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

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

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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
Weight Loss D015431 56 associated lipids
Uremia D014511 33 associated lipids
Seizures D012640 87 associated lipids
Pleurisy D010998 20 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Kidney Failure, Chronic D007676 51 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
John H et al. Development and review of radioimmunoassay of 12-S-hydroxyheptadecatrienoic acid. 1998 Prostaglandins Other Lipid Mediat. pmid:9785378
Fujimoto Y et al. Comparison of the effects of nitric oxide and peroxynitrite on the 12-lipoxygenase and cyclooxygenase metabolism of arachidonic acid in rabbit platelets. 1998 Prostaglandins Leukot. Essent. Fatty Acids pmid:9774172
Kis B et al. The effect of substance P on the arachidonate cascade of rat platelets. 1997-1998 Acta Physiol Hung pmid:9706302
Sakuma S et al. Effects of daphnodorin A, B and C, new flavans isolated from traditional Chinese medicine, on the 12-lipoxygenase and cyclooxygenase metabolism of arachidonic acid in rabbit platelets. 1998 Prostaglandins Leukot. Essent. Fatty Acids pmid:9578153
Ruf A et al. Characterization of the thromboxane synthase pathway product 12-oxoheptadeca-5(Z)-8(E)-10(E)-trienoic acid as a thromboxane A2 receptor antagonist with minimal intrinsic activity. 1998 Br. J. Haematol. pmid:9576182
Mezei Z et al. Platelet eicosanoids and the effect of captopril in blood pressure regulation. 1997 Eur. J. Pharmacol. pmid:9527508
Margalit A et al. Regulation of prostaglandin biosynthesis in vivo by glutathione. 1998 Am. J. Physiol. pmid:9486284
Calzada C et al. Low concentrations of lipid hydroperoxides prime human platelet aggregation specifically via cyclo-oxygenase activation. 1997 Biochem. J. pmid:9230133
Köller M et al. Effect of the PAF-receptor antagonist SM-12502 on human platelets. 1996 Inflammation pmid:8926050
Berdeaux O et al. Effects of a trans isomer of arachidonic acid on rat platelet aggregation and eicosanoid production. 1996 J. Lipid Res. pmid:8906600
Beving H et al. Abnormally high platelet activity after discontinuation of acetylsalicylic acid treatment. 1996 Blood Coagul. Fibrinolysis pmid:8845467
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
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
Rosolowsky M et al. Metabolism of arachidonic acid by canine polymorphonuclear leukocytes synthesis of lipoxygenase and omega-oxidized metabolites. 1996 Biochim. Biophys. Acta pmid:8652640
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
Linssen MC et al. Production of arachidonic acid metabolites in adult rat cardiac myocytes, endothelial cells, and fibroblast-like cells. 1993 Am. J. Physiol. pmid:8456996
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
Satoh K et al. Effects of sulfonylurea agents on platelet arachidonic acid metabolism; study on platelet homogenates. 1994 Biochem. Pharmacol. pmid:8093094
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
Beving H et al. Inter-individual variations of the effect of low dose aspirin regime on platelet cyclooxygenase activity. 1994 Thromb. Res. pmid:8029807
Fujimoto Y et al. High density lipoprotein inhibits platelet 12-lipoxygenase activity. 1994 Res. Commun. Mol. Pathol. Pharmacol. pmid:7827811
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
Chabannes B et al. Decreased arachidonic acid metabolism in human platelets by autologous neutrophils: possible role of cell adhesion. 1994 Biochem. J. pmid:7516654
Vincent JE et al. Determination of the formation of thromboxane B2 (TxB2), 12L-hydroxy-5,8,10 heptadecatrienoic acid (HHT) and 12L-hydroxy-5,8,10,14 eicosatrienoic acid (HETE) from arachidonic acid and of the TxB2 :HHT, TxB2 :HETE and (TxB2 +HHT) :HETE ratio in human platelets. Possible use in diagnostic purposes. 1980 Prostaglandins Med pmid:7413847
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
Best LC et al. Thromboxane B2 production and lipid peroxidation in human blood platelets. 1980 Adv Prostaglandin Thromboxane Res pmid:7386271
Kinoshita K et al. Bioconversion of arachidonic acid in human amnion during pregnancy and labor. 1980 Adv Prostaglandin Thromboxane Res pmid:7376992
Greenwald JE et al. Argentation thin layer chromatography of arachidonic acid metabolites isolated from human platelets. 1981 Prostaglandins pmid:7208953
