- 同
- 5-hydroxy-eicosatetraenoic acid
- 関
- 5-HPETE
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/01/25 11:13:41」(JST)
[Wiki en表示]
5-Hydroxyeicosatetraenoic acid |
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IUPAC name
(5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid
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Identifiers |
CAS number |
70608-72-9 N |
PubChem |
5280733 |
ChemSpider |
4444314 Y |
ChEBI |
CHEBI:28209 Y |
ChEMBL |
CHEMBL164813 Y |
Jmol-3D images |
Image 1
Image 2 |
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CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)O)O
O=C(O)CCC[C@H](O)/C=C/C=C\C\C=C/C\C=C/CCCCC
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InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 Y
Key: KGIJOOYOSFUGPC-JGKLHWIESA-N Y
InChI=1/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
Key: KGIJOOYOSFUGPC-JGKLHWIEBQ
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Properties |
Molecular formula |
C20H32O3 |
Molar mass |
320.47 g/mol |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
5-Hydroxyeicosatetraenoic acid (5-HETE) is an endogenous eicosanoid. 5-HETE is an intermediate in the pathway of leukotriene synthesis. In addition, it is a modulator of tubuloglomerular feedback.
See also
- 12-Hydroxyeicosatetraenoic acid
UpToDate Contents
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English Journal
- Overexpression of 5-lipoxygenase and its relation with cell proliferation and angiogenesis in 7,12-dimethylbenz(α)anthracene-induced rat mammary carcinogenesis.
- Chatterjee M, Das S, Roy K, Chatterjee M.SourceChemical Carcinogenesis and Chemoprevention Laboratory, Division of Biochemistry, Department of Pharmaceutical Technology, Jadavpur University, Kolkata, West Bengal, India.
- Molecular carcinogenesis.Mol Carcinog.2013 May;52(5):359-69. doi: 10.1002/mc.21858. Epub 2011 Dec 28.
- The present study was performed to investigate the critical role of 5-lipoxygenase (5-LOX) in 7,12-dimethylbenz(α)anthracene (DMBA)-induced rat mammary inflammation associated carcinogenesis. Female Sprague-Dawley rats at 50 days of age were treated with 7,12-dimethylbenz(α)anthracene (DMBA; 0.5�
- PMID 22213124
- Fatty acids induce leukotriene C4 synthesis in macrophages in a fatty acid binding protein-dependent manner.
- Long EK, Hellberg K, Foncea R, Hertzel AV, Suttles J, Bernlohr DA.SourceDepartment of Biochemistry, Molecular Biology, and Biophysics, University of Minnesota, Minneapolis, MN 55455 USA.
- Biochimica et biophysica acta.Biochim Biophys Acta.2013 Apr 12;1831(7):1199-1207. doi: 10.1016/j.bbalip.2013.04.004. [Epub ahead of print]
- Obesity results in increased macrophage recruitment to adipose tissue that promotes a chronic low-grade inflammatory state linked to increased fatty acid efflux from adipocytes. Activated macrophages produce a variety of pro-inflammatory lipids such as leukotriene C4 (LTC4) and 5-, 12-, and 15-hydro
- PMID 23583845
Japanese Journal
- Hypoxia suppresses Kv 2.1 channel expression through endogenous 15-hydroxyeicosatetraenoic acid in rat pulmonary artery
- Guo Lei,Qiu Zhaoping,Zhang Lei [他],CHEN Shuo,ZHU Daling
- The journal of physiological sciences : JPS 60(5), 373-381, 2010-09-01
- NAID 10027504673
- New Method for Synthesizing the Intermediates to 5-HETE from Yeast-mediated Reduction Products by Employing Baeyer-Villiger Oxidation with Complete Retention of Enantiomeric Excess(Organic Chemistry)
- Yamauchi Satoshi,Kinoshita Yoshihiro,Kinoshita Yoshiro
- Bioscience, biotechnology, and biochemistry 67(9), 1959-1969, 2003-09-23
- … (R) and (S)-Aldehydes 2, which are intermediates for the synthesis of (5R) and (5S)-HETE, were respectively synthesized from the yeast-mediated reductive products, hydroxy ester 3 and cis-lactone 4, through Baeyer-Villiger oxidation with complete retention of enantiomeric excess. …
- NAID 110002694333
- Cellular Glutathione Peroxidase as a Predominant Scavenger of Hydroperoxyeicosatetraenoic Acids in Rabbit Alveolar Macrophages
- Chiba Nobuyoshi,Imai Hirotaka,Narashima Kazuki [他],ARAI Masayoshi,OSHIMA Gen-ichiro,KUNIMOTO Manabu,NAKAGAWA Yasuhito
- Biological & pharmaceutical bulletin 22(10), 1047-1051, 1999-10-15
- … The cytosol of rabbit lung alveolar macrophages contains a high amount of peroxidase, which reduces 5-hydroperoxyeicosatetraenoic acid (5-HPETE) to 5-hydroxyeicosatetraenoic acid (5-HETE) in the presence of glutathione. … This peroxidase was purified 69-fold to homogeneity with overall recovery of activity of 18.5%. …
- NAID 110003639540
Related Links
- Buy (±)5-HETE (CAS 73307-52-5), a monohydroxy fatty acid produced by the non-enzymatic oxidation of arachidonic acid, from Santa Cruz. MF: C20H32O3 ... 同義語 (±)5- hydroxy-6E,8Z,11Z,14Z- eicosatetraenoic acid; (±)5 ...
- (+/-) 5-HETE LACTONE;(+/-)5-HYDROXY-6E,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 1,5-LACTONE;(+-)-5-hydroxy-(6E,8Z,11Z,14Z)-*eicosatetraenoic
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- hydroxy-eicosatetraenoic acid