Compound
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate
Conjugate base of 13(S)-HPODE arising from deprotonation of the carboxylic acid function.
Definition from ChEBI (CHEBI:57466), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C18H31O4
- Mass
- 311.442 g/mol
- Charge
- -1
- InChIKey
- JDSRHVWSAMTSSN-IRQZEAMPSA-M
- SMILES
- CCCCC[C@@H](/C=C/C=CCCCCCCCC(=O)[O-])OO
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
15 entities
15 entities reached.
0 reported hops15 assembled from the scaffold
- GPX2ProteinUNIPROT:P18283substrate ofInferred only54 paths27 endpoints
- GPX1ProteinUNIPROT:P07203substrate ofInferred only50 paths25 endpoints
- GPX4ProteinUNIPROT:P36969substrate ofInferred only40 paths20 endpoints
- CYP1A2ProteinUNIPROT:P05177metabolized byInferred only39 paths39 endpoints
- CYP1A1ProteinUNIPROT:P04798metabolized byInferred only32 paths32 endpoints
- CYP1B1ProteinUNIPROT:Q16678metabolized byInferred only30 paths30 endpoints
- GSTA1ProteinUNIPROT:P08263metabolized byInferred only27 paths27 endpoints
- PRDX6ProteinUNIPROT:P30041substrate ofInferred only15 paths15 endpoints
- ALOXE3ProteinUNIPROT:Q9BYJ1substrate ofInferred only14 paths7 endpoints
- GPX3ProteinUNIPROT:P22352substrate ofInferred only13 paths13 endpoints
- CYP2S1ProteinUNIPROT:Q96SQ9metabolized byInferred only11 paths11 endpoints
- GPX6ProteinUNIPROT:P59796substrate ofInferred only8 paths8 endpoints
What the reference databases state
Statements
24 statements
24 statements · 2 reference databases · Subject: (13S)-hydroperoxy-(9Z,11E)-octadecadienoate · Sources: Human-GEM, Rhea
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is converted to (13S)-hydroxy-(9Z,11E)-octadecadienoateCompoundHuman-GEM MAR02441Inferred only
- (9Z,12Z)-octadecadienoate is converted to (13S)-hydroperoxy-(9Z,11E)-octadecadienoateCompoundRhea RHEA:22780Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is converted to 11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoateCompoundRhea RHEA:50212Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is converted to 13-oxo-(9Z,11E)-octadecadienoateCompoundRhea RHEA:48716Inferred only
- linoleic acid is converted to (13S)-hydroperoxy-(9Z,11E)-octadecadienoateCompoundHuman-GEM MAR02440Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is metabolised by CYP1A1ProteinRhea RHEA:48716Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is metabolised by CYP1A2ProteinRhea RHEA:48716Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is metabolised by CYP1B1ProteinRhea RHEA:48716Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is metabolised by CYP2S1ProteinRhea RHEA:48716Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is metabolised by GSTA1ProteinRhea RHEA:48888Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of ALOXE3ProteinRhea RHEA:50212Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of ALOXE3ProteinRhea RHEA:48716Inferred only
Show the remaining 12
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX1ProteinRhea RHEA:48888Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX1ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX2ProteinRhea RHEA:48888Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX2ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX3ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX4ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX4ProteinRhea RHEA:48888Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX5ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX6ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX7ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of GPX8ProteinHuman-GEM MAR02441Inferred only
- (13S)-hydroperoxy-(9Z,11E)-octadecadienoate is a substrate of PRDX6ProteinHuman-GEM MAR02441Inferred only
Reactions
15 reactions
linoleic acid+dioxygen(13S)-hydroperoxy-(9Z,11E)-octadecadienoate
Catalysed by ALOX15 or ALOX15B
Reaction pageLeft to rightBalancedEC 1.13.11.12, 1.13.11.33cytosol
Human-GEM MAR02440CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+proton+NADPH(4-)(13S)-hydroxy-(9Z,11E)-octadecadienoate+water+NADP(3-)
Catalysed by GPX7 or PRDX6 or GPX8 or GPX4 or GPX2 or GPX6 or GPX3 or GPX5 or GPX1
Reaction pageLeft to rightBalancedEC 1.11.1.9cytosol
Human-GEM MAR02441CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+waterMAM00983c+nonanoate
Reaction pageReversibleBalancedcytosol
Human-GEM MAR02442CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+ferricytochrome c+protonMAM00363c+ferrocytochrome c+water
Reaction pageReversibleUnbalancedcytosol
Human-GEM MAR02443CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+ATP+water(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+ADP+proton+phosphate(3-)
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR10016CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate(13S)-hydroperoxy-(9Z,11E)-octadecadienoate
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR10017CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR10208CC BY 4.0Reference data
(9Z,12Z)-octadecadienoate+dioxygen(13S)-hydroperoxy-(9Z,11E)-octadecadienoate
Reaction pageLeft to rightBalanced
Rhea RHEA:22780CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate13-oxo-(9Z,11E)-octadecadienoate+water
Catalysed by CYP1A1 or CYP1A2 or CYP1B1 or CYP2S1 or ALOXE3
Reaction pageLeft to rightBalanced
Rhea RHEA:48716CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate+2glutathione(13S)-hydroxy-(9Z,11E)-octadecadienoate+glutathione disulfide+water
Catalysed by GPX1 or GSTA1 or GPX2 or GPX4
Reaction pageLeft to rightBalanced
Rhea RHEA:48888CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoate11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoate
Catalysed by ALOXE3
Reaction pageLeft to rightBalanced
Rhea RHEA:50212CC BY 4.0Reference data
(13S)-hydroperoxy-(9Z,11E)-octadecadienoateCHEBI:194353
Reaction pageDirection not assertedBalanced
Rhea RHEA:75595CC BY 4.0Reference data
Other names
4 names
Resolves to: (13S)-hydroperoxy-(9Z,11E)-octadecadienoate
- Also called
- (13S)-Hp-(9Z,11E)-ODE(13S)-HpODE13(S)-HPODE anion
- Systematic name
- (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate