Page last updated: 2024-12-06

9,11-linoleic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

9,11-linoleic acid: a conjugated dienoic linoleate (CLA); RN given refers to cpd without isomeric designation in Chemline [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(9E,11E)-octadecadienoic acid : An octadeca-9,11-dienoic acid having 9-trans,11-trans-stereochemistry. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5282796
CHEMBL ID4529739
CHEBI ID36025
CHEBI ID88464
SCHEMBL ID288695
MeSH IDM0135767

Synonyms (50)

Synonym
CHEBI:36025
octadeca-9,11-dienoic acid
9,11-linoleic acid
ricineic acid
nsc 7886
delta9,11-octadecadienoic acid
nouracid de 554
isolinoleic acid
9e,11e-octadecadienoic acid
LMFA01030119
mangold's acid
trans-9, trans-11-octadecadienoic acid
(9e,11e)-octadeca-9,11-dienoic acid
conjugated (9e,11e)-linoleic acid
(9e,11e)-9,11-octadecadienoic acid
9e,11e-cla
544-71-8
AKOS015911855
SCHEMBL288695
trans,trans-9,11-octadecadienoicacid
9t,11t-cla
conjugated (9e,11e)-linoleic acid, analytical standard
DTXSID60873030
(e,e)-isolinoleic acid
9-trans, 11-trans-cla
CHEBI:88464
9-trans,11-trans-octadecadienoic acid
trans,trans-9,11-octadecadienoic acid
(e,e)-9,11-octadecadienoic acid
9-trans,11-trans-conjugated linoleic acid
cla 80
delta9,11-octadecadienoate
(9e,11e)-octadecadienoic acid
selin cla
J-015983
9e, 11e-linoleic acid
9(e),11(e)-conjugated linoleic acid
9tr,11tr-octadecadienoic acid
Q27160342
conjugated linoleic acid(9e,11e)
| cent-eleostearic acid
Q27116671
9,11-octadecadienoic acid, (e,e)-
K3BO6AJ7F7 ,
unii-k3bo6aj7f7
9,11-octadecadienoic acid, (9e,11e)-
9(e),11(e)-octadecadienoic acid
A891827
CHEMBL4529739
PD020527

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Both fats were well tolerated, and no adverse events or mortality were observed during the treatment nor after a 2-week observation period."( A 4-week repeated oral dose toxicity study of dairy fat naturally enriched in vaccenic, rumenic and α-linolenic acids in rats.
Anadon, A; Ares, I; de la Fuente, MA; Gomez-Cortes, P; Juarez, M; Martinez, MA; Martinez-Larranaga, MR; Ramos, E, 2011
)
0.37

Bioavailability

ExcerptReferenceRelevance
" Taken together, these data suggest that rumenic acid from dairy fat may be well absorbed and used extensively for energy production."( The position of rumenic acid on triacylglycerols alters its bioavailability in rats.
Chardigny, JM; Darbois, M; Loreau, O; Masson, E; Noël, JP; Sébédio, JL; Sergiel, JP, 2003
)
0.32
"Although there is extensive information describing the positive biological effects of conjugated linoleic acid and its main isomer rumenic acid (RA; C18:2 cis 9, trans 11), and alpha-linolenic acid (ALA) and vaccenic acid (TVA), data about their bioavailability are not available."( Oral Absorption and Disposition of alpha-Linolenic, Rumenic and Vaccenic Acids After Administration as a Naturally Enriched Goat Dairy Fat to Rats.
Anadón, A; Ares, I; Castellano, V; Fontecha, J; Juarez, M; Martínez, MA; Martínez-Larrañaga, MR; Rodríguez-Alcalá, LM, 2015
)
0.42

Dosage Studied

ExcerptRelevanceReference
" This preceded a dose-response trial investigating if c9, t11 CLA affected parathyroid hormone (PTH)."( Conjugated linoleic acid is related to bone mineral density but does not affect parathyroid hormone in men.
Deguire, JR; Duque, G; Makarem, N; Morin, S; Vanstone, CA; Weiler, HA, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (6)

RoleDescription
apoptosis inducerAny substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
antiatherogenic agentA cardiovascular drug that prevents atherogenesis, the accumulation of lipid-containing plaques on the innermost layers of the arteries. Compare with antiatherosclerotic agent.
bacterial xenobiotic metaboliteAny bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
octadeca-9,11-dienoic acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
Octadecanoid formation from linoleic acid028

Research

Studies (190)

TimeframeStudies, This Drug (%)All Drugs %
pre-199014 (7.37)18.7374
1990's19 (10.00)18.2507
2000's70 (36.84)29.6817
2010's74 (38.95)24.3611
2020's13 (6.84)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials10 (5.15%)5.53%
Reviews8 (4.12%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other176 (90.72%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]