Compound

(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate

An peptide anion obtained by deprotonation of the carboxylic acid groups and protonation of the amino group of 11(S),15(S)-dihydroxy-14(R)-(S-glutathionyl)-5(Z),8(Z),12(E)-icosatrienoic acid; major species at pH 7.3.

Definition from ChEBI (CHEBI:132200), read 2026-09-23. CC BY 4.0.

CHEBI:132200ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C30H47N3O10S
Mass: 641.784 g/mol
Charge: -2
InChIKey: JHBHHPKTNQAMGQ-MHUJEVIJSA-L
SMILES: CCCCC[C@H](O)[C@@H](/C=C/[C@@H](O)C/C=CC/C=CCCCC(=O)[O-])SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

21 entities

21 entities reached.

0 reported hops21 assembled from the scaffold

Show the remaining 9

What the reference databases state

Statements

66 statements

66 statements · 1 reference database · Subject: (11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate · Sources: Human-GEM

Order

(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA2ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA2ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA2ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA3ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA3ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA3ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA4ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA4ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA4ProteinHuman-GEM MAR01050Inferred only

Show the remaining 54

(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA5ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA5ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTA5ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTK1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTK1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTK1ProteinHuman-GEM MAR03926Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTK1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM2ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM2ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM2ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM3ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM3ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM3ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM4ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM4ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM4ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM5ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM5ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM5ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO2ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO2ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTO2ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTP1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTP1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTP1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTT2BProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTT2BProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTT2BProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTZ1ProteinHuman-GEM MAR03926Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTZ1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTZ1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTZ1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of HPGDSProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of HPGDSProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of HPGDSProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST1ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST1ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST1ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST1ProteinHuman-GEM MAR03926Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST2ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST2ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST2ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST3ProteinHuman-GEM MAR01050Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST3ProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of MGST3ProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of PTGESProteinHuman-GEM MAR01053Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of PTGESProteinHuman-GEM MAR01054Inferred only
(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate is a substrate of PTGESProteinHuman-GEM MAR01050Inferred only

Reactions

6 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
CHEBI:16856+MAM02096c(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by MGST1 or GSTO2 or GSTP1 or MGST2 or GSTZ1 or GSTT2B or GSTM1 or GSTM5 or GSTM3 or MGST3 or PTGES or GSTO1 and 9 more alternatives
Reaction pageReversibleBalancedEC 2.5.1.18cytosol
Human-GEM MAR01050CC BY 4.0Reference data
CHEBI:16856+MAM02096r(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by MGST1 or GSTO2 or GSTP1 or MGST2 or GSTZ1 or GSTT2B or GSTM1 or GSTM5 or GSTM3 or MGST3 or PTGES or GSTO1 and 9 more alternatives
Reaction pageReversibleBalancedEC 2.5.1.18endoplasmic reticulum
Human-GEM MAR01053CC BY 4.0Reference data
CHEBI:16856+MAM02096x(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by MGST1 or GSTO2 or GSTP1 or MGST2 or GSTZ1 or GSTT2B or GSTM1 or GSTM5 or GSTM3 or MGST3 or PTGES or GSTO1 and 9 more alternatives
Reaction pageReversibleBalancedEC 2.5.1.18peroxisome
Human-GEM MAR01054CC BY 4.0Reference data
CHEBI:16856+MAM02096m(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by MGST1 or GSTZ1 or GSTK1
Reaction pageReversibleBalancedEC 2.5.1.18mitochondrial matrix
Human-GEM MAR03926CC BY 4.0Reference data
11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate+glutathione(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by GSTP1 or GSTM1 or GSTM2
Reaction pageLeft to rightBalanced
Rhea RHEA:50260CC BY 4.0Reference data

Other names

3 names

Resolves to: (11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate

Also called: (14S,15S)-hepoxilin A3-C (14R)(14S,15S)-HXA3-C (14R)
Systematic name: (5Z,8Z,11S,12E,14R,15S)-14-({(2R)-2-{[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino}-3-[(carboxylatomethyl)amino]-3-oxopropyl}sulfanyl)-11,15-dihydroxyicosa-5,8,12-trienoate