Page last updated: 2024-10-24

5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid binding

Definition

Target type: molecularfunction

Binding to 5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid, a straight-chain fatty acid with twenty carbon atoms and four double bonds. [GOC:ai]

5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid (5-HPETE) is a bioactive lipid mediator involved in various cellular processes, including inflammation, immunity, and cell signaling. Its binding to specific target proteins mediates these diverse functions. The molecular function of 5-HPETE binding can be described in detail as follows:

1. **Activation of Lipid Peroxidases:** 5-HPETE serves as a substrate for lipoxygenases, a class of enzymes involved in the metabolism of polyunsaturated fatty acids. Specifically, 5-HPETE is a substrate for 12/15-lipoxygenases, which further metabolize it to generate other bioactive lipid mediators like 12(S)-HETE and 15(S)-HETE. These metabolites contribute to inflammatory responses and cell signaling.
2. **Modulation of Receptor Activity:** 5-HPETE has been shown to bind to and activate G protein-coupled receptors (GPCRs), such as the formyl peptide receptor (FPR). Activation of these receptors triggers downstream signaling pathways, leading to cellular responses like chemotaxis, degranulation, and cytokine production.
3. **Regulation of Gene Expression:** 5-HPETE can directly interact with transcription factors, such as nuclear factor-kappa B (NF-κB), influencing gene expression patterns. NF-κB is a key regulator of inflammation and immune responses, and 5-HPETE's modulation of its activity can impact the expression of inflammatory genes.
4. **Induction of Apoptosis:** In certain contexts, 5-HPETE has been shown to induce apoptosis, or programmed cell death. This apoptotic effect may contribute to the resolution of inflammation and the elimination of damaged cells.
5. **Interactions with Other Biomolecules:** 5-HPETE can also interact with other biomolecules, such as proteins and lipids, to modulate their activity. These interactions contribute to its pleiotropic effects in cellular processes.'
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Proteins (1)

ProteinDefinitionTaxonomy
Oxoeicosanoid receptor 1An oxoeicosanoid receptor 1 that is encoded in the genome of human. [PRO:WCB, UniProtKB:Q8TDS5]Homo sapiens (human)

Compounds (7)

CompoundDefinitionClassesRoles
docosahexaenoateall-cis-docosa-4,7,10,13,16,19-hexaenoic acid : A docosahexaenoic acid having six cis-double bonds at positions 4, 7, 10, 13, 16 and 19.

docosahexaenoate : A polyunsaturated fatty acid anion that is the conjugate base of docosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.

docosahexaenoic acid : Any C22 polyunsaturated fatty acid containing six double bonds.

efalex: a mixture of fish oil and primrose oil; used as a high-docosahexaenoic acid fatty acid supplement
docosahexaenoic acid;
omega-3 fatty acid
algal metabolite;
antineoplastic agent;
Daphnia tenebrosa metabolite;
human metabolite;
mouse metabolite;
nutraceutical
eicosapentaenoic acidall-cis-5,8,11,14,17-icosapentaenoic acid : An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.

icosapentaenoic acid : Any straight-chain, C20 polyunsaturated fatty acid having five C=C double bonds.
icosapentaenoic acid;
omega-3 fatty acid
anticholesteremic drug;
antidepressant;
antineoplastic agent;
Daphnia galeata metabolite;
fungal metabolite;
micronutrient;
mouse metabolite;
nutraceutical
8,11,14-eicosatrienoic acid8,11,14-Eicosatrienoic Acid: A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5.

all-cis-icosa-8,11,14-trienoic acid : An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14.
fatty acid 20:3;
long-chain fatty acid
fungal metabolite;
human metabolite;
nutraceutical
12-hydroxy-5,8,10,14-eicosatetraenoic acid12-HETE : A HETE that is icosa-5,8,10,14-tetraenoic acid substituted by a hydroxy group at position 12. It is a metabolite of arachidonic acid.

12(S)-HETE : A HETE having a (12S)-hydroxy group and (5Z)-, (8Z)-, (10E)- and (14Z)-double bonds.
(5Z,8Z,10E,14Z)-12-hydroxyicosatetraenoic acid;
HETE
human metabolite;
pro-angiogenic agent
5-oxo-6,8,11,14-eicosatetraenoic acid5-ketoeicosatetraenoic acid: a nonenzymatic rearrangement product of leukotriene A4; structure given in first source

5-oxo-ETE : An oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds.
oxoicosatetraenoic acidhuman metabolite;
immunomodulator;
mouse metabolite
11,14,17-eicosatrienoateall-cis-icosa-11,14,17-trienoic acid : An icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17.fatty acid 20:3;
omega-3 fatty acid
5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid(6E,8Z,11Z,13E,15S)-15-hydroxy-5-oxoicosatetraenoic acid : An icosanoid that is (6E,8Z,11Z,13E)-icosatetraenoic acid substituted at positions 5 and 15 by oxo and hydroxy groups respectively.

5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid: a potent eosinophil chemotactic lipid formed by incubating human eosinophils with arachidonic acid
enone;
hydroxy polyunsaturated fatty acid;
icosanoid;
long-chain fatty acid;
oxo fatty acid;
secondary allylic alcohol
human xenobiotic metabolite