5,6-EET (BioCAD00000004976)

blood

Metabolite Card

Formula: C20H32O3 (320.2351)
SMILES: CCCCC\C=C/C\C=C/C\C=C/CC1OC1CCCC(O)=O

Synonyms [en]

5,6-EET; (+/-)5,6-EpETrE; (8Z,11Z,14Z)-5,6-Epoxyeicosa-8,11,14-trienoic acid; 5,6-epoxy-8Z,11Z,14Z-eicosatrienoic acid; (8Z,11Z,14Z)-5,6-Epoxyicosa-8,11,14-trienoic acid; 5,6-epoxy-8,11,14-icosatrienoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5,6-EET. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004976). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5,6-Epoxy-8,11,14-eicosatrienoic acid is an Epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. The epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. EETs have vasodilator and natriuretic effect. Blockade of EET formation is associated with salt-sensitive hypertension. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 81246-84-6
  • CAS Registry Number: NA
  • PubChem: 5283202
  • PubChem: 5353351
  • ChEBI: ChEBI:34450
  • HMDB: HMDB0002190
  • LipidMaps: LMFA03080002
  • KEGG: C14768
  • NCBI MeSH: 5,6-epoxy-8,11,14-eicosatrienoic acid
  • RefMet: RM0153489
  • MoNA: IA000133
  • MoNA: IA000134
  • MoNA: IA000135
  • MoNA: IA000307
  • MoNA: IA000308
  • MoNA: IA000309
  • MoNA: IA000430
  • MoNA: IA000431
  • MoNA: IA000432
  • Metlin: METLIN_3851

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07052 1.14.14.1 C00219 + C00007 + C00005 + C00080<=>C14768 + C00006 + C00001
KEGG:R07111 3.3.2.10 5,6-EET hydrolase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP4720 Eicosanoid metabolism via cytochrome P450 monooxygenases pathway
WikiPathways:WP1250 Arachidonate epoxygenase / epoxide hydrolase
WikiPathways:WP678 Arachidonate epoxygenase / epoxide hydrolase
WikiPathways:WP5155 Arachidonic acid (AA, ARA) oxylipin metabolism
WikiPathways:WP1285 Arachidonate epoxygenase / epoxide hydrolase
WikiPathways:WP4349 Eicosanoid metabolism via cytochrome P450 monooxygenases
WikiPathways:WP1000 Arachidonate epoxygenase / epoxide hydrolase
PathBank:SMP0120730 Leukotriene C4 Synthesis Deficiency
PathBank:SMP0000083 Acetylsalicylic Acid Action Pathway
PathBank:SMP0000087 Rofecoxib Action Pathway
PathBank:SMP0000094 Sulindac Action Pathway
PathBank:SMP0000104 Indomethacin Action Pathway
PathBank:SMP0000120 Naproxen Action Pathway
PathBank:SMP0000106 Meloxicam Action Pathway
PathBank:SMP0000693 Antrafenine Action Pathway
PathBank:SMP0000697 Flurbiprofen Action Pathway
PathBank:SMP0000701 Phenylbutazone Action Pathway
PathBank:SMP0000705 Tiaprofenic Acid Action Pathway
PathBank:SMP0000709 Salicylic Acid Action Pathway
PathBank:SMP0000075 Arachidonic Acid Metabolism
View All Pathways