Compound

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

An ω-hydroxy fatty acid anion that is the conjugate base of ω-hydroxyarachdonic acid (20-HETE), obtained by deprotonation of the carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:76624), read 2026-09-23. CC BY 4.0.

CHEBI:76624ChEBI

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Structure

2D depiction

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

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

7 entities

7 entities reached.

0 reported hops7 assembled from the scaffold

What the reference databases state

Chemical structure

20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate has the functional parent (5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundChEBI CHEBI:76624Inferred only

Statements

19 statements

19 statements · 2 reference databases · Subject: 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate · Sources: Human-GEM, Rhea

Order

(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR08556Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR00934Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:79927Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR20008Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR20007Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to 20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:39799Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by ADH4ProteinRhea RHEA:39799Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by ADH4ProteinHuman-GEM MAR20007Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by ADH4ProteinHuman-GEM MAR20008Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by ADH5ProteinHuman-GEM MAR20008Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by ADH5ProteinRhea RHEA:39799Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by UGT1A1ProteinRhea RHEA:79927Inferred only

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20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by UGT1A4ProteinRhea RHEA:79927Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is metabolised by UGT2B7ProteinRhea RHEA:79927Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is transported by SLC22A10ProteinHuman-GEM MAR02404Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is transported by SLCO1B1ProteinHuman-GEM MAR02398Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is transported by SLCO1B1ProteinHuman-GEM MAR02396Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is transported by SLCO1B1ProteinHuman-GEM MAR02400Inferred only
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate is transported by SLCO2A1ProteinHuman-GEM MAR02402Inferred only

Reactions

18 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 undeterminablecytosol, peroxisome, mitochondrial matrix, endoplasmic reticulum, nucleus, extracellular space
Human-GEM MAR00036CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+proton+NADPH(4-)+dioxygen20-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 15 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1, 1.14.15.3cytosol
Human-GEM MAR00934CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM01980c+hydrogencarbonate20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM01980e+hydrogencarbonate
Transported by SLCO1B1
Reaction pageReversibleBalance undeterminableextracellular space, cytosol
Human-GEM MAR02396CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathione20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathione
Transported by SLCO1B1
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR02398CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydrogencarbonate+MAM02901c20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydrogencarbonate+MAM02901e
Transported by SLCO1B1
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR02400CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+CHEBI:16856+hydrogencarbonate20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+CHEBI:16856+hydrogencarbonate
Transported by SLCO2A1
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR02402CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate
Transported by SLC22A10
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR02404CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+proton+NADPH(4-)+dioxygen20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+water+NADP(3-)
Catalysed by CYP4F12
Reaction pageLeft to rightBalancedEC 1.14.14.1endoplasmic reticulum
Human-GEM MAR08556CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR10348CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+ATP+water20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+ADP+proton+phosphate(3-)
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR10409CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+ATP+water20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+ADP+proton+phosphate(3-)
Reaction pageLeft to rightBalancedendoplasmic reticulum, cytosol
Human-GEM MAR10411CC BY 4.0Reference data
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+NAD(+)proton+NADH(2-)+20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoate
Catalysed by ADH4
Reaction pageLeft to rightBalancedEC 1.1.1.105nucleus
Human-GEM MAR20007CC BY 4.0Reference data

Show the remaining 6

Where it reaches

5 systems, 8 regions, 15 tissues, 15 transporter routes — routes, not measurements: transporters known to carry 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate are expressed there, and no source reports it arriving.

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Nervous

Endocrine

Respiratory

Digestive

Reproductive

Other names

11 names

Resolves to: 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate

Also called: (5Z,8Z,11Z,14Z)-20-hydroxyeicosatetraenoate(5Z,8Z,11Z,14Z)-20-hydroxyicosatetraenoate20-HETE20-hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoate20-hydroxyarachidonate20-OH-C20:4(omega-6)(1-)20-OH-C20:4(ω-6)(1−)20H-(5Z,8Z,11Z,14Z)-ETEomega-hydroxyarachidonateω-hydroxyarachidonate
Systematic name: (5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoate