Compound
20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
A polyunsaturated fatty acid anion that is the conjugate base of 20-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:76639), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H29O3
- Mass
- 317.449 g/mol
- Charge
- -1
- InChIKey
- PPMOWWAALQWWLJ-NUKMUHRASA-M
- SMILES
- O=C([O-])CCC/C=CC/C=CC/C=CC/C=CC/C=CCCO
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate has the functional parent (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateCompoundChEBI CHEBI:76639Inferred only
Statements
3 statements
3 statements · 1 reference database · Subject: 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate · Sources: Rhea
- 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP4F2ProteinRhea RHEA:39791Inferred only
- 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP4F3ProteinRhea RHEA:39791Inferred only
- 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP4V2ProteinRhea RHEA:39791Inferred only
Reactions
1 reaction
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+reduced [NADPH--hemoprotein reductase]+dioxygen20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP4F2 or CYP4F3 or CYP4V2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:39791CC BY 4.0Reference data
Other names
8 names
Resolves to: 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
- Also called
- (5Z,8Z,11Z,14Z,17Z)-20-hydroxyeicosapentaenoate(5Z,8Z,11Z,14Z,17Z)-20-hydroxyicosapentaenoate20-H-(5Z,8Z,11Z,14Z,17Z)-EPE20-HEPE20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate20-OH-C20:5(omega-3) (1-)20-OH-C20:5(ω-3) (1−)
- Systematic name
- (5Z,8Z,11Z,14Z,17Z)-20-hydroxyicosa-5,8,11,14,17-pentaenoate