Compound
(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate
An icosanoid anion that is the conjugate base of (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.
Definition from ChEBI (CHEBI:132091), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C20H29O5
- Mass
- 349.447 g/mol
- Charge
- -1
- InChIKey
- JIOJPWROWDJRKM-SFHVADPASA-M
- SMILES
- CC[C@H](O)/C=C/C=CC/C=CC/C=CC=C[C@H](CCCC(=O)[O-])OO
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Statements
6 statements
6 statements · 1 reference database · Subject: (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate · Sources: Rhea
- (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate is converted to (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateCompoundRhea RHEA:50204Inferred only
- (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate is converted to (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoateCompoundRhea RHEA:50204Inferred only
- (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate is converted to (5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoateCompoundRhea RHEA:39107Inferred only
- (5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate is converted to (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoateCompoundRhea RHEA:39107Inferred only
- (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate is a substrate of ALOX5ProteinRhea RHEA:50204Inferred only
- (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate is a substrate of ALOX5ProteinRhea RHEA:39107Inferred only
Reactions
3 reactions
(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate(5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate+water
Catalysed by ALOX5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:39107CC BY 4.0Reference data
(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate+dioxygen(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate
Catalysed by ALOX5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:50204CC BY 4.0Reference data
(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate+AH2CHEBI:136056+A+water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:52024CC BY 4.0Reference data
Other names
8 names
Resolves to: (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate
- Also called
- (5S)-Hp-(18S)-H-(6E,8Z,11Z,14Z,16E)-EPE(5S)-Hp-(18S)-HEPE(5S)-HpHEPE18(S)-hydroxy-5(S)-HpEPE(1-)18(S)-hydroxy-5(S)-HpEPE(1−)18S-hydroxy-5S-HpEPE(1-)18S-hydroxy-5S-HpEPE(1−)
- Systematic name
- (5S,6E,8Z,11Z,14Z,16E,18S)-5-hydroperoxy-18-hydroxyicosa-6,8,11,14,16-pentaenoate