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544-71-8,MFCD00133681
Catalog No.:AA00DA7H

544-71-8 | trans,trans-9,11-Octadecadienoicacid

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25mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DA7H
Chemical Name:
trans,trans-9,11-Octadecadienoicacid
CAS Number:
544-71-8
Molecular Formula:
C18H32O2
Molecular Weight:
280.4455
MDL Number:
MFCD00133681
SMILES:
CCCCCC/C=C/C=C/CCCCCCCC(=O)O
Properties
Properties
 
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
267  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
14  
XLogP3:
7.1  

Literature

Title: Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.

Journal: Scientific reports 20180101

Title: Evaluation of anti-tubercular activity of linolenic acid and conjugated-linoleic acid as effective inhibitors against Mycobacterium tuberculosis.

Journal: Asian Pacific journal of tropical medicine 20160201

Title: Phthalates efficiently bind to human peroxisome proliferator activated receptor and retinoid X receptor α, β, γ subtypes: an in silico approach.

Journal: Journal of applied toxicology : JAT 20140701

Title: Breed effect on quality veal production in mountain areas: emphasis on meat fatty acid composition.

Journal: Meat science 20121201

Title: Experimental improvement of cow milk fatty acid composition in organic winter diets.

Journal: Journal of the science of food and agriculture 20121101

Title: Method for screening of bacterial strains biosynthesizing specific conjugated linoleic acid isomers.

Journal: Journal of agricultural and food chemistry 20120926

Title: Isomer-specific effects of conjugated linoleic acid on blood pressure, adipocyte size and function.

Journal: The British journal of nutrition 20120501

Title: Effect of feeding treatment during the backgrounding phase of beef production from pasture on: II. Longissimus muscle proximate composition, cholesterol and fatty acids.

Journal: Meat science 20120401

Title: Nutritional evaluation of fruit and vegetable waste as feedstuff for diets of lactating Holstein cows.

Journal: Journal of environmental management 20120301

Title: Effect of tanniniferous Terminalia chebula extract on rumen biohydrogenation, ∆(9)-desaturase activity, CLA content and fatty acid composition in longissimus dorsi muscle of kids.

Journal: Meat science 20120301

Title: The effect of corn distiller's dried grains with solubles, ractopamine, and conjugated linoleic acid on the carcass performance, meat quality, and shelf-life characteristics of fresh pork following three different storage methods.

Journal: Meat science 20120301

Title: Production system and slaughter age effects on intramuscular fatty acids from young Tudanca bulls.

Journal: Meat science 20120301

Title: Influence of the type of forage supplied to ewes in pre- and post-partum periods on the meat fatty acids of suckling lambs.

Journal: Meat science 20120301

Title: Seasonal changes and muscle type effect on the nutritional quality of intramuscular fat in Mirandesa-PDO veal.

Journal: Meat science 20120301

Title: Combination of fucoxanthin and conjugated linoleic acid attenuates body weight gain and improves lipid metabolism in high-fat diet-induced obese rats.

Journal: Archives of biochemistry and biophysics 20120301

Title: Conversion of t11t13 CLA into c9t11 CLA in Caco-2 cells and inhibition by sterculic oil.

Journal: PloS one 20120101

Title: Nutritional evaluation of the lipid fraction of feral wild boar (Sus scrofa scrofa) meat.

Journal: Meat science 20111201

Title: Isomer-specific effects of conjugated linoleic acid on proliferative activity of cultured neural progenitor cells.

Journal: Molecular and cellular biochemistry 20111201

Title: Metabolic and growth inhibitory effects of conjugated fatty acids in the cell line HT-29 with special regard to the conversion of t11,t13-CLA.

Journal: Biochimica et biophysica acta 20111201

Title: Human health effects of conjugated linoleic acid from milk and supplements.

Journal: Nutrition research reviews 20111201

Title: A single dose of c9,t11 or t10,c12 conjugated linoleic acid isomers perturbs vitamin A metabolism in mice.

Journal: Nutrition research (New York, N.Y.) 20111101

Title: Redberry juniper as a roughage source in lamb feedlot rations: wool and carcass characteristics, meat fatty acid profiles, and sensory panel traits.

Journal: Meat science 20111001

Title: A 4-week repeated oral dose toxicity study of dairy fat naturally enriched in vaccenic, rumenic and α-linolenic acids in rats.

Journal: Journal of agricultural and food chemistry 20110727

Title: Activated AMPK and prostaglandins are involved in the response to conjugated linoleic acid and are sufficient to cause lipid reductions in adipocytes.

