393-31-7
Created by admin on Sat Dec 16 08:49:29 GMT 2023 , Edited by admin on Sat Dec 16 08:49:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID801182685
Created by admin on Sat Dec 16 08:49:29 GMT 2023 , Edited by admin on Sat Dec 16 08:49:29 GMT 2023
PRIMARY
FDA UNII
Z3NMX9471T
Created by admin on Sat Dec 16 08:49:29 GMT 2023 , Edited by admin on Sat Dec 16 08:49:29 GMT 2023
PRIMARY