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100679-07-0 | 5,8,10-Heptadecatrienoic acid, 12-hydroxy-, (5Z,8E,10E)-
CAS No: 100679-07-0 Catalog No: AG0002LZ MDL No:
Product Description
Catalog Number:
AG0002LZ
Chemical Name:
5,8,10-Heptadecatrienoic acid, 12-hydroxy-, (5Z,8E,10E)-
CAS Number:
100679-07-0
Molecular Formula:
C17H28O3
Molecular Weight:
280.4024
IUPAC Name:
12-hydroxyheptadeca-5,8,10-trienoic acid
InChI:
InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)
InChI Key:
KUKJHGXXZWHSBG-UHFFFAOYSA-N
SMILES:
CCCCCC(/C=C/C=C/C/C=C\CCCC(=O)O)O
Properties
Complexity:
316
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
280.204g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
280.408g/mol
Monoisotopic Mass:
280.204g/mol
Rotatable Bond Count:
12
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
3
XLogP3:
4.1
Literature
| Title | Journal |
|---|---|
| 12(S)-Hydroxyheptadeca-5Z,8E,10E-trienoic acid suppresses UV-induced IL-6 synthesis in keratinocytes, exerting an anti-inflammatory activity. | Experimental & molecular medicine 20120630 |
| The anti-inflammatory activities of an extract and compounds isolated from Platycladus orientalis (Linnaeus) Franco in vitro and ex vivo. | Journal of ethnopharmacology 20120601 |
| Leukotrienes as modifiers of preclinical atherosclerosis? | TheScientificWorldJournal 20120101 |
| The inhibitory activities of the components of Huang-Lian-Jie-Du-Tang (HLJDT) on eicosanoid generation via lipoxygenase pathway. | Journal of ethnopharmacology 20110517 |
| 5-oxo-ETE is a major oxidative stress-induced arachidonate metabolite in B lymphocytes. | Free radical biology & medicine 20110515 |
| Effect of polyunsaturated fatty acids on drug-sensitive and resistant tumor cells in vitro. | Lipids in health and disease 20110101 |
| Perfluorinated carboxylic acids inhibit cyclooxygenase pathway more potently than 12-lipoxygenase pathway in rat platelets. | Prostaglandins, leukotrienes, and essential fatty acids 20100101 |
| Helix 8 of leukotriene B4 type-2 receptor is required for the folding to pass the quality control in the endoplasmic reticulum. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20090501 |
| Substrate selectivity of 5-hydroxyeicosanoid dehydrogenase and its inhibition by 5-hydroxy-Delta6-long-chain fatty acids. | The Journal of pharmacology and experimental therapeutics 20090401 |
| Myrtucommulone, a natural acylphloroglucinol, inhibits microsomal prostaglandin E(2) synthase-1. | British journal of pharmacology 20090301 |
| Density functional studies on thromboxane biosynthesis: mechanism and role of the heme-thiolate system. | Chemistry, an Asian journal 20081113 |
| 12(S)-Hydroxyheptadeca-5Z, 8E, 10E-trienoic acid is a natural ligand for leukotriene B4 receptor 2. | The Journal of experimental medicine 20080414 |
| Effects of 3-aminopyridine-induced seizures on platelet eicosanoid synthesis. | Pharmacological reports : PR 20080101 |
| Activation of extracellular signal-regulated kinase by 12-hydroxyheptadecatrienoic acid in prostate cancer PC3 cells. | Archives of biochemistry and biophysics 20071101 |
| Effect of Chia oil (Salvia Hispanica) rich in omega-3 fatty acids on the eicosanoid release, apoptosis and T-lymphocyte tumor infiltration in a murine mammary gland adenocarcinoma. | Prostaglandins, leukotrienes, and essential fatty acids 20070701 |
| Lack of endothelium-derived hyperpolarizing factor (EDHF) up-regulation in endothelial dysfunction in aorta in diabetic rats. | Pharmacological reports : PR 20070101 |
| Phospholipase A2 activity in platelets of patients with primary thrombocythemia. | Platelets 20060801 |
| Monitoring eicosanoid biosynthesis via lipoxygenase and cyclooxygenase pathways in human whole blood by single HPLC run. | Journal of pharmaceutical and biomedical analysis 20060616 |
| Monochloramine potently inhibits arachidonic acid metabolism in rat platelets. | Biochemical and biophysical research communications 20060526 |
| Polychlorinated biphenyls induce arachidonic acid release in human platelets in a tamoxifen sensitive manner via activation of group IVA cytosolic phospholipase A2-alpha. | Biochemical pharmacology 20051219 |
| Redirection of eicosanoid metabolism in mPGES-1-deficient macrophages. | The Journal of biological chemistry 20050429 |
| In vivo effects of isatin on rat platelet eicosanoids. | Platelets 20050201 |
| Protein engineering of thromboxane synthase: conversion of membrane-bound to soluble form. | Archives of biochemistry and biophysics 20030801 |
| Sulfur-related air pollutants induce the generation of platelet-activating factor, 5-lipoxygenase- and cyclooxygenase-products in canine alveolar macrophages via activation of phospholipases A2. | Prostaglandins & other lipid mediators 20030701 |
| Effects of endocrine disruptors on arachidonic acid metabolism in rabbit platelets. | Toxicology and applied pharmacology 20030601 |
| Phospholipase A2 activity in platelets of patients with uremia. | Platelets 20021101 |
| Agglomerates of ultrafine particles of elemental carbon and TiO2 induce generation of lipid mediators in alveolar macrophages. | Environmental health perspectives 20010801 |
| Substrate binding is the rate-limiting step in thromboxane synthase catalysis. | The Journal of biological chemistry 20010504 |
| Selective augmentation of prostacyclin production by combined prostacyclin synthase and cyclooxygenase-1 gene transfer. | Circulation 20010424 |
| Tetrahydrobiopterin attenuates modulation of platelet 12-lipoxygenase and cyclooxygenase activities by nitric oxide. | Nitric oxide : biology and chemistry 20010201 |
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