Home Other Building Blocks 6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-

6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-

CAS No.:
20290-75-9
Catalog Number:
AG0028J3
Molecular Formula:
C18H28O2
Molecular Weight:
276.4137
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$115
- +
5mg
≥98%
1 week
United States
$251
- +
10mg
≥98%
1 week
United States
$369
- +
25mg
≥98%
1 week
United States
$557
- +
Product Description
Catalog Number:
AG0028J3
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
IUPAC Name:
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
InChI:
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
InChI Key:
JIWBIWFOSCKQMA-LTKCOYKYSA-N
SMILES:
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
EC Number:
606-502-1
UNII:
P4CEK3495O
Properties
Complexity:
335  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
4  
Exact Mass:
276.209g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
276.42g/mol
Monoisotopic Mass:
276.209g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.2  
Literature
Title Journal
Stearidonic acid acts in synergism with amphotericin B in inhibiting Candida albicans and Candida dubliniensis biofilms in vitro. International journal of antimicrobial agents 20120901
Technical note: stearidonic acid metabolism by mixed ruminal microorganisms in vitro. Journal of animal science 20120301
The production of conjugated α-linolenic, γ-linolenic and stearidonic acids by strains of bifidobacteria and propionibacteria. Lipids 20120301
Identification of C18 intermediates formed during stearidonic acid biohydrogenation by rumen microorganisms in vitro. Lipids 20120201
Stearidonic acid as a 'pro-eicosapentaenoic acid'. Current opinion in lipidology 20120201
Effects of duration of treatment and dosage of eicosapentaenoic acid and stearidonic acid on red blood cell eicosapentaenoic acid content. Prostaglandins, leukotrienes, and essential fatty acids 20120101
Modifications of stearidonic acid soybean oil by enzymatic acidolysis for the production of human milk fat analogues. Journal of agricultural and food chemistry 20111228
Characterization of stearidonic acid soybean oil enriched with palmitic acid produced by solvent-free enzymatic interesterification. Journal of agricultural and food chemistry 20110914
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 of agricultural and food chemistry 20110810
Stearidonic acid soybean oil enriched with palmitic acid at the sn-2 position by enzymatic interesterification for use as human milk fat analogues. Journal of agricultural and food chemistry 20110525
Molecular analysis of ∆6 desaturase and ∆6 elongase from Conidiobolus obscurus in the biosynthesis of eicosatetraenoic acid, a ω3 fatty acid with nutraceutical potentials. Applied microbiology and biotechnology 20110401
Recent trends in the advanced analysis of bioactive fatty acids. Journal of pharmaceutical and biomedical analysis 20100120
Dietary source of stearidonic acid promotes higher muscle DHA concentrations than linolenic acid in hybrid striped bass. Lipids 20100101
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 of dairy science 20100101
The synthesis and accumulation of stearidonic acid in transgenic plants: a novel source of 'heart-healthy' omega-3 fatty acids. Plant biotechnology journal 20090901
Improvement of Stearidonic acid production in Oleaginous Saccharomyces cerevisiae. Bioscience, biotechnology, and biochemistry 20090601
Dietary omega-3 fatty acids differentially influence ova release and ovarian cyclooxygenase-1 and cyclooxygenase-2 expression in rats. Nutrition research (New York, N.Y.) 20090301
Safety assessment of SDA soybean oil: results of a 28-day gavage study and a 90-day/one generation reproduction feeding study in rats. Regulatory toxicology and pharmacology : RTP 20081201
Gamma-linolenic and stearidonic acids are required for basal immunity in Caenorhabditis elegans through their effects on p38 MAP kinase activity. PLoS genetics 20081101
Echium oil reduces plasma lipids and hepatic lipogenic gene expression in apoB100-only LDL receptor knockout mice. The Journal of nutritional biochemistry 20081001
Stearidonic acid-enriched soybean oil increased the omega-3 index, an emerging cardiovascular risk marker. Lipids 20080901
Effects of the brown seaweed Undaria pinnatifida on erythematous inflammation assessed using digital photo analysis. Phytotherapy research : PTR 20080501
Monoepoxy octadecadienoates and monoepoxy octadecatrienoates 1: NMR spectral characterization. Chemistry and physics of lipids 20080401
Isolation of two anti-inflammatory and one pro-inflammatory polyunsaturated fatty acids from the brown seaweed Undaria pinnatifida. Journal of agricultural and food chemistry 20070822
Stearidonic acid increases the red blood cell and heart eicosapentaenoic acid content in dogs. Lipids 20070401
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. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20070201
Production of polyunsaturated fatty acids in transgenic plants. Biotechnology & genetic engineering reviews 20070101
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. Acta biochimica Polonica 20070101
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. Planta 20061001
Self-reported health problems in young male subjects supplementing their diet with oils rich in eicosapentaenoic, gamma-linolenic and stearidonic acids. Prostaglandins, leukotrienes, and essential fatty acids 20060701
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.). Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20060601
Comparison of stearidonic acid and alpha-linolenic acid on PGE2 production and COX-2 protein levels in MDA-MB-231 breast cancer cell cultures. The Journal of nutritional biochemistry 20050301
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. Prostaglandins, leukotrienes, and essential fatty acids 20040601
The influence of different combinations of gamma-linolenic acid, stearidonic acid and EPA on immune function in healthy young male subjects. The British journal of nutrition 20040601
Fatty acid content and juice characteristics in black currant (Ribes nigrum L.) genotypes. Journal of agricultural and food chemistry 20040225
Comparison of the effects of dietary alpha-linolenic, stearidonic, and eicosapentaenoic acids on production of inflammatory mediators in mice. Lipids 20020501
Properties