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18841-21-9 | 9,11,13,15-Octadecatetraenoic acid, (9E,11E,13E,15E)-
CAS No: 18841-21-9 Catalog No: AG002GVQ MDL No:MFCD00065484
Product Description
Catalog Number:
AG002GVQ
Chemical Name:
9,11,13,15-Octadecatetraenoic acid, (9E,11E,13E,15E)-
CAS Number:
18841-21-9
Molecular Formula:
C18H28O2
Molecular Weight:
276.4137
MDL Number:
MFCD00065484
IUPAC Name:
(9E,11E,13E,15E)-octadeca-9,11,13,15-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/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3+,6-5+,8-7+,10-9+
InChI Key:
IJTNSXPMYKJZPR-BYFNFPHLSA-N
SMILES:
CC/C=C/C=C/C=C/C=C/CCCCCCCC(=O)O
UNII:
92I37360O0
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:
5.9
Literature
| Title | Journal |
|---|---|
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| Parinaric acid methyl ester polymer films with hill-structured features: fabrication and different sensitivities to normal and tumor cells. | ACS applied materials & interfaces 20110701 |
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| A simple method to differentiate between Mycobacterium tuberculosis and non-tuberculous mycobacteria directly on clinical specimens. | The Southeast Asian journal of tropical medicine and public health 20070101 |
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| trans-Parinaric acid as a versatile spectroscopic label to study ligand binding properties of bovine beta-lactoglobulin. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20051101 |
| Isolation and structure determination of algicidal compounds from Ulva fasciata. | Bioscience, biotechnology, and biochemistry 20051101 |
| The presence of molecular markers of in vivo lipid peroxidation in osteoarthritic cartilage: a pathogenic role in osteoarthritis. | Arthritis and rheumatism 20050901 |
| Peroxisome proliferator-activated receptor alpha interacts with high affinity and is conformationally responsive to endogenous ligands. | The Journal of biological chemistry 20050513 |
| Role of regulatory F-domain in hepatocyte nuclear factor-4alpha ligand specificity. | The Journal of biological chemistry 20050429 |
| Quantification of selective phosphatidylserine oxidation during apoptosis. | Methods in molecular biology (Clifton, N.J.) 20050101 |
| Brilliant lipids. | Nature methods 20050101 |
| Antioxidant effects of dihydrocaffeic acid in human EA.hy926 endothelial cells. | The Journal of nutritional biochemistry 20041201 |
| Structure and cholesterol domain dynamics of an enriched caveolae/raft isolate. | The Biochemical journal 20040901 |
| Synthesis of four isomers of parinaric acid. | Chemistry and physics of lipids 20040901 |
| The plasma membrane is the site of selective phosphatidylserine oxidation during apoptosis: role of cytochrome C. | Antioxidants & redox signaling 20040401 |
| Vitamin E inhibits anti-Fas-induced phosphatidylserine oxidation but does not affect its externalization during apoptosis in Jurkat T cells and their phagocytosis by J774A.1 macrophages. | Antioxidants & redox signaling 20040401 |
| Attenuation of lipid peroxidation by antioxidants in rat-1 fibroblasts: comparison of the lipid peroxidation reporter molecules cis-parinaric acid and C11-BODIPY(581/591) in a biological setting. | Biochimica et biophysica acta 20040322 |
| Decreased liver fatty acid binding capacity and altered liver lipid distribution in mice lacking the liver fatty acid-binding protein gene. | The Journal of biological chemistry 20030613 |
| Ascorbic acid spares alpha-tocopherol and prevents lipid peroxidation in cultured H4IIE liver cells. | Molecular and cellular biochemistry 20030501 |
| The cell membrane as a biosensor of oxidative stress induced by radiation exposure: a multiparameter investigation. | Radiation research 20030401 |
| Electrospray mass spectrometric investigation of the binding of cis-parinaric acid to bovine beta-lactoglobulin and study of the ligand-binding site of the protein using limited proteolysis. | Rapid communications in mass spectrometry : RCM 20030101 |
| Surface fluorescence resonance energy transfer studies on interfacial adsorption of Thermomyces (humicola) lanuginosa lipase, using monomolecular films of cis-parinaric acid. | Biopolymers 20021015 |
| Hydrophobic probe binding of beta-lactoglobulin in the native and molten globule state induced by high pressure as affected by pH, KIO(3) and N-ethylmaleimide. | Journal of agricultural and food chemistry 20020828 |
| Anti-/pro-oxidant effects of phenolic compounds in cells: are colchicine metabolites chain-breaking antioxidants? | Toxicology 20020801 |
| Induced chirality upon binding of cis-parinaric acid to bovine beta-lactoglobulin: spectroscopic characterization of the complex. | FEBS letters 20020605 |
| Modification of fatty acid composition in tomato (Lycopersicon esculentum) by expression of a borage delta6-desaturase. | Molecular biotechnology 20020601 |
| Selective peroxidation and externalization of phosphatidylserine in normal human epidermal keratinocytes during oxidative stress induced by cumene hydroperoxide. | The Journal of investigative dermatology 20020601 |
| Binding of Thermomyces (Humicola) lanuginosa lipase to the mixed micelles of cis-parinaric acid/NaTDC. | European journal of biochemistry 20020301 |
| Evaluation of hydrophobicity versus chaperonelike activity of bovine alphaA- and alphaB-crystallin. | Journal of protein chemistry 20020101 |
| Fluorescence-based ligand-binding assays for peroxisome proliferator-activated receptors. | Methods in enzymology 20020101 |
| Protein-lipid interactions in reconstituted high density lipoproteins: apolipoprotein and cholesterol influence. | Chemistry and physics of lipids 20011101 |
| Binding properties of Echinococcus granulosus fatty acid binding protein. | Biochimica et biophysica acta 20011031 |
| Manganese superoxide dismutase-plasmid/liposome (MnSOD-PL) administration protects mice from esophagitis associated with fractionated radiation. | International journal of cancer 20010820 |
| Enhanced oxidative susceptibility and reduced antioxidant content of metabolic precursors of small, dense low-density lipoproteins. | The American journal of medicine 20010201 |
| Quantitative analysis of phospholipid peroxidation and antioxidant protection in live human epidermal keratinocytes. | Bioscience reports 20010201 |
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