11,12,15-THETA (BioCAD00000001806)

blood

Metabolite Card

Formula: C20H34O5 (354.2406)
SMILES: CCCCC[C@H](O)\C=C\C(O)C(O)C\C=C/C\C=C/CCCC(O)=O

Synonyms [en]

11,12,15-THETA; 11,12,15S-Trihydroxy-5Z,8Z,13E-eicosatrienoic acid; 11,12,15-Trihydroxyicosatrienoic acid; (5Z,8Z,13E)-(15S)-11,12,15-Trihydroxyicosa-5,8,12-trienoic acid; (5Z,8Z,13E)-(15S)-11,12,15-Trihydroxyeicosa-5,8,12-trienoic acid; (5Z,8Z,13E,15S)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

11,12,15-THETA. 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: BioCAD00000001806). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

11,12,15-trihydroxyeicosatrienoic acid (11,12,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). 11,12,15-THETA is an endothelium-derived relaxing factor. Acetylcholine stimulates AA release from membrane phospholipids of vascular endothelial cells (ECs). AA is released from phosphatidylcholine (PC) and phosphatidylethanolamine (PE) by phospholipase A2 (PLA2), or from phosphatidylinositol (PI) by phospholipase C (PLC) pathway. The diacylglycerol (DAG) lipase can convert DAG into 2-arachidonoylglycerol from which free AA can be released by monoacylglycerol (MAG) lipase or fatty acid amidohydrolase (FAAH). 11,12,15-THETA mediates the acetylcholine-induced vaso-relaxation, via activation of the K+ channels to hyperpolarize the smooth muscle membrane and induce relaxation. (PMID: 12907422, 16024567, 15388505, 14622984).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • PubChem: 11954043
  • ChEBI: ChEBI:34128
  • HMDB: HMDB0004684
  • HMDB: HMDB04684
  • LipidMaps: LMFA03050017
  • KEGG: C14782
  • Metlin: METLIN_36275
  • Coconut NaturalProduct: CNP0256562.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07044 1.14.14.1 C14781 + C00001<=>C14782
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
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
PathBank:SMP0000086 Ibuprofen Action Pathway
PathBank:SMP0000093 Diclofenac Action Pathway
PathBank:SMP0000098 Ketorolac Action Pathway
PathBank:SMP0000102 Bromfenac Action Pathway
PathBank:SMP0000114 Nabumetone Action Pathway
PathBank:SMP0000692 Antipyrine Action Pathway
PathBank:SMP0000696 Fenoprofen Action Pathway
View All Pathways