Journal: The Journal of nutritional biochemistry 20110701

Title: Effects of ruminant trans fatty acids on cardiovascular disease and cancer: a comprehensive review of epidemiological, clinical, and mechanistic studies.

Journal: Advances in nutrition (Bethesda, Md.) 20110701

Title: Effect of ruminal pulse dose of polyunsaturated fatty acids on ruminal microbial populations and duodenal flow and milk profiles of fatty acids.

Journal: Journal of dairy science 20110601

Title: Enhancement of antibody synthesis in rats by feeding cis-9,trans-11 conjugated linoleic acid during early life.

Journal: The Journal of nutritional biochemistry 20110501

Title: Prebiotic effects of wheat arabinoxylan related to the increase in bifidobacteria, Roseburia and Bacteroides/Prevotella in diet-induced obese mice.

Journal: PloS one 20110101

Title: SorLA modulates atheroprotective properties of CLA by regulating monocyte migration.

Journal: Atherosclerosis 20101201

Title: Different mechanisms of cis-9,trans-11- and trans-10,cis-12- conjugated linoleic acid affecting lipid metabolism in 3T3-L1 cells.

Journal: The Journal of nutritional biochemistry 20101101

Title: Differential effects of conjugated linoleic acid isomers on macrophage glycerophospholipid metabolism.

Journal: Journal of lipid research 20100901

Title: 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.

Journal: The British journal of nutrition 20100801

Title: Inhibition of macrophage adhesion activity by 9trans,11trans-conjugated linoleic acid.

Journal: The Journal of nutritional biochemistry 20100601

Title: Lipid profiles and trans fatty acids in serum phospholipids of semi-nomadic Fulani in northern Nigeria.

Journal: Journal of health, population, and nutrition 20100401

Title: trans-10,cis-12 conjugated linoleic acid inhibits insulin-like growth factor-I receptor signaling in TSU-Pr1 human bladder cancer cells.

Journal: Journal of medicinal food 20100201

Title: Trans-10,cis-12-CLA-caused lipodystrophy is associated with profound changes of fatty acid profiles of liver, white adipose tissue and erythrocytes in mice: possible link to tissue-specific alterations of fatty acid desaturation.

Journal: Annals of nutrition & metabolism 20100101

Title: Regulation of osteoblast and adipocyte differentiation from human mesenchymal stem cells by conjugated linoleic acid.

Journal: The Journal of nutritional biochemistry 20091201

Title: Hepatic retinol secretion and storage are altered by dietary CLA: common and distinct actions of CLA c9,t11 and t10,c12 isomers.

Journal: Journal of lipid research 20091101

Title: Conjugated linoleic acid isomers, t10c12 and c9t11, are differentially incorporated into adipose tissue and skeletal muscle in humans.

Journal: Lipids 20091101

Title: Grazing cows are more efficient than zero-grazed and grass silage-fed cows in milk rumenic acid production.

Journal: Journal of dairy science 20090801

Title: Conjugated linoleic acid decreases mcf-7 human breast cancer cell growth and insulin-like growth factor-1 receptor levels.

Journal: Lipids 20090501

Title: Mechanism of conjugated linoleic acid and vaccenic acid formation in human faecal suspensions and pure cultures of intestinal bacteria.

Journal: Microbiology (Reading, England) 20090101

Title: Effects of 9cis,11trans and 10trans,12cis CLA on osteoclast formation and activity from human CD14+ monocytes.

Journal: Lipids in health and disease 20090101

Title: [Effect of conjugated linoleic acid isomers on proliferation of mammary cancer cells].

Journal: Roczniki Panstwowego Zakladu Higieny 20090101

Title: Dietary conjugated linoleic acid in the cis-9, trans-11 isoform reduces parathyroid hormone in male, but not female, rats.

Journal: The Journal of nutritional biochemistry 20081101

Title: Conjugated linoleic acid isomers have no effect on atherosclerosis and adverse effects on lipoprotein and liver lipid metabolism in apoE-/- mice fed a high-cholesterol diet.

Journal: Atherosclerosis 20081001

Title: A novel paradigm of fatty acid beta-oxidation exemplified by the thioesterase-dependent partial degradation of conjugated linoleic acid that fully supports growth of Escherichia coli.

Journal: Biochemistry 20080909

Title: Troglitazone but not conjugated linoleic acid reduces gene expression and activity of matrix-metalloproteinases-2 and -9 in PMA-differentiated THP-1 macrophages.

Journal: The Journal of nutritional biochemistry 20080901

Title: Immunological and metabolic effects of cis-9, trans-11-conjugated linoleic acid in subjects with birch pollen allergy.