Hall ER and Tai HH Purification of thromboxane synthetase and evidence of two distinct mechanisms for the formation of 12-L-hydroxy-5,8,10-heptadecatrienoic acid by porcine lung microsomes. 1981 Biochim. Biophys. Acta pmid:7197552
Rao GH et al. Simple method for the separation of monohydroxy fatty acid metabolites of arachidonate metabolism. 1982 J. Chromatogr. pmid:7142327
She HS et al. Metabolism of prostaglandin endoperoxide by microsomes from cat lung. 1981 Prostaglandins pmid:6894797
Morrison AR et al. Thromboxane A2 is the major arachidonic acid metabolite of human cortical hydronephrotic tissue. 1981 Prostaglandins pmid:6894498
Miller JL et al. Arachidonic acid metabolism in guinea pig megakaryocytes. 1982 Biochem. Biophys. Res. Commun. pmid:6812584
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
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
Stenson WF et al. Metabolism of exogenous arachidonic acid by murine macrophage-like tumor cell lines. 1981 Prostaglandins pmid:6803301
Eling T et al. Separation of prostaglandins, thromboxane, hydroxy fatty acids and arachidonic acid by high pressure liquid chromatography. 1980 Prostaglandins Med pmid:6779300
Johnsen SA et al. Conversion of arachidonic acid in human maternal and neonatal mononuclear leukocytes. 1983 Immunol. Lett. pmid:6411611
Stuart MJ The effect of irradiation on platelet arachidonic acid metabolism. 1983 Mar-Apr Transfusion pmid:6404019
Defreyn G et al. Familial bleeding tendency with partial platelet thromboxane synthetase deficiency: reorientation of cyclic endoperoxide metabolism. 1981 Br. J. Haematol. pmid:6268139
Siegel MI et al. The production of 5-HETE and leukotriene B in rat neutrophils from carrageenan pleural exudates. 1981 Prostaglandins pmid:6259697
Driss F et al. Inhibition of platelet aggregation and thromboxane synthesis after intake of small amount of icosapentaenoic acid. 1984 Thromb. Res. pmid:6098051
Liu Y et al. 12-L-hydroxy-5,8,10-heptadecatrienoic acid (HHT) is an excellent substrate for NAD+-dependent 15-hydroxyprostaglandin dehydrogenase. 1985 Biochem. Biophys. Res. Commun. pmid:4004878
Kimura Y et al. Effects of stilbene derivatives on arachidonate metabolism in leukocytes. 1985 Biochim. Biophys. Acta pmid:3931689
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
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
Hall ER et al. Immobilization of catalytically active thromboxane synthase. 1988 Prostaglandins Leukot. Essent. Fatty Acids pmid:3406040
Yg G et al. [Effect of Allium cepa L. var. agrogatum Don and Allium macrostemon Bunge on arachidonic acid metabolism]. 1988 Yao Xue Xue Bao pmid:3400480
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
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
Vericel E et al. Platelets and aging. I--Aggregation, arachidonate metabolism and antioxidant status. 1988 Thromb. Res. pmid:3129819
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
Rousson D et al. Acute myocardial infarction: measurement of arachidonate end-products in whole blood as an index of platelet cyclo-oxygenase activity in vivo. 1987 Thromb. Res. pmid:3122356
Zulak IM et al. A fast, nondestructive purification scheme for prostaglandin H2 using a nonaqueous, bonded-phase high-performance liquid chromatography system. 1986 Anal. Biochem. pmid:3085539
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
Hamsten A et al. Shortened megakaryocyte-platelet regeneration time in young survivors of myocardial infarction. 1985 Am. Heart J. pmid:2866703
Yue TL et al. [Effects of anisodamine on the metabolism of arachidonic acid by rat pleural neutrophils]. 1988 Yao Xue Xue Bao pmid:2855772
Kouzan S et al. Stimulation of arachidonic acid metabolism by adherence of alveolar macrophages to a plastic substrate. Modulation by fetal bovine serum. 1988 Am. Rev. Respir. Dis. pmid:2827547
Tong L and Yue TL [Effect of dauricine on rat and human platelet aggregation and metabolism of arachidonic acid in washed rat platelets]. 1989 Yao Xue Xue Bao pmid:2801142
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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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Ishii Y et al. Leukotriene B4 receptor type 2 (BLT2) enhances skin barrier function by regulating tight junction proteins. 2016 FASEB J. pmid:26527063
