Compound

(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate

A hydroperoxydocosahexaenoate that is the conjugate base of (17S)-HPDoHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:133795), read 2026-09-23. CC BY 4.0.

CHEBI:133795ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C22H31O4
Mass: 359.486 g/mol
Charge: -1
InChIKey: BNHQALRBDJVUQB-YTQNUIGOSA-M
SMILES: CC/C=CC[C@@H](/C=C/C=CC/C=CC/C=CC/C=CCCC(=O)[O-])OO
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Statements

3 statements

3 statements · 1 reference database · Subject: (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate · Sources: Rhea

Order

all-cis-docosa-4,7,10,13,16,19-hexaenoic acid is converted to (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateCompoundRhea RHEA:50840Inferred only
(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate is a substrate of GPX1ProteinRhea RHEA:76715Inferred only
(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate is a substrate of GPX4ProteinRhea RHEA:76715Inferred only

Reactions

2 reactions

all-cis-docosa-4,7,10,13,16,19-hexaenoic acid+dioxygen(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate
Catalysed by ALOX5 or ALOX15
Reaction pageLeft to rightBalanced
Rhea RHEA:50840CC BY 4.0Reference data
(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate+2glutathione(17S)-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate+glutathione disulfide+water
Catalysed by GPX1 or GPX4
Reaction pageLeft to rightBalanced
Rhea RHEA:76715CC BY 4.0Reference data

Other names

6 names

Resolves to: (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate

Also called: (17S)-HPDHA(1-)(17S)-HPDHA(1−)(17S)-HPDoHE(1-)(17S)-HPDoHE(1−)(4Z,7Z,10Z,13Z,15E,17S,19Z)-hydroperoxydocosahexaenoate
Systematic name: (4Z,7Z,10Z,13Z,15E,17S,19Z)-17-hydroperoxydocosa-4,7,10,13,15,19-hexaenoate