Journal: The British journal of nutrition 20080701

Title: Association between activation of phase 2 enzymes and down-regulation of dendritic cell maturation by c9,t11-conjugated linoleic acid.

Journal: Immunology letters 20080515

Title: Comprehensive analysis of polar and apolar constituents of butter and margarine by nuclear magnetic resonance, reflecting quality and production processes.

Journal: Journal of agricultural and food chemistry 20080423

Title: Kinetics of ruminal lipolysis of triacylglycerol and biohydrogenation of long-chain fatty acids: new insights from old data.

Journal: Journal of dairy science 20080201

Title: Functional effects of eggs, naturally enriched with conjugated linoleic acid, on the blood lipid profile, development of atherosclerosis and composition of atherosclerotic plaque in apolipoprotein E and low-density lipoprotein receptor double-knockout mice (apoE/LDLR-/-).

Journal: The British journal of nutrition 20080101

Title: Effects of butter naturally enriched with conjugated linoleic acid and vaccenic acid on blood lipids and LDL particle size in growing pigs.

Journal: Lipids in health and disease 20080101

Title: Conjugated linoleic acid content of human plasma.

Journal: Lipids in health and disease 20080101

Title: Effect of dietary conjugated linoleic acid on body composition and energy balance in broiler chickens.

Journal: The British journal of nutrition 20071201

Title: Contents of conjugated linoleic acid isomers in ruminant-derived foods and estimation of their contribution to daily intake in Portugal.

Journal: The British journal of nutrition 20071201

Title: Conjugated linoleic acid supplementation reduces peripheral blood mononuclear cell interleukin-2 production in healthy middle-aged males.

Journal: The Journal of nutritional biochemistry 20071001

Title: Isomers of conjugated linoleic acids are synthesized via different mechanisms in ruminal digesta and bacteria.

Journal: Journal of lipid research 20071001

Title: Slow absorption of conjugated linoleic acid in rat intestines, and similar absorption rates of 9c,11t-conjugated linoleic acid and 10t,12c-conjugated linoleic acid.

Journal: Bioscience, biotechnology, and biochemistry 20070801

Title: Identification and characterization of a novel bovine stearoyl-CoA desaturase isoform with homology to human SCD5.

Journal: Lipids 20070601

Title: Influence of organic diet on the amount of conjugated linoleic acids in breast milk of lactating women in the Netherlands.

Journal: The British journal of nutrition 20070401

Title: Butters varying in trans 18:1 and cis-9,trans-11 conjugated linoleic acid modify plasma lipoproteins in the hypercholesterolemic rabbit.

Journal: Lipids 20070301

Title: Rumenic acid significantly reduces plasma levels of LDL and small dense LDL cholesterol in hamsters fed a cholesterol- and lipid-enriched semi-purified diet.

Journal: Lipids 20070301

Title: Antiproliferative effects of conjugated linoleic acid on human colon adenocarcinoma cell line Caco-2.

Journal: Asia Pacific journal of clinical nutrition 20070101

Title: The cis-9,trans-11 isomer of conjugated linoleic acid (CLA) lowers plasma triglyceride and raises HDL cholesterol concentrations but does not suppress aortic atherosclerosis in diabetic apoE-deficient mice.

Journal: Atherosclerosis 20061201

Title: Potent inhibitory effect of trans9, trans11 isomer of conjugated linoleic acid on the growth of human colon cancer cells.

Journal: The Journal of nutritional biochemistry 20061201

Title: 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.

Journal: The British journal of nutrition 20060901

Title: Effect of dietary vitamin E on rumen biohydrogenation pathways and milk fat depression in dairy cows fed high-fat diets.

Journal: Journal of dairy science 20060201

Title: Intestinal bifidobacteria that produce trans-9, trans-11 conjugated linoleic acid: a fatty acid with antiproliferative activity against human colon SW480 and HT-29 cancer cells.

Journal: Nutrition and cancer 20060101

Title: Breast cancer cell-targeted oxidative stress: enhancement of cancer cell uptake of conjugated linoleic acid, activation of p53, and inhibition of proliferation.

Journal: Experimental and molecular pathology 20051001

Title: Milk and cheese fatty acid composition in sheep fed Mediterranean forages with reference to conjugated linoleic acid cis-9,trans-11.

Journal: Journal of dairy science 20051001

Title: 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.

Journal: Biochimica et biophysica acta 20050815

Title: A cis-9,trans-11-conjugated linoleic acid-rich oil reduces the outcome of atherogenic process in hyperlipidemic hamster.

