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12-Hydroxyeicosatetraenoic acid
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ChEBI
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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12-Hydroxyeicosatetraenoic acid (12-HETE) is a derivative of the 20 carbon polyunsaturated fatty acid, arachidonic acid, containing a Hydroxyl residue at carbon 12 and a 5Z,8Z,10E,14Z Cis–trans isomerism configuration (Z=cis, E=trans) in its four double bonds. It was first found as a product of arachidonic acid metabolism made by human and bovine platelets.<ref>Proc Natl Acad Sci U S A. 1974 Sep;71(9):3400-4</ref><ref>Biochim Biophys Acta. 1975 Feb 20;380(2):299-307</ref> However, the term 12-HETE is ambiquous in that it has been used to indicate not only the initially detected "S" stereoisomer, 12(S)-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(S)-HETE or 12S-HETE), made by platelets, but also the later detected R stereoisomer, 12(R)-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(R)-HETE or 12R-HETE) made by other tissues. The two isomers, either directly or after being further metabolized, have been suggested to be involved in a variety of human physiological and pathological reactions. Unlike hormones which are secreted by cells, travel in the circulation to alter the behavior of distant cells, and thereby act as Endocrine signalling agents, these arachidonic acid metabolites act locally as Autocrine signalling agents to regulate the behavior of their cells of origin or as Paracrine signalling agents to regulate the function of nearby cells. In these roles, they may amplify or dampen, expand or contract cellular and tissue responses to disturbances.


12-Hydroxyeicosatetraenoic acid sections
Intro   Production    Further metabolism    Receptor targets and mechanisms of action    Activities and possible clinical significance    Toxic Effects   See also  References  

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''S''::-hete    ''R''::human    Cells::-hpete    ''Z''::receptor    Cancer::biophys    ''E''::these

12-Hydroxyeicosatetraenoic acid
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ChEBI
ChemSpider
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N verify (what is: YesY/N?)
Infobox references
{{#invoke:TemplatePar

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12-Hydroxyeicosatetraenoic acid (12-HETE) is a derivative of the 20 carbon polyunsaturated fatty acid, arachidonic acid, containing a Hydroxyl residue at carbon 12 and a 5Z,8Z,10E,14Z Cis–trans isomerism configuration (Z=cis, E=trans) in its four double bonds. It was first found as a product of arachidonic acid metabolism made by human and bovine platelets.<ref>Proc Natl Acad Sci U S A. 1974 Sep;71(9):3400-4</ref><ref>Biochim Biophys Acta. 1975 Feb 20;380(2):299-307</ref> However, the term 12-HETE is ambiquous in that it has been used to indicate not only the initially detected "S" stereoisomer, 12(S)-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(S)-HETE or 12S-HETE), made by platelets, but also the later detected R stereoisomer, 12(R)-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(R)-HETE or 12R-HETE) made by other tissues. The two isomers, either directly or after being further metabolized, have been suggested to be involved in a variety of human physiological and pathological reactions. Unlike hormones which are secreted by cells, travel in the circulation to alter the behavior of distant cells, and thereby act as Endocrine signalling agents, these arachidonic acid metabolites act locally as Autocrine signalling agents to regulate the behavior of their cells of origin or as Paracrine signalling agents to regulate the function of nearby cells. In these roles, they may amplify or dampen, expand or contract cellular and tissue responses to disturbances.


12-Hydroxyeicosatetraenoic acid sections
Intro   Production    Further metabolism    Receptor targets and mechanisms of action    Activities and possible clinical significance    Toxic Effects   See also  References  

PREVIOUS: IntroNEXT: Production
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