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bovinic acid
rumenic acid

Supplier Sponsors

CAS Number: 2540-56-9Picture of molecule3D/inchi
FDA UNII: 46JZW3MR59
Nikkaji Web:J604.211B
MDL:MFCD00211047
XlogP3:7.10 (est)
Molecular Weight:280.45144000
Formula:C18 H32 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.01513 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Conjugated (9Z,11E)-linoleic acid 95%
Santa Cruz Biotechnology
For experimental / research use only.
Conjugated Linoleic Acid (9Z,11E)
Sigma-Aldrich
For experimental / research use only.
Conjugated (9Z,11E)-Linoleic acid analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for bovinic acid usage levels up to:
 not for fragrance use.
 
Recommendation for bovinic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5280644
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(9Z,11E)-octadeca-9,11-dienoic acid
Chemidplus:0002540569
 
References:
 (9Z,11E)-octadeca-9,11-dienoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5280644
Pubchem (cas):2540-56-9
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C04056
HMDB (The Human Metabolome Database):HMDB03797
FooDB:FDB021827
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
cis-9, trans-11-CLA
cis-9,trans-11 conjugated linoleic acid
conjugated linoleic acid, (9Z,11E)-
(9Z,11E)-octadeca-9,11-dienoic acid
cis-9,trans-11-octadecadienoic acid
 rumenic acid
 

Articles:

PubMed:Fatty acid composition of intramuscular fat and odour-active compounds of lamb commercialized in northern Spain.
PubMed:Nutritional enhancement of sheep meat fatty acid profile for human health and wellbeing.
PubMed:Fatty Acid Profiles of In Vitro Digested Processed Milk.
PubMed:Metabolic profiles of adipose-derived and bone marrow-derived stromal cells from elderly coronary heart disease patients by capillary liquid chromatography quadrupole time-of-flight mass spectrometry.
PubMed:Protective effect of Rumenic acid rich cow's milk against colitis is associated with the activation of Nrf2 pathway in a murine model.
PubMed:Absorption Kinetics of the Main Conjugated Linoleic Acid Isomers in Commercial-Rich Oil after Oral Administration in Rats.
PubMed:Effect of dietary quebracho tannin extract on milk fatty acid composition in cows.
PubMed:Milk production and composition, nitrogen utilization, and grazing behavior of late-lactation dairy cows as affected by time of allocation of a fresh strip of pasture.
PubMed:Effects of feeding steers extruded flaxseed on its own before hay or mixed with hay on animal performance, carcass quality, and meat and hamburger fatty acid composition.
PubMed:The effect of grapeseed oil on performance, rumen fermentation, antioxidant status and subcutaneous adipose fatty acid profile in lambs.
PubMed:Effects of feeding extruded linseed on production performance and milk fatty acid profile in dairy cows: A meta-analysis.
PubMed:Aggregation of t10,c12 conjugated linoleic Acid in presence of natural and modified cyclodextrins. A physicochemical, thermal and computational analysis.
PubMed:Factors affecting variations in the detailed fatty acid profile of Mediterranean buffalo milk determined by 2-dimensional gas chromatography.
PubMed:A chemical genomics approach to drug reprofiling in oncology: Antipsychotic drug risperidone as a potential adenocarcinoma treatment.
PubMed:Roles of Peroxisome Proliferator-Activated Receptor α in Bitter Melon Seed Oil-Corrected Lipid Disorders and Conversion of α-Eleostearic Acid into Rumenic Acid in C57BL/6J Mice.
PubMed:Synthesis of the suspected trans-11,cis-13 conjugated linoleic acid isomer in ruminant mammary tissue by FADS3-catalyzed Δ13-desaturation of vaccenic acid.
PubMed:trans Fatty Acids in Colostrum, Mature Milk and Diet of Lactating Adolescents.
PubMed:Physicochemical, thermal and computational study of the encapsulation of rumenic acid by natural and modified cyclodextrins.
PubMed:Effects of rumenic acid rich conjugated linoleic acid supplementation on cognitive function and handgrip performance in older men and women.
PubMed:Influence of pomegranate seed oil and bitter melon aqueous extract on polyunsaturated fatty acids and their lipoxygenase metabolites concentration in serum of rats.
PubMed:Papaya (Carica papaya) leaf methanolic extract modulates in vitro rumen methanogenesis and rumen biohydrogenation.
PubMed:Effects of ewes grazing sulla or ryegrass pasture for different daily durations on forage intake, milk production and fatty acid composition of cheese.
PubMed:CONJUGATED LINOLEIC ACIDS (CLA) DECREASE THE BREAST CANCER RISK IN DMBA-TREATED RATS.
PubMed:Fatty acid composition of ruminal digesta and longissimus muscle from lambs fed silage mixtures including red clover, sainfoin, and timothy.
PubMed:Nutritional strategies to improve the lipid composition of meat, with emphasis on Thailand and Asia.
PubMed:Influence of Maternal and Postweaning Linseed Dietary Supplementation on Growth Rate, Lipid Profile, and Meat Quality Traits of Light Sarda Lambs.
PubMed:Canola Oil in Lactating Dairy Cow Diets Reduces Milk Saturated Fatty Acids and Improves Its Omega-3 and Oleic Fatty Acid Content.
PubMed:Characterization of the fatty acid composition of lamb commercially available in northern Spain: Emphasis on the trans-18:1 and CLA content and profile.
PubMed:Content and Composition of Branched-Chain Fatty Acids in Bovine Milk Are Affected by Lactation Stage and Breed of Dairy Cow.
PubMed:Short communication: Intake, milk production, and milk fatty acid profile of dairy cows fed diets combining fresh forage with a total mixed ration.
PubMed:Breed and Lactation Stage Alter the Rumen Protozoal Fatty Acid Profiles and Community Structures in Primiparous Dairy Cattle.
PubMed:TRANS FATTY ACIDS MODIFY NUTRITIONAL PARAMETERS AND TRIACYLGLYCEROL METABOLISM IN RATS: DIFFERENTIAL EFFECTS AT RECOMMENDED AND HIGH-FAT LEVELS.
PubMed:The scope for manipulating the polyunsaturated fatty acid content of beef: a review.
PubMed:Apparent recovery of C18 polyunsaturated fatty acids from feed in cow milk: a meta-analysis of the importance of dietary fatty acids and feeding regimens in diets without fat supplementation.
PubMed:Fatty acid metabolism in lambs fed citrus pulp.
PubMed:Effect of vitamin E supplementation or alfalfa grazing on fatty acid composition and expression of genes related to lipid metabolism in lambs.
PubMed:Oral Absorption and Disposition of alpha-Linolenic, Rumenic and Vaccenic Acids After Administration as a Naturally Enriched Goat Dairy Fat to Rats.
PubMed:Fatty acids and oxidative stability of meat from lambs fed carob-containing diets.
PubMed:Partial suckling of lambs reduced the linoleic and conjugated linoleic acid contents of marketable milk in Chios ewes.
PubMed:Milk fatty acid composition, rumen microbial population, and animal performances in response to diets rich in linoleic acid supplemented with chestnut or quebracho tannins in dairy ewes.
PubMed:Elaidic, vaccenic, and rumenic acid status during pregnancy: association with maternal plasmatic LC-PUFAs and atopic manifestations in infants.
PubMed:Improving the fatty acid profile of winter milk from housed cows with contrasting feeding regimes by oilseed supplementation.
