Compound
(14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate
A polyunsaturated fatty acid anion that is the conjugate base of 14(S)-HPDHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:78048), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C22H31O4
- Mass
- 359.486 g/mol
- Charge
- -1
- InChIKey
- OAGAUECBCOAGOL-OUKOMXQNSA-M
- SMILES
- CC/C=CC/C=CC[C@@H](/C=C/C=CC/C=CC/C=CCCC(=O)[O-])OO
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
- ALOX12ProteinUNIPROT:P18054substrate ofInferred only56 paths28 endpoints
- ALOX5ProteinUNIPROT:P09917substrate ofInferred only55 paths55 endpoints
- ALOX15ProteinUNIPROT:P16050substrate ofInferred only32 paths32 endpoints
- all-cis-docosa-4,7,10,13,16,19-hexaenoic acidCompoundCHEBI:28125converted toInferred only3 paths3 endpoints
What the reference databases state
Statements
8 statements
8 statements · 1 reference database · Subject: (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate · Sources: Rhea
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is converted to (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoateCompoundRhea RHEA:53532Inferred only
- (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate is converted to (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoateCompoundRhea RHEA:53532Inferred only
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is converted to all-cis-docosa-4,7,10,13,16,19-hexaenoic acidCompoundRhea RHEA:41332Inferred only
- all-cis-docosa-4,7,10,13,16,19-hexaenoic acid is converted to (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoateCompoundRhea RHEA:41332Inferred only
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is a substrate of ALOX12ProteinRhea RHEA:53532Inferred only
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is a substrate of ALOX12ProteinRhea RHEA:41332Inferred only
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is a substrate of ALOX15ProteinRhea RHEA:41332Inferred only
- (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate is a substrate of ALOX5ProteinRhea RHEA:41332Inferred only
Reactions
2 reactions
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid+dioxygen(14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate
Catalysed by ALOX5 or ALOX15 or ALOX12
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41332CC BY 4.0Reference data
(14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate+water
Catalysed by ALOX12
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53532CC BY 4.0Reference data
Other names
3 names
Resolves to: (14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate
- Also called
- (14S)-Hp-(4Z,7Z,10Z,12E,16Z,19Z)-DHE(14S)-HpDHE
- Systematic name
- (4Z,7Z,10Z,12E,14S,16Z,19Z)-14-hydroperoxydocosa-4,7,10,12,16,19-hexaenoate