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131339-23-6 | 5,8,11,14-Hexadecatetraenoic acid, 16-[(2R,3S)-3-ethyl-2-oxiranyl]-, (5Z,8Z,11Z,14Z)-rel-
CAS No: 131339-23-6 Catalog No: AG000VYF MDL No:
Product Description
Catalog Number:
AG000VYF
Chemical Name:
5,8,11,14-Hexadecatetraenoic acid, 16-[(2R,3S)-3-ethyl-2-oxiranyl]-, (5Z,8Z,11Z,14Z)-rel-
CAS Number:
131339-23-6
Molecular Formula:
C20H30O3
Molecular Weight:
318.4504
IUPAC Name:
16-(3-ethyloxiran-2-yl)hexadeca-5,8,11,14-tetraenoic acid
InChI:
InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)
InChI Key:
GPQVVJQEBXAKBJ-UHFFFAOYSA-N
SMILES:
CC[C@@H]1O[C@@H]1C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
Properties
Complexity:
432
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
318.219g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
318.457g/mol
Monoisotopic Mass:
318.219g/mol
Rotatable Bond Count:
13
Topological Polar Surface Area:
49.8A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
4
XLogP3:
4.8
Literature
| Title | Journal |
|---|---|
| Bronchial inflammation induced PKCζ over-expression: involvement in mechanical properties of airway smooth muscle. | Canadian journal of physiology and pharmacology 20120201 |
| 17(R),18(S)-epoxyeicosatetraenoic acid, a potent eicosapentaenoic acid (EPA) derived regulator of cardiomyocyte contraction: structure-activity relationships and stable analogues. | Journal of medicinal chemistry 20110623 |
| Cardioprotection of 17,18-epoxyeicostetraenoic acid in ischemia/reperfusion is mediated by cyclooxygenase-2: a study in a rat model. | Transplantation proceedings 20110601 |
| 17,18-epoxyeicosatetraenoic acid targets PPARγ and p38 mitogen-activated protein kinase to mediate its anti-inflammatory effects in the lung: role of soluble epoxide hydrolase. | American journal of respiratory cell and molecular biology 20101101 |
| Relaxing effects of 17(18)-EpETE on arterial and airway smooth muscles in human lung. | American journal of physiology. Lung cellular and molecular physiology 20090101 |
| The vasodilator 17,18-epoxyeicosatetraenoic acid targets the pore-forming BK alpha channel subunit in rodents. | Experimental physiology 20071101 |
| Human CYP1A1 variants lead to differential eicosapentaenoic acid metabolite patterns. | Biochemical and biophysical research communications 20051028 |
| Arachidonic and eicosapentaenoic acid metabolism by human CYP1A1: highly stereoselective formation of 17(R),18(S)-epoxyeicosatetraenoic acid. | Biochemical pharmacology 20040415 |
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