PubMed:Effects of linseed and quercetin added to the diet of fattening lambs on the fatty acid profile and lipid antioxidant status of meat samples.
PubMed:Effect of conjugated linoleic acid mixtures and different edible oils in body composition and lipid regulation in mice.
PubMed:Adipose tissue trans-fatty acids and changes in body weight and waist circumference.
PubMed:Intake of butter naturally enriched with cis9,trans11 conjugated linoleic acid reduces systemic inflammatory mediators in healthy young adults.
PubMed:Seasonal variations in the fatty acid profile of milk from yaks grazing on the Qinghai-Tibetan plateau.
PubMed:Trans-vaccenate is Δ13-desaturated by FADS3 in rodents.
PubMed:Effect of supplementation with fish oil or microalgae on fatty acid composition of milk from cows managed in confinement or pasture systems.
PubMed:Implication of fermentable carbohydrates targeting the gut microbiota on conjugated linoleic acid production in high-fat-fed mice.
PubMed:Ileal flows and apparent ileal digestibility of fatty acids in growing gilts fed flaxseed containing diets.
PubMed:[Conjugated linoleic acid as a potential protective factor in prevention of breast cancer].
PubMed:Changes in fatty acid composition of various full fat crushed oilseeds and their free oils when incubated with rumen liquor in vitro.
PubMed:Short communication: in vivo deposition of [1-13C]vaccenic acid and the product of its Δ9-desaturation, [1-13C]rumenic acid, in the body tissues of lactating goats fed oils.
PubMed:Biological effects of conjugated linoleic acids supplementation.
PubMed:Ricinoleic acid inhibits methanogenesis and fatty acid biohydrogenation in ruminal digesta from sheep and in bacterial cultures.
PubMed:Effects of feeding increasing dietary levels of high oleic or regular sunflower or linseed oil on fatty acid profile of goat milk.
PubMed:Experimental improvement of cow milk fatty acid composition in organic winter diets.
PubMed:Animal performance and milk fatty acid profile of dairy goats fed diets with different unsaturated plant oils.
PubMed:Fatty acid composition in preterm and term breast milk.
PubMed:Modification of milk fatty acid composition by feeding forages and agro-industrial byproducts from dry areas to Awassi sheep.
PubMed:Effect of solar radiation and flaxseed supplementation on milk production and fatty acid profile of lactating ewes under high ambient temperature.
PubMed:Prebiotic effects of wheat arabinoxylan related to the increase in bifidobacteria, Roseburia and Bacteroides/Prevotella in diet-induced obese mice.
PubMed:Nutritional evaluation of the lipid fraction of feral wild boar (Sus scrofa scrofa) meat.
PubMed:The effects of feeding flaxseed to beef cows given forage based diets on fatty acids of longissimus thoracis muscle and backfat.
PubMed:Fatty acid profile and oxidative stability of the perirenal fat of bulls fattened on grass silage and maize silage supplemented with tannins, garlic, maca and lupines.
PubMed:Influence of diet enriched with conjugated linoleic acids on their distribution in tissues of rats with DMBA induced tumors.
PubMed:Differences in fat content and fatty acid proportions among colostrum, transitional, and mature milk from women delivering very preterm, preterm, and term infants.
PubMed:Effect of grain type and processing method on rumen fermentation and milk rumenic acid production.
PubMed:Fatty acids in breast milk and development of atopic eczema and allergic sensitisation in infancy.
PubMed:Milk composition, milk fatty acid profile, digestion, and ruminal fermentation in dairy cows fed whole flaxseed and calcium salts of flaxseed oil.
PubMed:trans-fatty acid isomers in adipose tissue have divergent associations with adiposity in humans.
PubMed:Transfer of linoleic and linolenic acid from feed to milk in cows fed isoenergetic diets differing in proportion and origin of concentrates and roughages.
PubMed:Lipid profiles and trans fatty acids in serum phospholipids of semi-nomadic Fulani in northern Nigeria.
PubMed:Short communication: heritability of milk fatty acid composition and stearoyl-CoA desaturase indices in dairy cows.
PubMed:Changes in milk fatty acid profile and animal performance in response to fish oil supplementation, alone or in combination with sunflower oil, in dairy ewes.
PubMed:Effects of fish oil and starch added to a diet containing sunflower-seed oil on dairy goat performance, milk fatty acid composition and in vivo delta9-desaturation of [13C]vaccenic acid.
PubMed:Bacterial and protozoal communities and fatty acid profile in the rumen of sheep fed a diet containing added tannins.
PubMed:[Effect of conjugated linoleic acid isomers on proliferation of mammary cancer cells].
PubMed:Fatty acids and breast cancer: sensitization to treatments and prevention of metastatic re-growth.
PubMed:Grazing cows are more efficient than zero-grazed and grass silage-fed cows in milk rumenic acid production.
PubMed:Factors influencing variation of fatty acid content in ovine milk.
PubMed:Metabolic fate of fatty acids involved in ruminal biohydrogenation in sheep fed concentrate or herbage with or without tannins.
PubMed:Differences between human subjects in the composition of the faecal bacterial community and faecal metabolism of linoleic acid.
PubMed:Conjugated Linoleic Acid (CLA) content of meat from three muscles of Massese suckling lambs slaughtered at different weights.
PubMed:Mechanism of conjugated linoleic acid and vaccenic acid formation in human faecal suspensions and pure cultures of intestinal bacteria.
PubMed:Conjugated linoleic acid content of human plasma.
PubMed:Fatty acid profile of Canadian dairy products with special attention to the trans-octadecenoic acid and conjugated linoleic acid isomers.
PubMed:Nonionophore antibiotics do not affect the trans-18:1 and conjugated linoleic acid composition in beef adipose tissue.
