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15541-36-3 | 5,11,14-Eicosatrienoic acid
CAS No: 15541-36-3 Catalog No: AG001NWR MDL No:
Product Description
Catalog Number:
AG001NWR
Chemical Name:
5,11,14-Eicosatrienoic acid
CAS Number:
15541-36-3
Molecular Formula:
C20H34O2
Molecular Weight:
306.4828
IUPAC Name:
icosa-5,11,14-trienoic acid
InChI:
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,15-16H,2-5,8,11-14,17-19H2,1H3,(H,21,22)
InChI Key:
PRHHYVQTPBEDFE-UHFFFAOYSA-N
SMILES:
CCCCCC=CCC=CCCCCC=CCCCC(=O)O
Properties
Complexity:
327
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
306.256g/mol
Formal Charge:
0
Heavy Atom Count:
22
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
306.49g/mol
Monoisotopic Mass:
306.256g/mol
Rotatable Bond Count:
15
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
3
XLogP3:
6.7
Literature
| Title | Journal |
|---|---|
| Incorporation of sciadonic acid into cellular phospholipids reduces pro-inflammatory mediators in murine macrophages through NF-κB and MAPK signaling pathways. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121001 |
| NGF blocks polyunsaturated fatty acids biosynthesis in n-3 fatty acid-supplemented PC12 cells. | Biochimica et biophysica acta 20120701 |
| Sciadonic acid modulates prostaglandin E2 production by epithelial cells during infection with C. albicans and C. dubliniensis. | Prostaglandins & other lipid mediators 20120101 |
| Eicosadienoic acid differentially modulates production of pro-inflammatory modulators in murine macrophages. | Molecular and cellular biochemistry 20111201 |
| Identification of the botanical origin of commercial pine nuts responsible for dysgeusia by gas-liquid chromatography analysis of Fatty Acid profile. | Journal of toxicology 20110101 |
| Effects of non-methylene-interrupted polyunsaturated fatty acid, sciadonic (all-cis-5,11,14-eicosatrienoic acid) on lipid metabolism in rats. | Bioscience, biotechnology, and biochemistry 20090323 |
| Inhibitory effect of juniperonic acid (Delta-5c,11c,14c,17c-20:4, omega-3) on bombesin-induced proliferation of Swiss 3T3 cells. | Biological & pharmaceutical bulletin 20080901 |
| Metabolic pathway that produces essential fatty acids from polymethylene-interrupted polyunsaturated fatty acids in animal cells. | The FEBS journal 20070601 |
| Cloning and characterization of unusual fatty acid desaturases from Anemone leveillei: identification of an acyl-coenzyme A C20 Delta5-desaturase responsible for the synthesis of sciadonic acid. | Plant physiology 20070501 |
| Effects of Japanese torreya (Torreya nucifera) seed oil on lipid metabolism in rats. | Nutrition (Burbank, Los Angeles County, Calif.) 20060501 |
| Identification of mutation sites on delta6 desaturase genes from Mortierella alpina 1S-4 mutants. | Bioscience, biotechnology, and biochemistry 20050501 |
| Production and protein kinase C activation of diacylglycerols containing polymethylene-interrupted PUFA. | Lipids 20050201 |
| Epidermal anti-Inflammatory properties of 5,11,14 20:3: effects on mouse ear edema, PGE2 levels in cultured keratinocytes, and PPAR activation. | Lipids in health and disease 20020101 |
| Metabolic characterization of sciadonic acid (5c,11c,14c-eicosatrienoic acid) as an effective substitute for arachidonate of phosphatidylinositol. | European journal of biochemistry 20010901 |
| Effects of delta5 polyunsaturated fatty acids of maritime pine (Pinus pinaster) seed oil on the fatty acid profile of the developing brain of rats. | Lipids 20010601 |
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