Compound
19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
A polyunsaturated fatty acid anion that is the conjugate base of 19-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:76636), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H29O3
- Mass
- 317.449 g/mol
- Charge
- -1
- InChIKey
- SQEKYOLLXDEHLF-LJFNSOSFSA-M
- SMILES
- CC(O)/C=CC/C=CC/C=CC/C=CC/C=CCCCC(=O)[O-]
- 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
What the reference databases state
Chemical structure
- 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate has the functional parent (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateCompoundChEBI CHEBI:76636Inferred only
Statements
6 statements
6 statements · 2 reference databases · Subject: 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate · Sources: Human-GEM, Rhea
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is converted to 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateCompoundHuman-GEM MAR20023Inferred only
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is converted to 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateCompoundHuman-GEM MAR20024Inferred only
- 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP1A1ProteinRhea RHEA:39787Inferred only
- 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP2C19ProteinRhea RHEA:39787Inferred only
- 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP2E1ProteinRhea RHEA:39787Inferred only
- 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate is metabolised by CYP4F3ProteinRhea RHEA:39787Inferred only
Reactions
3 reactions
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+dioxygen+FMNH2CHEBI:17621+water+19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
Catalysed by CYP2E1
Reaction pageLeft to rightBalancedEC 1.14.14.1GO:0005783
Human-GEM MAR20023CC BY 4.0Reference data
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+dioxygen+FMNH2CHEBI:17621+water+19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
Catalysed by CYP2E1
Reaction pageLeft to rightBalancedEC 1.14.14.1GO:0005758
Human-GEM MAR20024CC BY 4.0Reference data
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+reduced [NADPH--hemoprotein reductase]+dioxygen19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP1A1 or CYP2E1 or CYP2C19 or CYP4F3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:39787CC BY 4.0Reference data
Other names
8 names
Resolves to: 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
- Also called
- (5Z,8Z,11Z,14Z,17Z)-19-hydroxyeicosapentaenoate(5Z,8Z,11Z,14Z,17Z)-19-hydroxyicosapentaenoate19-HEPE19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-EPE19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate19-OH-C20:5(omega-3) (1-)19-OH-C20:5(ω-3) (1−)
- Systematic name
- (5Z,8Z,11Z,14Z,17Z)-19-hydroxyicosa-5,8,11,14,17-pentaenoate