PubMed:9 cis,11 trans conjugated linoleic acid (CLA) is synthesised and desaturated into conjugated 18:3 in bovine adipose tissues.
PubMed:Comprehensive analysis of polar and apolar constituents of butter and margarine by nuclear magnetic resonance, reflecting quality and production processes.
PubMed:Kinetics of ruminal lipolysis of triacylglycerol and biohydrogenation of long-chain fatty acids: new insights from old data.
PubMed:Conjugated linoleic acid (CLA) and obesity.
PubMed:Effects of feeding camelina (seeds or meal) on milk fatty acid composition and butter spreadability.
PubMed:Supplemental algal meal alters the ruminal trans-18:1 fatty acid and conjugated linoleic acid composition in cattle.
PubMed:Isomers of conjugated linoleic acids are synthesized via different mechanisms in ruminal digesta and bacteria.
PubMed:Evaluating the conjugated linoleic acid and trans 18:1 isomers in milk fat of dairy cows fed increasing amounts of sunflower oil and a constant level of fish oil.
PubMed:Adverse effects of conjugated alpha-linolenic acids (CLnA) on lipoprotein profile on experimental atherosclerosis in hamsters.
PubMed:Rumenic acid significantly reduces plasma levels of LDL and small dense LDL cholesterol in hamsters fed a cholesterol- and lipid-enriched semi-purified diet.
PubMed:Influence of organic diet on the amount of conjugated linoleic acids in breast milk of lactating women in the Netherlands.
PubMed:Effect of dietary supply of butters rich either in trans-10-18 : 1 or in trans-11-18 : 1 plus cis-9, trans-11-18 : 2 on rabbit adipose tissue and liver lipogenic activities.
PubMed:Variations in carotenoids, fat-soluble micronutrients, and color in cows' plasma and milk following changes in forage and feeding level.
PubMed:The natural concentration of the conjugated linoleic acid, cis-9,trans-11, in milk fat has antiatherogenic effects in hyperlipidemic hamsters.
PubMed:Production of butter fat rich in trans10-C18:1 for use in biomedical studies in rodents.
PubMed:Absorption and metabolism of conjugated alpha-linolenic acid given as free fatty acids or triacylglycerols in rats.
PubMed:Dairy product consumption and the risk of breast cancer.
PubMed:Conjugated linoleic acid in ewe milk fat.
PubMed:Butterfat fatty acids differentially regulate growth and differentiation in Jurkat T-cells.
PubMed:Butter naturally enriched in conjugated linoleic acid and vaccenic acid alters tissue fatty acids and improves the plasma lipoprotein profile in cholesterol-fed hamsters.
PubMed:In vitro metabolism of rumenic acid in bovine liver slices.
PubMed:Analysis of the contribution of the beta-oxidation auxiliary enzymes in the degradation of the dietary conjugated linoleic acid 9-cis-11-trans-octadecadienoic acid in the peroxisomes of Saccharomyces cerevisiae.
PubMed:Short communication: effect of production variables on the cis-9, trans-11 conjugated linoleic acid content of cows' milk.
PubMed:Short communication: rearrangement of rumenic Acid in ruminant fats: a marker of thermal treatment.
PubMed:Conjugated linoleic acid in processed cheeses during the manufacturing stages.
PubMed:A cis-9,trans-11-conjugated linoleic acid-rich oil reduces the outcome of atherogenic process in hyperlipidemic hamster.
PubMed:Consumption of conjugated linoleic acid (CLA) from CLA-enriched cheese does not alter milk fat or immunity in lactating women.
PubMed:Complete stereospecific determination of conjugated linoleic acids in triacylglycerol of milk-fat.
PubMed:Tissue fatty acid profiles can be used to quantify endogenous rumenic acid synthesis in lambs.
PubMed:Plea for using the term n-7 fatty acids in place of C18:2 cis-9, trans-11, and C18:1 trans-11 or their trivial names rumenic acid and vaccenic acid rather than the generic term conjugated linoleic acids.
PubMed:The position of rumenic acid on triacylglycerols alters its bioavailability in rats.
PubMed:The effect of supplementation with expanded sunflower seed on carcass and meat quality of lambs raised on pasture.
PubMed:Might analysis, synthesis and metabolism of CLA contribute to explain the biological effects of CLA?
PubMed:Conjugated linoleic acids: all the same or to everyone its own function?
PubMed:In vitro desaturation and elongation of rumenic acid by rat liver microsomes.
PubMed:Dietary trans-vaccenic acid (trans11-18:1) increases concentration of cis9,transll-conjugated linoleic acid (rumenic acid) in tissues of lactating mice and suckling pups.
PubMed:Bioconversion of vaccenic acid to conjugated linoleic acid in humans.
PubMed:Dietary conjugated linoleic acid (CLA) intake assessment and possible biomarkers of CLA intake in young women.
PubMed:Maternal supplementation with CLA decreases milk fat in humans.
PubMed:Beta-oxidation of conjugated linoleic acid isomers and linoleic acid in rats.
PubMed:The anticarcinogenic conjugated fatty acid c9, t11-c18:2, or rumenic acid, in human milk: amounts and effects.
PubMed:Mitochondrial respiration on rumenic and linoleic acids.
PubMed:Estimation of conjugated linoleic acid intake by written dietary assessment methodologies underestimates actual intake evaluated by food duplicate methodology.
PubMed:High-fat dairy product consumption increases delta 9c,11t-18:2 (rumenic acid) and total lipid concentrations of human milk.
PubMed:Identification of conjugated linoleic acid isomers in cheese by gas chromatography, silver ion high performance liquid chromatography and mass spectral reconstructed ion profiles. Comparison of chromatographic elution sequences.
PubMed:Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products.
PubMed:A new conjugated linoleic acid isomer, 7 trans, 9 cis-octadecadienoic acid, in cow milk, cheese, beef and human milk and adipose tissue.
 
Notes:
None found
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