12(R)-HPETE (BioCAD00000001892)
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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(R)-HPETE; 12R-HpETE; 12R-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid; (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid; 12R-hydroperoxyeicosatetraenoate
Last reviewed on 2024-06-28.
Cite this Page
12(R)-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: BioCAD00000001892). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
12(R)-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. The epidermal lipoxygenases 12R-LOX and eLOX3 act in sequence to convert arachidonic acid via 12(R)-HPETE to 12(R)-HETE and the corresponding epoxyalcohol, 8(R)-hydroxy-11(R),12(R)-epoxyeicosatrienoic acid. The epidermal lipoxygenases 12R-LOX and eLOX3 are the gene products of ALOX12B and ALOXE3. Mutations in ALOXE3 or ALOX12B have been found in families with autosomal-recessive congenital ichthyosis (ARCI). ARCI is a clinically and genetically heterogeneous group of severe hereditary keratinization disorders characterized by intense scaling of the whole integument, and differences in color and shape, often associated with erythema. Mutations in ALOXE3 and ALOX12B on chromosome 17p13, which code for two different epidermal lipoxygenases, were found in patients with ichthyosiform erythroderma. Genetic studies indicated that 12R-lipoxygenase (12R-LOX) or epidermal lipoxygenase-3 (eLOX3) was mutated in six families affected by non-bullous congenital ichthyosiform erythroderma (NCIE), one of the main clinical forms of ichthyosis. (PMID: 16116617, 15629692).
DBLinks
- CAS Registry Number: 126873-49-2
- PubChem CID: 9548885
- ChEBI: 34145
- HMDB: HMDB0004692
- LipidMaps: LMFA03060070
- KEGG: C14812
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 126873-49-2
- PubChem: 9548885
- ChEBI: ChEBI:34145
- HMDB: HMDB0004692
- LipidMaps: LMFA03060070
- KEGG: C14812
- RefMet: RM0149890
- Metlin: METLIN_36322
- Coconut NaturalProduct: CNP0083637.1
- Coconut NaturalProduct: CNP0083637.5
Class / Ontology
- WishartLab ClassyFire: [Eicosanoids] Eicosanoids
- RefMet: [HETE] HETE
- LipidMaps: [Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]] Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
- ChEBI: [CHEBI:34145] 12(R)-HPETE
- Coconut NaturalProduct: [Hydroxy-hydroperoxyeicosatetraenoic acids] Hydroxy-hydroperoxyeicosatetraenoic acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07038 | 1.13.11.- | arachidonate: oxygen 12-oxidoreductase |
| KEGG:R13044 | 4.2.1.152 | 12(R)-HPETE hydro-lyase |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP4721 | Eicosanoid metabolism via lipooxygenases (LOX) |
| WikiPathways:WP4586 | Metabolism of alpha-linolenic acid |
| 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 |