15H-11,12-EETA (BioCAD00000001969)
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Metabolite Card
Formula: C20H32O4 (336.23)
SMILES: CCCCC[C@H](O)\C=C\C1OC1C\C=C/C\C=C/CCCC(O)=O
Synonyms [en]
15H-11,12-EETA; (5Z,8Z,13E)-(15S)-11,12-Epoxy-15-hydroxyicosa-5,8,13-trienoic acid; 11,12-Epoxy-15S-hydroxy-5Z,8Z,13E-eicosatrienoic acid; (5Z,8Z,13E)-(15S)-11,12-Epoxy-15-hydroxyeicosa-5,8,13-trienoic acid; 15-hydroxy-11,12-epoxyeicosatrienoic acid; (+/-)11,12-Ep-15S-HETrE
Last reviewed on 2024-06-28.
Cite this Page
15H-11,12-EETA. 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: BioCAD00000001969). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
15H-11,12-EETA is an epoxyeicosatrienoic acid (EET). The role of EETs in regulation of the cerebral circulation has become more important, since it was realized that EETs are produced in another specialized cell type of the brain, the astrocytes. It has become evident that EETs released from astrocytes may mediate cerebral functional hyperemia. Molecular and pharmacological evidence hve shown that neurotransmitter release and spillover onto astrocytes can generate EETs. Since these EETs may reach the vasculature via astrocyte foot-processes, they have the same potential as their endothelial counterparts to hyperpolarize and dilate cerebral vessels. P450 enzymes contain heme in their catalytic domain and nitric oxide (NO) appears to bind to these heme moieties and block formation of P450 products, including EETs. Thus, there appears to be crosstalk between P450 enzymes and NO/NO synthase. The role of fatty acid metabolites and cerebral blood flow becomes even more complex in light of data demonstrating that cyclooxygenase products can act as substrates for P450 enzymes. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597, 11413051, 10519554, 11893556).
DBLinks
- CAS Registry Number: 877878-78-9
- PubChem CID: 11954042
- ChEBI: 34160
- HMDB: HMDB0005050
- LipidMaps: LMFA03080007
- KEGG: C14781
- BioCyc:
- NCBI MeSH: 15-hydroxy-11,12-epoxyeicosatrienoic acid
- Wikipedia:
Other DBLinks
- CAS Registry Number: 877878-78-9
- PubChem: 11954042
- ChEBI: ChEBI:34160
- HMDB: HMDB0005050
- LipidMaps: LMFA03080007
- KEGG: C14781
- NCBI MeSH: 15-hydroxy-11,12-epoxyeicosatrienoic acid
- RefMet: RM0153331
- Metlin: METLIN_36366
- Coconut NaturalProduct: CNP0153431.1
- Coconut NaturalProduct: CNP0153431.2
- Coconut NaturalProduct: CNP0153431.3
Class / Ontology
- WishartLab ClassyFire: [Medium-chain hydroxy acids and derivatives] Medium-chain hydroxy acids and derivatives
- RefMet: [EpETrE] EpETrE
- LipidMaps: [Epoxyeicosatrienoic acids [FA0308]] Epoxyeicosatrienoic acids [FA0308]
- ChEBI: [CHEBI:34160] 15H-11,12-EETA
- Coconut NaturalProduct: [Epoxyeicosatrienoic acids] Epoxyeicosatrienoic acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07042 | 1.14.14.1 | C05966<=>C14781 |
| KEGG:R07044 | 1.14.14.1 | C14781 + C00001<=>C14782 |
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 |