Journal: American journal of physiology. Heart and circulatory physiology 20050801

Title: Short communication: rearrangement of rumenic Acid in ruminant fats: a marker of thermal treatment.

Journal: Journal of dairy science 20050501

Title: [Gene expression of resistin and the effect of conjugated linoleic acid on its expression of obese rat fed with high fat diet].

Journal: Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine] 20050501

Title: [Effects of conjugated linoleic acid on the expression of critical enzymes of linoleic acid metabolism in tumor cell].

Journal: Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine] 20050501

Title: [Role of cyclooxygenase-2 in inhibition of human gastric adenocarcinoma cell line SGC-7901 by c9, t11-conjugated linoleic acid].

Journal: Wei sheng yan jiu = Journal of hygiene research 20050501

Title: Conjugated linoleic acid in processed cheeses during the manufacturing stages.

Journal: Journal of agricultural and food chemistry 20050406

Title: Vaccenic and rumenic acids, a distinct feature of ruminant fats.

Journal: Journal of dairy science 20050201

Title: In vitro metabolism of rumenic acid in bovine liver slices.

Journal: Reproduction, nutrition, development 20050101

Title: Effects of specific conjugated linoleic acid isomers on growth characteristics in obese Zucker rats.

Journal: Lipids 20040601

Title: Photochemical production of conjugated linoleic acid from soybean oil.

Journal: Lipids 20040601

Title: 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.

Journal: Journal of dairy science 20040501

Title: Incorporation of cis-9,trans-11 or trans-10,cis-12 conjugated linoleic acid into plasma and cellular lipids in healthy men.

Journal: Journal of lipid research 20040401

Title: Lipid atherogenic risk markers can be more favourably influenced by the cis-9,trans-11-octadecadienoate isomer than a conjugated linoleic acid mixture or fish oil in hamsters.

Journal: The British journal of nutrition 20040201

Title: Complete stereospecific determination of conjugated linoleic acids in triacylglycerol of milk-fat.

Journal: Reproduction, nutrition, development 20040101

Title: Effects of lipid-esterified conjugated linoleic acid isomers on platelet function: evidence for stimulation of platelet phospholipase activity.

Journal: Biochimica et biophysica acta 20031230

Title: Inhibitory effects of c9, t11-conjugated linoleic acid on invasion of human gastric carcinoma cell line SGC-7901.

Journal: World journal of gastroenterology 20030915

Title: Might analysis, synthesis and metabolism of CLA contribute to explain the biological effects of CLA?

Journal: European journal of medical research 20030820

Title: Determination of c9,t11-CLA in major human plasma lipid classes using a combination of methylating methodologies.

Journal: Lipids 20030701

Title: Protective action of CLA against oxidative inactivation of paraoxonase 1, an antioxidant enzyme.

Journal: Lipids 20030601

Title: The metabolic conversion of 9,11,13-eleostearic acid (18:3) to 9,11-conjugated linoleic acid (18:2) in the rat.

Journal: Journal of nutritional science and vitaminology 20030601

Title: Reassessment of the contribution of bovine milk fats to the trans-18:1 isomeric acid consumption by European populations. Additional data for rumenic (cis-9,trans-11 18:2) acid.

Journal: Lipids 20021201

Title: In vitro desaturation and elongation of rumenic acid by rat liver microsomes.

Journal: Lipids 20021101

Title: Inhibition of stearoyl-CoA desaturase activity by the cis-9,trans-11 isomer and the trans-10,cis-12 isomer of conjugated linoleic acid in MDA-MB-231 and MCF-7 human breast cancer cells.

Journal: Biochemical and biophysical research communications 20020621

Title: Effect of cis-9, trans-11-conjugated linoleic acid on cell cycle of gastric adenocarcinoma cell line (SGC-7901).

Journal: World journal of gastroenterology 20020415

Title: Conjugated linoleic acid isomers and mammary cancer prevention.

Journal: Nutrition and cancer 20020101

Title: An enriched mixture of trans-10,cis-12-CLA inhibits linoleic acid metabolism and PGE2 synthesis in MDA-MB-231 cells.

Journal: Nutrition and cancer 20020101

Title: Regulation of stearoyl-CoA desaturase activity by the trans-10,cis-12 isomer of conjugated linoleic acid in HepG2 cells.

Journal: Biochemical and biophysical research communications 20010615

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Tags:544-71-8 Molecular Formula|544-71-8 MDL|544-71-8 SMILES|544-71-8 trans,trans-9,11-Octadecadienoicacid