Compound
(12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate
A 12-HPEPE anion that is the conjugate base of 12(S)-HpEPE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.
Definition from ChEBI (CHEBI:90772), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H29O4
- Mass
- 333.448 g/mol
- Charge
- -1
- InChIKey
- HDMYXONNVAOHFR-UOLHMMFFSA-M
- SMILES
- CC/C=CC/C=CC[C@@H](/C=C/C=CC/C=CCCCC(=O)[O-])OO
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
2 entities
2 entities reached.
0 reported hops2 assembled from the scaffold
What the reference databases state
Chemical structure
- (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate has the functional parent (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateCompoundChEBI CHEBI:90772Inferred only
Statements
3 statements
3 statements · 1 reference database · Subject: (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate · Sources: Rhea
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is converted to (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoateCompoundRhea RHEA:48704Inferred only
- (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate is a substrate of GPX1ProteinRhea RHEA:76703Inferred only
- (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate is a substrate of GPX4ProteinRhea RHEA:76703Inferred only
Reactions
2 reactions
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+dioxygen(12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate
Catalysed by ALOX12
Reaction pageLeft to rightBalanced
Rhea RHEA:48704CC BY 4.0Reference data
(12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate+2glutathione(12S)-hydroxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate+glutathione disulfide+water
Reaction pageLeft to rightBalanced
Rhea RHEA:76703CC BY 4.0Reference data
Other names
5 names
Resolves to: (12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate
- Also called
- (12S)-Hp-(5Z,8Z,10E,14Z,17Z)-EPE(12S)-hydroperoxy-(5Z,8Z,10E,14Z-17Z)-eicosapentaenoate(12S)-hydroperoxy-(5Z,8Z,10E,14Z-17Z)-icosapentaenoate(5Z,8Z,10E,12S,14Z-17Z)-12-hydroperoxyicosapentaenoate
- Systematic name
- (5Z,8Z,10E,12S,14Z-17Z)-12-hydroperoxyicosa-5,8,10,14,17-pentaenoate