12-hydroxy-5,8,10-heptadecatrienoic acid

12-hydroxy-5,8,10-heptadecatrienoic acid is a lipid of Fatty Acyls (FA) class.

Cross Reference

There are no associated biomedical information in the current reference collection.

Current reference collection contains 466 references associated with 12-hydroxy-5,8,10-heptadecatrienoic acid in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

Users can download the reference list at the bottom of this page and read the reference manually to find out biomedical information.


Here are additional resources we collected from PubChem and MeSH for 12-hydroxy-5,8,10-heptadecatrienoic acid

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 12-hydroxy-5,8,10-heptadecatrienoic acid

MeSH term MeSH ID Detail
Seizures D012640 87 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Weight Loss D015431 56 associated lipids
Kidney Failure, Chronic D007676 51 associated lipids
Uremia D014511 33 associated lipids
Pleurisy D010998 20 associated lipids
Total 6

NCBI Entrez Crosslinks

All references with 12-hydroxy-5,8,10-heptadecatrienoic acid

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Authors Title Published Journal PubMed Link
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Kis B et al. The effect of substance P on the arachidonate cascade of rat platelets. 1997-1998 Acta Physiol Hung pmid:9706302
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Vincent JE et al. Effect of an inhibitor of TXA2 synthesis and of PGE2 on the formation of 12-L-hydroxy-5,8,10-heptadecatrienoic acid in human platelets. 1980 Adv Prostaglandin Thromboxane Res pmid:7386279
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Hofmann U et al. Measurement of 12(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid and its metabolite 12-oxo-5Z,8E,10E-heptadecatrienoic acid in human plasma by gas chromatography/negative ion chemical ionization mass spectrometry. 1990 Anal. Biochem. pmid:2281869
Leis HJ et al. Quantitative measurement of 5-, 12-, and 15-hydroxyeicosatetraenoic acid together with 12-hydroxyheptadecatrienoic acid by stable isotope dilution gas chromatography-negative ion chemical ionization-mass spectrometry. 1987 Anal. Biochem. pmid:3300415
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Li X et al. Activation of extracellular signal-regulated kinase by 12-hydroxyheptadecatrienoic acid in prostate cancer PC3 cells. 2007 Arch. Biochem. Biophys. pmid:17880908
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Tsunomori M et al. 15-Hydroperoxyeicosapentaenoic acid inhibits arachidonic acid metabolism in rabbit platelets more potently than eicosapentaenoic acid. 1996 Biochim. Biophys. Acta pmid:8679681
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John H and Schlegel W Determination of the pK(a) of 12-S-hydroxyheptadecatrienoic acid by studies of its vial surface adsorption using high-performance liquid chromatography and liquid scintillation technique. 1999 Chem. Phys. Lipids pmid:11458961
John H and Schlegel W Thermodynamic and structural characterization of cis-trans isomerization of 12-(S)-hydroxy-(5Z, 8E, 10E)-heptadecatrienoic acid by high-performance liquid chromatography and gaschromatography-mass spectrometry. 1998 Chem. Phys. Lipids pmid:11458962
Shyue SK et al. Selective augmentation of prostacyclin production by combined prostacyclin synthase and cyclooxygenase-1 gene transfer. 2001 Circulation pmid:11319200
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Hecker M and Ullrich V 12(S)-Hydroxy-5,8,10 (Z,E,E)-heptadecatrienoic acid (HHT) is preferentially metabolized to its 12-keto derivative by human erythrocytes in vitro. 1988 Eicosanoids pmid:3272822
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Höhl W et al. Mass determination of 15-hydroxyprostaglandin dehydrogenase from human placenta and kinetic studies with (5Z, 8E, 10E, 12S)-12-hydroxy-5,8,10-heptadecatrienoic acid as substrate. 1993 Eur. J. Biochem. pmid:8508808
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Tornhamre S et al. Effects of sulfasalazine and a sulfasalazine analogue on the formation of lipoxygenase and cyclooxygenase products. 1989 Eur. J. Pharmacol. pmid:2572437
Fujimoto Y et al. Sphingomyelin inhibits platelet 12-lipoxygenase activity. 1999 Eur. J. Pharmacol. pmid:10478636
Lee JW et al. 12(S)-Hydroxyheptadeca-5Z,8E,10E-trienoic acid suppresses UV-induced IL-6 synthesis in keratinocytes, exerting an anti-inflammatory activity. 2012 Exp. Mol. Med. pmid:22391335
Ishii Y et al. Leukotriene B4 receptor type 2 (BLT2) enhances skin barrier function by regulating tight junction proteins. 2016 FASEB J. pmid:26527063
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Matsunaga Y et al. Leukotriene B4 receptor BLT2 negatively regulates allergic airway eosinophilia. 2013 FASEB J. pmid:23603839
Engels F et al. Effects of apocynin, a drug isolated from the roots of Picrorhiza kurroa, on arachidonic acid metabolism. 1992 FEBS Lett. pmid:1299626
Yokoyama C et al. Expression of human thromboxane synthase using a baculovirus system. 1993 FEBS Lett. pmid:8436233
Sumiya T et al. Effects of reactive oxygen species on arachidonic acid metabolism in rabbit platelets. 1993 Free Radic. Biol. Med. pmid:8359708
Johnsen SA et al. Conversion of arachidonic acid in human maternal and neonatal mononuclear leukocytes. 1983 Immunol. Lett. pmid:6411611
Köller M et al. Effect of the PAF-receptor antagonist SM-12502 on human platelets. 1996 Inflammation pmid:8926050
Engels F et al. Modulation of the release of 9-hydroxy-octadecadienoic acid and other fatty acid derived mediators from guinea-pig pulmonary macrophages. 1990 Int. J. Immunopharmacol. pmid:2329013
Teissier E et al. Interactions of alpha Ni3S2 with guinea pig alveolar macrophages and liberation of inflammatory mediators. 1994 May-Jun J Appl Toxicol pmid:8083477
Kimura Y et al. Effects of stilbenes isolated from medicinal plants on arachidonate metabolism and degranulation in human polymorphonuclear leukocytes. 1995 J Ethnopharmacol pmid:7776662
Fan SY et al. The anti-inflammatory activities of an extract and compounds isolated from Platycladus orientalis (Linnaeus) Franco in vitro and ex vivo. 2012 J Ethnopharmacol pmid:21619922
Powell WS Formation of 6-oxoprostaglandin F1 alpha, 6,15-dioxoprostaglandin F1 alpha, and monohydroxyicosatetraenoic acids from arachidonic acid by fetal calf aorta and ductus arteriosus. 1982 J. Biol. Chem. pmid:6809737
Plastaras JP et al. Xenobiotic-metabolizing cytochromes P450 convert prostaglandin endoperoxide to hydroxyheptadecatrienoic acid and the mutagen, malondialdehyde. 2000 J. Biol. Chem. pmid:10766802
Trebino CE et al. Redirection of eicosanoid metabolism in mPGES-1-deficient macrophages. 2005 J. Biol. Chem. pmid:15722356
Halenda SP et al. Phorbol esters and oleoyl acetoyl glycerol enhance release of arachidonic acid in platelets stimulated by Ca2+ ionophore A23187. 1985 J. Biol. Chem. pmid:3930496
Rao GH et al. Simple method for the separation of monohydroxy fatty acid metabolites of arachidonate metabolism. 1982 J. Chromatogr. pmid:7142327
Okuno T et al. 12(S)-Hydroxyheptadeca-5Z, 8E, 10E-trienoic acid is a natural ligand for leukotriene B4 receptor 2. 2008 J. Exp. Med. pmid:18378794
