Compound
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
Conjugate base of 5(S)-HPETE arising from deprotonation of the carboxylic acid function.
Definition from ChEBI (CHEBI:57450), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C20H31O4
- Mass
- 335.464 g/mol
- Charge
- -1
- InChIKey
- JNUUNUQHXIOFDA-JGKLHWIESA-M
- SMILES
- CCCCC/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
13 entities
13 entities reached.
0 reported hops13 assembled from the scaffold
- ALOX5ProteinUNIPROT:P09917substrate ofInferred only55 paths55 endpoints
- CYP1A2ProteinUNIPROT:P05177metabolized byInferred only39 paths39 endpoints
- CYP1A1ProteinUNIPROT:P04798metabolized byInferred only32 paths32 endpoints
- CYP1B1ProteinUNIPROT:Q16678metabolized byInferred only30 paths30 endpoints
- GPX2ProteinUNIPROT:P18283substrate ofInferred only27 paths27 endpoints
- GPX1ProteinUNIPROT:P07203substrate ofInferred only25 paths25 endpoints
- GPX4ProteinUNIPROT:P36969substrate ofInferred only20 paths20 endpoints
- PTGESProteinUNIPROT:O14684substrate ofInferred only13 paths13 endpoints
- CYP2S1ProteinUNIPROT:Q96SQ9metabolized byInferred only11 paths11 endpoints
- MGST3ProteinUNIPROT:O14880substrate ofInferred only11 paths11 endpoints
- ALOX15BProteinUNIPROT:O15296substrate ofInferred only11 paths11 endpoints
- MGST2ProteinUNIPROT:Q99735substrate ofInferred only10 paths10 endpoints
Show the remaining 1
What the reference databases state
Statements
18 statements
18 statements · 1 reference database · Subject: (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate · Sources: Rhea
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is converted to (5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:53652Inferred only
- (5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:17485Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is converted to 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:48632Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is converted to 7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoateCompoundRhea RHEA:41251Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is converted to leukotriene A4CompoundRhea RHEA:17961Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP1A1ProteinRhea RHEA:48632Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP1A2ProteinRhea RHEA:48632Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP1B1ProteinRhea RHEA:48632Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP2S1ProteinRhea RHEA:48632Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of ALOX15BProteinRhea RHEA:53652Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of ALOX5ProteinRhea RHEA:17961Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of ALOXE3ProteinRhea RHEA:41251Inferred only
Show the remaining 6
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of GPX1ProteinRhea RHEA:48620Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of GPX2ProteinRhea RHEA:48620Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of GPX4ProteinRhea RHEA:48620Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of MGST2ProteinRhea RHEA:48620Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of MGST3ProteinRhea RHEA:48620Inferred only
- (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of PTGESProteinRhea RHEA:48620Inferred only
Reactions
6 reactions
(5Z,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
Catalysed by ALOX5
Reaction pageLeft to rightBalanced
Rhea RHEA:17485CC BY 4.0Reference data
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoateleukotriene A4+water
Catalysed by ALOX5
Reaction pageLeft to rightBalanced
Rhea RHEA:17961CC BY 4.0Reference data
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoate
Catalysed by ALOXE3
Reaction pageLeft to rightBalanced
Rhea RHEA:41251CC BY 4.0Reference data
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+2glutathione(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+glutathione disulfide+water
Catalysed by PTGES or MGST3 or GPX1 or GPX2 or GPX4 or MGST2
Reaction pageLeft to rightBalanced
Rhea RHEA:48620CC BY 4.0Reference data
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoate+water
Catalysed by CYP1A1 or CYP1A2 or CYP1B1 or CYP2S1
Reaction pageLeft to rightBalanced
Rhea RHEA:48632CC BY 4.0Reference data
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate
Catalysed by ALOX15B
Reaction pageLeft to rightBalanced
Rhea RHEA:53652CC BY 4.0Reference data
Other names
4 names
Resolves to: (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
- Also called
- (5S)-Hp-(6E,8Z,11Z,14Z)-ETE(5S)-HpETE5(S)-HPETE anion
- Systematic name
- (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate