linoleic acid

Small moleculeexperimental

Linoleic acid is a naturally occurring omega-6 essential fatty acid, present in a variety of foods, including the oils. Linoleic acid is a precursor for arachidonic acid biosynthesis; on the first enzymatic step of the pathway involves delta-6-desaturase, which converts linoleic acid to gamma-lenolenic acid. Linoleic acid has beneficial effects on human skin and hair. Replacement of saturated fat with linoleic acid is advocated to improve serum lipoprotein profiles and reduce the risk of coronary artery disease. Linoleic acid was tested in clinical trilas as a possible remedy against multiple sclerosis. — NCATS

Clinical trial activity

24 trials · 30 clinical orgs · 0 marketing orgs

Phase 1

Phase 2

Phase 3

Phase 4

Earliest trial started Jun 1, 2005 (NCT00678067)

Timeline

2000s

Jan 1, 2007
Earliest Phase 2 Sponsor(trial)
Jan 1, 2007
Earliest Phase 3 Sponsor(trial)
Jan 1, 2008
Earliest Phase 1 Sponsor(trial)

Indications

Approved for

Studied for

Mechanism of action

Unspecified targetUnclear
Unclear

Chemistry & pharmacology

Loading structure…

SMILES

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

Mol. weight: 280.4455 g/mol
Lipinski Ro5: 1 violation(s)
Rule of 3: No
Chirality: Achiral Molecule
Inorganic: No
Polymer: No

Oral

Parenteral

Topical

Sources

Also known as

(9,12,15)-linolenic acid
(9,12,15)-linolenic acid
9,12,15-octadecatrienoic acid
9,12,15-octadecatrienoic acid
9-cis,12-cis,15-cis-octadecatrienoic acid
9-cis,12-cis,15-cis-octadecatrienoic acid
(9z,12z,15z)-octadecatrienoic acid
(9z,12z,15z)-octadecatrienoic acid
ala
ala
alfa-linolenic acid
all-cis-9,12,15-octadecatrienoic acid
all-cis-9,12,15-octadecatrienoic acid
alpha-linoleic acid
alpha linolenic acid
alpha linolenic acid
alpha-linolenic acid
alpha-linolenic acid
alpha-linolenic acid
cis,cis,cis-9,12,15-octadecatrienoic acid
cis,cis,cis-9,12,15-octadecatrienoic acid
cis-delta(9,12,15)-octadecatrienoic acid
cis-delta(9,12,15)-octadecatrienoic acid
linoleic acid
linoleic acid
linoleic acid
linoleic acid
linoleic acid
linoleic acid
linolenate
linolenic acid
linolenic acid
linolenic acid
linolenic acid
linolenic acid
linolenic acid
linolenic acid
linolic acid
linolic acid
(z,z,z)-9,12,15-octadecatrienoic acid
(z,z,z)-9,12,15-octadecatrienoic acid
α-linolenic acid
α-linolenic acid

Clinical trials

NCT ID	Phase	Start date	Sponsor(s)
NCT04677946	N/A	Feb 28, 2022	Ohio State University
NCT05020912	Phase 2	Jan 31, 2022	Case Western Reserve University, University of Rochester
NCT05069272	N/A	Sep 10, 2021	Princeton Consumer Research Inc., Sytheon Ltd.
NCT04531410	N/A	Jul 1, 2021	European Society of Pediatric Gastroenterology, Hepatology and Nutrition, Karolinska Institute, Poznan University, University of Milan, University of Oslo
NCT04677920	N/A	Sep 7, 2020	Ohio State University
NCT03572205	N/A	Aug 31, 2018	University of Eastern Finland
NCT03570931	Phase 2/Phase 3 (Phase 3)	Jul 1, 2018	Retrotope, Inc., University of California, San Francisco
NCT03040856	N/A	May 1, 2017	Tel Aviv University
NCT02962128	N/A	Nov 29, 2016	National Center for Complementary and Integrative Health (NCCIH), Office of Dietary Supplements (ODS), Wake Forest University
NCT02837367	Phase 1/Phase 2 (Phase 2)	Sep 1, 2016	Romania:The National Authority for Scientific Research, University of Medicine and Pharmacy Victor Babes Timisoara
NCT02841618	N/A	Jan 31, 2016	Ohio State University
NCT02496936	N/A	Dec 31, 2015	United States Department of Agriculture
NCT02753907	Phase 3	Jun 1, 2015	Yonsei University
NCT02609295	Phase 3	Feb 1, 2015	Yonsei University
NCT02063165	N/A	Feb 1, 2014	Ohio State University
NCT02410161	Phase 4	Jul 1, 2013	University of Sherbrooke
NCT01250275	N/A	Sep 30, 2011	University of Manitoba
NCT01251887	N/A	Nov 12, 2010	National Institute on Alcohol Abuse and Alcoholism (NIAAA)
NCT02183922	N/A	May 1, 2008	Federal University of Rio de Janeiro, Rio de Janeiro State University
NCT00638196	Phase 1	Mar 1, 2008	University of Rochester

Showing 20 of 24 trials

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Organizations

Research & Development (30)

Organization	Org type	Trials	As lead sponsor	Phases	Earliest year
Ohio State University	Academic/Hospital	4	4	1	2014
University of Milan	Academic/Hospital	2	1	1	2005
University of Rochester	Academic/Hospital	2	1	2	2008
Yonsei University	Academic/Hospital	2	2	1	2015
Case Western Reserve University	Academic/Hospital	1	1	1	2022
European Society of Pediatric Gastroenterology, Hepatology and Nutrition	Academic/Hospital	1	0	1	2021
Federal University of Rio de Janeiro	Academic/Hospital	1	1	1	2008
Gatorade Sports and Science Institute	Academic/Hospital	1	0	1	2007
Karolinska Institute	Academic/Hospital	1	1	1	2021
National Center for Complementary and Integrative Health (NCCIH)	Government	1	0	1	2016
National Institute on Alcohol Abuse and Alcoholism (NIAAA)	Government	1	1	1	2010
Office of Dietary Supplements (ODS)	Government	1	0	1	2016
Poznan University	Academic/Hospital	1	0	1	2021
Princeton Consumer Research Inc.	For profit	1	0	1	2021
Retrotope, Inc.	For profit	1	1	1	2018
Rio de Janeiro State University	Academic/Hospital	1	0	1	2008
Romania:The National Authority for Scientific Research	Government	1	0	1	2016
Sytheon Ltd.	For profit	1	1	1	2021
Tel Aviv University	Academic/Hospital	1	1	1	2017
United States Department of Agriculture	Government	1	1	1	2015

30 organizations

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