Liu M et al. 12-Hydroxyheptadecatrienoic acid promotes epidermal wound healing by accelerating keratinocyte migration via the BLT2 receptor. 2014 J. Exp. Med. pmid:24821912
Gus-Brautbar Y and Panigrahy D Time heals all wounds--but 12-HHT is faster. 2014 J. Exp. Med. pmid:24890114
Campbell PB and Tolson TA Modulation of human monocyte leukotactic responsiveness by thromboxane A2 and 12-hydroxyheptadecatrienoic acid (12-HHT). 1988 J. Leukoc. Biol. pmid:3422086
Engels W et al. Influence of a cytomegalovirus infection on functions and arachidonic acid metabolism of rat peritoneal macrophages. 1989 J. Leukoc. Biol. pmid:2540258
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Matsunobu T et al. Thromboxane A synthase-independent production of 12-hydroxyheptadecatrienoic acid, a BLT2 ligand. 2013 J. Lipid Res. pmid:24009185
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Hamasaki Y and Miyazaki S [Characterization of 12-L-hydroxy 5, 8, 10-heptadecatrienoic acid produced by rat basophilic leukemia-2H3 cells]. 1989 Nippon Ketsueki Gakkai Zasshi pmid:2618543
Fujimoto Y et al. Tetrahydrobiopterin attenuates modulation of platelet 12-lipoxygenase and cyclooxygenase activities by nitric oxide. 2001 Nitric Oxide pmid:11178940
Graeber JE et al. Effect of homocysteine and homocystine on platelet and vascular arachidonic acid metabolism. 1982 Pediatr. Res. pmid:6808450
Stuart MJ and Allen JB Arachidonic acid metabolism in the neonatal platelet. 1982 Pediatrics pmid:6804924
Csanyi G et al. Lack of endothelium-derived hyperpolarizing factor (EDHF) up-regulation in endothelial dysfunction in aorta in diabetic rats. 2007 Jul-Aug Pharmacol Rep pmid:17901574
Csányi G et al. Effects of 3-aminopyridine-induced seizures on platelet eicosanoid synthesis. 2008 May-Jun Pharmacol Rep pmid:18622059
Abbate R et al. Activity of dipyrone on intraplatelet arachidonic acid metabolism: an in vitro study. 1989 Jan-Feb Pharmacol. Res. pmid:2726664
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Stenson WF et al. Metabolism of exogenous arachidonic acid by murine macrophage-like tumor cell lines. 1981 Prostaglandins pmid:6803301
Sadowitz PD et al. The platelet cyclooxygenase metabolite 12-L-hydroxy-5, 8, 10-hepta-decatrienoic acid (HHT) may modulate primary hemostasis by stimulating prostacyclin production. 1987 Prostaglandins pmid:3124219
Siegel MI et al. The production of 5-HETE and leukotriene B in rat neutrophils from carrageenan pleural exudates. 1981 Prostaglandins pmid:6259697
Greenwald JE et al. Argentation thin layer chromatography of arachidonic acid metabolites isolated from human platelets. 1981 Prostaglandins pmid:7208953
Muller M and Sorrell TC Inhibition of the human platelet cyclooxygenase response by the naturally occurring phenazine derivative, 1-hydroxyphenazine. 1995 Nov-Dec Prostaglandins pmid:8838240
Morrison AR et al. Thromboxane A2 is the major arachidonic acid metabolite of human cortical hydronephrotic tissue. 1981 Prostaglandins pmid:6894498
She HS et al. Metabolism of prostaglandin endoperoxide by microsomes from cat lung. 1981 Prostaglandins pmid:6894797
Sweeney FJ et al. The use of 12-hydroxyheptadecatrienoic acid (HHT) as an HPLC/spectrophotometric marker for cyclooxygenase pathway activity in resident rat peritoneal cells. 1987 Prostaglandins Leukot Med pmid:3033686
Hall ER et al. Immobilization of catalytically active thromboxane synthase. 1988 Prostaglandins Leukot. Essent. Fatty Acids pmid:3406040
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Espada CE et al. 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. 2007 Prostaglandins Leukot. Essent. Fatty Acids pmid:17618100