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2751-14-6 | 5,8,11-Eicosatrienoic acid
CAS No: 2751-14-6 Catalog No: AG002TZA MDL No:
Product Description
Catalog Number:
AG002TZA
Chemical Name:
5,8,11-Eicosatrienoic acid
CAS Number:
2751-14-6
Molecular Formula:
C20H34O2
Molecular Weight:
306.4828
IUPAC Name:
(5E,8E,11E)-icosa-5,8,11-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/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)/b10-9+,13-12+,16-15+
InChI Key:
UNSRRHDPHVZAHH-WYTUUNCASA-N
SMILES:
CCCCCCCCC=CCC=CCC=CCCCC(=O)O
Properties
Complexity:
327
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
3
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:
0
XLogP3:
7
Literature
| Title | Journal |
|---|---|
| Inhibitory effect of 5,8,11-eicosatrienoic acid on angiogenesis. | Prostaglandins, leukotrienes, and essential fatty acids 20120601 |
| Elevated stearoyl-CoA desaturase in brains of patients with Alzheimer's disease. | PloS one 20110101 |
| Mildly abnormal general movement quality in infants is associated with higher Mead acid and lower arachidonic acid and shows a U-shaped relation with the DHA/AA ratio. | Prostaglandins, leukotrienes, and essential fatty acids 20100101 |
| [The role of modification of fatty acid composition of erythrocyte lipids in pathogenesis of arterial hypertension]. | Kardiologiia 20100101 |
| The depressive effects of 5,8,11-eicosatrienoic Acid (20:3n-9) on osteoblasts. | Lipids 20090201 |
| Structural requirements for activation of the 5-oxo-6E,8Z, 11Z,14Z-eicosatetraenoic acid (5-oxo-ETE) receptor: identification of a mead acid metabolite with potent agonist activity. | The Journal of pharmacology and experimental therapeutics 20080501 |
| Fish oil prevents essential fatty acid deficiency and enhances growth: clinical and biochemical implications. | Metabolism: clinical and experimental 20080501 |
| Influence of pancreatic status and sex on polyunsaturated fatty acid profiles in cystic fibrosis. | Clinical chemistry 20080201 |
| Effects of arachidonic acid analogs on FcepsilonRI-mediated activation of mast cells. | Biochimica et biophysica acta 20051230 |
| Effects of eicosatrienoic acid (20:3 n-9, Mead's acid) on some promalignant-related properties of three human cancer cell lines. | Prostaglandins & other lipid mediators 20030701 |
| Beneficial effects of n-9 eicosatrienoic acid on experimental bowel lesions. | Surgery today 20030101 |
| Production of 5,8,11-eicosatrienoic acid by a delta5 and delta6 desaturation activity-enhanced mutant derived from a delta12 desaturation activity-defective mutant of Mortierella alpina 1S-4. | Applied microbiology and biotechnology 20021101 |
| Assessment of essential fatty acid and omega3-fatty acid status by measurement of erythrocyte 20:3omega9 (Mead acid), 22:5omega6/20:4omega6 and 22:5omega6/22:6omega3. | Prostaglandins, leukotrienes, and essential fatty acids 20021101 |
| Trans isomeric octadecenoic acids are related inversely to arachidonic acid and DHA and positively related to mead acid in umbilical vessel wall lipids. | Lipids 20021001 |
| Inhibitors of arachidonic acid metabolism have variable effects on calcium signaling pathways. | American journal of hypertension 20010301 |
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