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98524-19-7,MFCD00065830
Catalog No.:AA005UI1

98524-19-7 | 10,12-Octadecadienoicacid, 9-hydroxy-, (10E,12Z)-

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1mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA005UI1
Chemical Name:
10,12-Octadecadienoicacid, 9-hydroxy-, (10E,12Z)-
CAS Number:
98524-19-7
Molecular Formula:
C18H32O3
Molecular Weight:
296.4449
MDL Number:
MFCD00065830
SMILES:
CCCCC/C=C\C=C\C(CCCCCCCC(=O)O)O
Properties
Computed Properties
 
Complexity:
295  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
14  
Undefined Atom Stereocenter Count:
1  
XLogP3:
5.3  

Literature

Title: A re-evaluation of 9-HODE activity at TRPV1 channels in comparison with anandamide: enantioselectivity and effects at other TRP channels and in sensory neurons.

Journal: British journal of pharmacology 20121201

Title: Lowering dietary linoleic acid reduces bioactive oxidized linoleic acid metabolites in humans.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20121001

Title: Relation of blood cadmium, lead, and mercury levels to biomarkers of lipid peroxidation in premenopausal women.

Journal: American journal of epidemiology 20120401

Title: Isolation of 9-hydroxy-10E,12Z-octadecadienoic acid, an inhibitor of fat accumulation from Valeriana fauriei.

Journal: Bioscience, biotechnology, and biochemistry 20120101

Title: The cytochrome P450 inhibitor, ketoconazole, inhibits oxidized linoleic acid metabolite-mediated peripheral inflammatory pain.

Journal: Molecular pain 20120101

Title: L-4F differentially alters plasma levels of oxidized fatty acids resulting in more anti-inflammatory HDL in mice.

Journal: Drug metabolism letters 20100801

Title: Ex vivo oxidation in tissue and plasma assays of hydroxyoctadecadienoates: Z,E/E,E stereoisomer ratios.

Journal: Chemical research in toxicology 20100517

Title: Unprecedented NES non-antagonistic inhibitor for nuclear export of Rev from Sida cordifolia.

Journal: Bioorganic & medicinal chemistry letters 20100315

Title: Identification and analysis of two splice variants of human G2A generated by alternative splicing.

Journal: The Journal of pharmacology and experimental therapeutics 20100201

Title: G2A as a receptor for oxidized free fatty acids.

Journal: Prostaglandins & other lipid mediators 20090901

Title: Hydrogen sulfide destroys lipid hydroperoxides in oxidized LDL.

Journal: The Biochemical journal 20090513

Title: Peroxisome proliferator-activated receptor gamma ligands isolated from adlay seed (Coix lacryma-jobi L. var. ma-yuen STAPF.).

Journal: Biological & pharmaceutical bulletin 20090401

Title: Antiproliferative activity of guava leaf extract via inhibition of prostaglandin endoperoxide H synthase isoforms.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20090101

Title: G2A plays proinflammatory roles in human keratinocytes under oxidative stress as a receptor for 9-hydroxyoctadecadienoic acid.

Journal: The Journal of investigative dermatology 20080501

Title: [Activation mechanism of PPARgamma by its endogenous ligands].

Journal: Seikagaku. The Journal of Japanese Biochemical Society 20071001

Title: Differential modulation of cell cycle, apoptosis and PPARgamma2 gene expression by PPARgamma agonists ciglitazone and 9-hydroxyoctadecadienoic acid in monocytic cells.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20060501

Title: Identification of 9-hydroxyoctadecadienoic acid and other oxidized free fatty acids as ligands of the G protein-coupled receptor G2A.

Journal: The Journal of biological chemistry 20051209

Title: Characterization and quantification of free and esterified 9- and 13-hydroxyoctadecadienoic acids (HODE) in barley, germinating barley, and finished malt.

Journal: Journal of agricultural and food chemistry 20050309

Title: An antitumorigenic role for murine 8S-lipoxygenase in skin carcinogenesis.

Journal: Oncogene 20050210

Title: 9HODE stimulates cell proliferation and extracellular matrix synthesis in human mesangial cells via PPARgamma.

Journal: Experimental biology and medicine (Maywood, N.J.) 20041101

Title: Dimorphecolic acid is synthesized by the coordinate activities of two divergent Delta12-oleic acid desaturases.

Journal: The Journal of biological chemistry 20040326

Title: Sensing environmental lipids by dendritic cell modulates its function.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20040101

Title: Oxidised LDL decreases VEGFR-1 expression in human monocyte-derived macrophages.

Journal: Atherosclerosis 20030801

Title: Enhanced production of antimicrobial sesquiterpenes and lipoxygenase metabolites in elicitor-treated hairy root cultures of Solanum tuberosum.

Journal: Biotechnology letters 20030401

Title: Metabolic profiling of oxylipins in germinating cucumber seedlings--lipoxygenase-dependent degradation of triacylglycerols and biosynthesis of volatile aldehydes.

Journal: Planta 20020801

Title: Dualism of oxidized lipoproteins in provoking and attenuating the oxidative burst in macrophages: role of peroxisome proliferator-activated receptor-gamma.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20020315

Title: The activity of PPAR gamma in primary human trophoblasts is enhanced by oxidized lipids.

Journal: The Journal of clinical endocrinology and metabolism 20020301

Title: Troglitazone reduces the expression of PPARgamma while stimulating that of PPARalpha in mononuclear cells in obese subjects.

Journal: The Journal of clinical endocrinology and metabolism 20010701

Title: Nuclear factor-kappaB suppressive and inhibitor-kappaB stimulatory effects of troglitazone in obese patients with type 2 diabetes: evidence of an antiinflammatory action?

Journal: The Journal of clinical endocrinology and metabolism 20010701

Title: Site-directed mutagenesis studies on a putative fifth iron ligand of mouse 8S-lipoxygenase: retention of catalytic activity on mutation of serine-558 to asparagine, histidine, or alanine.

Journal: Archives of biochemistry and biophysics 20010215

Title: The suppressive effect of dietary restriction and weight loss in the obese on the generation of reactive oxygen species by leukocytes, lipid peroxidation, and protein carbonylation.

Journal: The Journal of clinical endocrinology and metabolism 20010101

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Tags:98524-19-7 Molecular Formula|98524-19-7 MDL|98524-19-7 SMILES|98524-19-7 10,12-Octadecadienoicacid, 9-hydroxy-, (10E,12Z)-