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20290-75-9,MFCD00216036
Catalog No.:AA0028GB

20290-75-9 | 6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-

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1mg
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5mg
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10mg
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0028GB
Chemical Name:
6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-
CAS Number:
20290-75-9
Molecular Formula:
C18H28O2
Molecular Weight:
276.4137
MDL Number:
MFCD00216036
SMILES:
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
Properties
Computed Properties
 
Complexity:
335  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
12  
XLogP3:
5.2  

Literature

Title: Stearidonic acid acts in synergism with amphotericin B in inhibiting Candida albicans and Candida dubliniensis biofilms in vitro.

Journal: International journal of antimicrobial agents 20120901

Title: Technical note: stearidonic acid metabolism by mixed ruminal microorganisms in vitro.

Journal: Journal of animal science 20120301

Title: The production of conjugated α-linolenic, γ-linolenic and stearidonic acids by strains of bifidobacteria and propionibacteria.

Journal: Lipids 20120301

Title: Identification of C18 intermediates formed during stearidonic acid biohydrogenation by rumen microorganisms in vitro.

Journal: Lipids 20120201

Title: Stearidonic acid as a 'pro-eicosapentaenoic acid'.

Journal: Current opinion in lipidology 20120201

Title: Effects of duration of treatment and dosage of eicosapentaenoic acid and stearidonic acid on red blood cell eicosapentaenoic acid content.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20120101

Title: Modifications of stearidonic acid soybean oil by enzymatic acidolysis for the production of human milk fat analogues.

Journal: Journal of agricultural and food chemistry 20111228

Title: Characterization of stearidonic acid soybean oil enriched with palmitic acid produced by solvent-free enzymatic interesterification.

Journal: Journal of agricultural and food chemistry 20110914

Title: Up-regulated desaturase and elongase gene expression promoted accumulation of polyunsaturated fatty acid (PUFA) but not long-chain PUFA in Lates calcarifer, a tropical euryhaline fish, fed a stearidonic acid- and γ-linoleic acid-enriched diet.

Journal: Journal of agricultural and food chemistry 20110810

Title: Stearidonic acid soybean oil enriched with palmitic acid at the sn-2 position by enzymatic interesterification for use as human milk fat analogues.

Journal: Journal of agricultural and food chemistry 20110525

Title: Molecular analysis of ∆6 desaturase and ∆6 elongase from Conidiobolus obscurus in the biosynthesis of eicosatetraenoic acid, a ω3 fatty acid with nutraceutical potentials.

Journal: Applied microbiology and biotechnology 20110401

Title: Recent trends in the advanced analysis of bioactive fatty acids.

Journal: Journal of pharmaceutical and biomedical analysis 20100120

Title: Dietary source of stearidonic acid promotes higher muscle DHA concentrations than linolenic acid in hybrid striped bass.

Journal: Lipids 20100101

Title: Hot topic: Enhancing omega-3 fatty acids in milk fat of dairy cows by using stearidonic acid-enriched soybean oil from genetically modified soybeans.

Journal: Journal of dairy science 20100101

Title: The synthesis and accumulation of stearidonic acid in transgenic plants: a novel source of 'heart-healthy' omega-3 fatty acids.

Journal: Plant biotechnology journal 20090901

Title: Improvement of Stearidonic acid production in Oleaginous Saccharomyces cerevisiae.

Journal: Bioscience, biotechnology, and biochemistry 20090601

Title: Dietary omega-3 fatty acids differentially influence ova release and ovarian cyclooxygenase-1 and cyclooxygenase-2 expression in rats.

Journal: Nutrition research (New York, N.Y.) 20090301

Title: Safety assessment of SDA soybean oil: results of a 28-day gavage study and a 90-day/one generation reproduction feeding study in rats.

Journal: Regulatory toxicology and pharmacology : RTP 20081201

Title: Gamma-linolenic and stearidonic acids are required for basal immunity in Caenorhabditis elegans through their effects on p38 MAP kinase activity.

Journal: PLoS genetics 20081101

Title: Echium oil reduces plasma lipids and hepatic lipogenic gene expression in apoB100-only LDL receptor knockout mice.

Journal: The Journal of nutritional biochemistry 20081001

Title: Stearidonic acid-enriched soybean oil increased the omega-3 index, an emerging cardiovascular risk marker.

Journal: Lipids 20080901

Title: Effects of the brown seaweed Undaria pinnatifida on erythematous inflammation assessed using digital photo analysis.

Journal: Phytotherapy research : PTR 20080501

Title: Monoepoxy octadecadienoates and monoepoxy octadecatrienoates 1: NMR spectral characterization.

Journal: Chemistry and physics of lipids 20080401

Title: Isolation of two anti-inflammatory and one pro-inflammatory polyunsaturated fatty acids from the brown seaweed Undaria pinnatifida.

Journal: Journal of agricultural and food chemistry 20070822

Title: Stearidonic acid increases the red blood cell and heart eicosapentaenoic acid content in dogs.

Journal: Lipids 20070401

Title: Replacement of dietary fish oil for Atlantic salmon parr (Salmo salar L.) with a stearidonic acid containing oil has no effect on omega-3 long-chain polyunsaturated fatty acid concentrations.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20070201

Title: Production of polyunsaturated fatty acids in transgenic plants.

Journal: Biotechnology & genetic engineering reviews 20070101

Title: Changes in the content of gamma-linolenic C18:3 (n-6) and stearidonic C18:4 (n-3) acids in developing seeds of viper's bugloss Echium vulgare L.

Journal: Acta biochimica Polonica 20070101

Title: Co-expression of the borage Delta 6 desaturase and the Arabidopsis Delta 15 desaturase results in high accumulation of stearidonic acid in the seeds of transgenic soybean.

Journal: Planta 20061001

Title: Self-reported health problems in young male subjects supplementing their diet with oils rich in eicosapentaenoic, gamma-linolenic and stearidonic acids.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20060701

Title: Effect of diets enriched in Delta6 desaturated fatty acids (18:3n-6 and 18:4n-3), on growth, fatty acid composition and highly unsaturated fatty acid synthesis in two populations of Arctic charr (Salvelinus alpinus L.).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20060601

Title: Comparison of stearidonic acid and alpha-linolenic acid on PGE2 production and COX-2 protein levels in MDA-MB-231 breast cancer cell cultures.

Journal: The Journal of nutritional biochemistry 20050301

Title: The influence of different combinations of gamma-linolenic, stearidonic and eicosapentaenoic acids on the fatty acid composition of blood lipids and mononuclear cells in human volunteers.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20040601

Title: The influence of different combinations of gamma-linolenic acid, stearidonic acid and EPA on immune function in healthy young male subjects.

Journal: The British journal of nutrition 20040601

Title: Fatty acid content and juice characteristics in black currant (Ribes nigrum L.) genotypes.

Journal: Journal of agricultural and food chemistry 20040225

Title: Comparison of the effects of dietary alpha-linolenic, stearidonic, and eicosapentaenoic acids on production of inflammatory mediators in mice.

Journal: Lipids 20020501

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Tags:20290-75-9 Molecular Formula|20290-75-9 MDL|20290-75-9 SMILES|20290-75-9 6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-