Yue TL et al. [Effects of anisodamine on the metabolism of arachidonic acid by washed rat platelets]. 1989 Yao Xue Xue Bao pmid:2618712
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
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
Li NY [Selective inhibitory effects of flufenamic acid on metabolic pathways of arachidonate 5-lipoxygenase and cyclooxygenase]. 1989 Sheng Li Ke Xue Jin Zhan pmid:2561227
Yue TL and Tong L [Effects of dauricine on the metabolism of arachidonic acid in rat pleural neutrophils]. 1989 Zhongguo Yao Li Xue Bao pmid:2558500
Panosian AG et al. [Action of adaptogens: cucurbitacin R diglucoside as a stimulator of arachidonic acid metabolism in the rat adrenal gland]. 1989 Mar-Apr Probl Endokrinol (Mosk) pmid:2544873
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
Guichardant M et al. Metabolism of endogenous arachidonic acid in weakly activated platelets. Absence of leukocyte cooperative products in whole blood. 1989 Eicosanoids pmid:2516743
Ozaki Y et al. Correlation of intracellular and extracellular calcium ion concentrations with synergy between 1,2-dioctanoyl-sn-glycerol and ionomycin in platelet arachidonic acid mobilization. 1989 Biochim. Biophys. Acta pmid:2499357
Gus-Brautbar Y and Panigrahy D Time heals all wounds--but 12-HHT is faster. 2014 J. Exp. Med. pmid:24890114
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
Matsunobu T et al. Thromboxane A synthase-independent production of 12-hydroxyheptadecatrienoic acid, a BLT2 ligand. 2013 J. Lipid Res. pmid:24009185
Matsunaga Y et al. Leukotriene B4 receptor BLT2 negatively regulates allergic airway eosinophilia. 2013 FASEB J. pmid:23603839
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
Frömel T et al. Cytochrome P4502S1: a novel monocyte/macrophage fatty acid epoxygenase in human atherosclerotic plaques. 2013 Basic Res. Cardiol. pmid:23224081
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
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
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
O'Keefe SF et al. Trans n-3 eicosapentaenoic and docosahexaenoic acid isomers exhibit different inhibitory effects on arachidonic acid metabolism in human platelets compared to the respective cis fatty acids. 1990 J. Lipid Res. pmid:2144870
Beving H et al. Effects on cyclo-oxygenase of low and high dose aspirin. 1990 Thromb. Res. pmid:2122535
Bauer J et al. Arzanol, a prenylated heterodimeric phloroglucinyl pyrone, inhibits eicosanoid biosynthesis and exhibits anti-inflammatory efficacy in vivo. 2011 Biochem. Pharmacol. pmid:20933508
Sakuma S et al. Perfluorinated carboxylic acids inhibit cyclooxygenase pathway more potently than 12-lipoxygenase pathway in rat platelets. 2010 Oct-Dec Prostaglandins Leukot. Essent. Fatty Acids pmid:20678909
Koeberle A et al. Myrtucommulone, a natural acylphloroglucinol, inhibits microsomal prostaglandin E(2) synthase-1. 2009 Br. J. Pharmacol. pmid:19298395
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Duncan EM and Lloyd JV Interference caused by acid extraction in the study of diacylglycerol in platelets. 1991 Blood Coagul. Fibrinolysis pmid:1893058
Csányi G et al. Effects of 3-aminopyridine-induced seizures on platelet eicosanoid synthesis. 2008 May-Jun Pharmacol Rep pmid:18622059
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
Chevy F et al. A unique pool of free arachidonate serves as substrate for both cyclooxygenase and lipoxygenase in platelets. 1991 Lipids pmid:1819690
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
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
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
Fujimoto Y et al. Monochloramine potently inhibits arachidonic acid metabolism in rat platelets. 2006 Biochem. Biophys. Res. Commun. pmid:16615995
Stenke L et al. Deficient lipoxin synthesis: a novel platelet dysfunction in myeloproliferative disorders with special reference to blastic crisis of chronic myelogenous leukemia. 1991 Blood pmid:1659470
Guichardant M et al. Effects of 9, 12, 15-octadecatrien-6-ynoic acid on the metabolism of arachidonic acid in platelets and on platelet aggregation. 1992 Thromb. Res. pmid:1636161
Forsell PK et al. Polychlorinated biphenyls induce arachidonic acid release in human platelets in a tamoxifen sensitive manner via activation of group IVA cytosolic phospholipase A2-alpha. 2005 Biochem. Pharmacol. pmid:16290172