Compound

13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate

A HETE anion that is the conjugate base of 13-HETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:136524), read 2026-09-23. CC BY 4.0.

CHEBI:136524ChEBI

Open in the graph

Structure

2D depiction · 3D model shown

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A generated conformer of 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C20H31O3
Mass: 319.465 g/mol
Charge: -1
InChIKey: SAKQICHVWOJSNI-BWWNDVLWSA-M
SMILES: CCCCC/C=CC(O)/C=CC/C=CC/C=CCCCC(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Chemical structure

13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate has the functional parent (5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundChEBI CHEBI:136524Inferred only

Statements

4 statements

4 statements · 2 reference databases · Subject: 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate · Sources: Human-GEM, Rhea

Order

(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR00936Inferred only
13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP1A2ProteinRhea RHEA:52292Inferred only
13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP2C9ProteinRhea RHEA:52292Inferred only
13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by CYP3A4ProteinRhea RHEA:52292Inferred only

Reactions

3 reactions

11R-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+15-oxoprostaglandin E1+MAM00014x+(18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate+MAM00254c+MAM00254m+MAM00254x+20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00274c+MAM00274r+MAM00276c+MAM00277c+MAM00278c+MAM00280c+MAM00282c+11beta-hydroxyandrost-4-ene-3,17-dione+11beta-hydroxyandrost-4-ene-3,17-dione+11beta-hydroxyandrost-4-ene-3,17-dione+MAM00293c+MAM00297c+MAM00298c+MAM00304c+MAM00306c+MAM00308c+MAM00318c+MAM00318r+MAM00319c+MAM00320c+MAM00321c+MAM00322c+MAM00323c+MAM00323r+MAM00324r+MAM00327c+MAM00327r+MAM00328c+MAM00328r+MAM00333r+12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate+(13S)-hydroxy-(9Z,11E)-octadecadienoate+MAM00338c+MAM00340c+MAM00352r+13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00364c+14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate+(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate+MAM00378c+MAM00382c+15-deoxy-Delta(12,14)-prostaglandin J2+MAM00384c+MAM00386c+MAM00386r+MAM00386x+MAM00387c+MAM00387r+MAM00387x+MAM00388c+MAM00388r+MAM00388x+MAM00389c+MAM00389r+MAM00389x+15-oxoprostaglandin F2alpha+MAM00395c+16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00398x+17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00424m+MAM00425x+MAM00426c+18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00430c+MAM00590c+MAM00595c+MAM00595r+MAM00598c+MAM00598r+MAM00602c+MAM00687m+MAM00687x+MAM01038n+MAM01039x+MAM01041n+MAM01046c+MAM01047c+MAM01049c+MAM01050c+MAM01051c+5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoate+MAM01055c+MAM01120c+MAM01120r+MAM01122c+MAM01122r+MAM01150c+MAM01150m+MAM01150x+MAM01153c+MAM01153m+MAM01153r+MAM01153x+MAM01167c+MAM01168r+MAM01171c+MAM01171m+MAM01171x+MAM01172c+MAM01172m+MAM01172x+7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM01202c+MAM01208c+8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate+MAM01210c+MAM01213c+MAM01239c+(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate+(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate+MAM02368c+MAM02395n+MAM02395r+MAM02395x+MAM02396r+MAM02396x+malonaldehyde+MAM02538c+MAM02538n+MAM02649m+MAM02649x+prostaglandin E2+prostaglandin E3+prostaglandin H1+prostaglandin J2+MAM02797c+MAM02798c+MAM02799c+MAM02851c+MAM02852c+MAM02862c+MAM02863c+MAM02864c+MAM03055c+MAM03055r+MAM03055x+MAM03056cMAM10003e
Reaction pageLeft to rightBalance undeterminableGO:0005829, GO:0005777, GO:0005759, GO:0005783, GO:0005634, GO:0005615
Human-GEM MAR00036CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+proton+NADPH(4-)+dioxygen13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+water+NADP(3-)
Catalysed by CYP3A43 or CYP2D6 or CYP3A5 or CYP2C18 or CYP2E1 or CYP2J2 or CYP1B1 or CYP2C9 or CYP2C8 or CYP1A1 or CYP1A2 or CYP4B1 and 14 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1GO:0005829
Human-GEM MAR00936CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+reduced [NADPH--hemoprotein reductase]+dioxygen13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP1A2 or CYP3A4 or CYP2C9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:52292CC BY 4.0Reference data

Other names

3 names

Resolves to: 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate

Also called: (5Z,8Z,11Z,14Z)-13-hydroxyicosatetraenoate13-hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoate
Systematic name: (5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoate