Metabolite Card
Formula: C20H32O4 (336.23)
SMILES: CCCCC\C=C/C[C@H](OO)\C=C\C=C/C\C=C/CCCC(O)=O
Synonyms [en]
12(S)-HPETE; 12-Hydroperoxyicosatetraenoate; 12-Hydroperoxyicosatetraenoic acid; omega-9 Hpaa; omega-9-hydroperoxyarachidonic acid; (5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid
Last reviewed on 2024-06-28.
Cite this Page
12(S)-HPETE. 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: BioCAD00000001895). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
12-HPETE is one of the six monohydroperoxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid (Leukotrienes). Reduction of the hydroperoxide yields the more stable hydroxyl fatty acid (+/-)12-HETE. A family of biologically active compounds derived from arachidonic acid by oxidative metabolism through the 5-lipoxygenase pathway. They participate in host defense reactions and pathophysiological conditions such as immediate hypersensitivity and inflammation. They have potent actions on many essential organs and systems, including the cardiovascular, pulmonary, and central nervous system as well as the gastrointestinal tract and the immune system.
DBLinks
- CAS Registry Number: 71774-10-2
- PubChem CID: 5280892
- ChEBI: 15626
- HMDB: HMDB0004243
- LipidMaps: LMFA03060013
- KEGG: C05965
- BioCyc:
- NCBI MeSH: 12-HPETE
- Wikipedia:
Other DBLinks
- CAS Registry Number: 67675-13-2
- CAS Registry Number: 71774-10-2
- PubChem: 5280892
- PubChem: 656507
- ChEBI: ChEBI:15626
- HMDB: HMDB0004243
- LipidMaps: LMFA03060013
- LipidMaps: LMFA03060042
- KEGG: C05965
- NCBI MeSH: 12-HPETE
- RefMet: RM0073924
- Metlin: METLIN_36282
- Metlin: METLIN_3845
- Coconut NaturalProduct: CNP0083637.2
- Coconut NaturalProduct: CNP0083637.3
- Coconut NaturalProduct: CNP0083637.4
Class / Ontology
- WishartLab ClassyFire: [Eicosanoids] Eicosanoids
- RefMet: [HETE] HETE
- LipidMaps: [Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]] Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
- ChEBI: [CHEBI:15626] 12(S)-HPETE
- Coconut NaturalProduct: [Hydroxy-hydroperoxyeicosatetraenoic acids] Hydroxy-hydroperoxyeicosatetraenoic acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01596 | 1.13.11.31 | arachidonate:oxygen 12-oxidoreductase |
| KEGG:R07039 | 5.4.4.7 | 12(S)-HPETE hydroxymutase |
| KEGG:R07040 | 5.4.4.7 | 12(S)-HPETE hydroxymutase |
| KEGG:R13043 | 1.11.1.12 | glutathione:12(S)-HPETE oxidoreductase |
| KEGG:R13045 | 4.2.1.152 | 12(S)-HPETE hydro-lyase |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP4721 | Eicosanoid metabolism via lipooxygenases (LOX) |
| WikiPathways:WP5155 | Arachidonic acid (AA, ARA) oxylipin metabolism |
| WikiPathways:WP4348 | Eicosanoid metabolism via lipoxygenases (LOX) |
| WikiPathways:WP167 | Eicosanoid synthesis |
| 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 |