Compound

1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol

A cardiolipin 72:8(2−) obtained by deprotonation of the phosphate OH groups of tetralinoleoyl cardiolipin; major species at pH 7.3.

Definition from ChEBI (CHEBI:83581), read 2026-09-23. CC BY 4.0.

CHEBI:83581ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C81H140O17P2
Mass: 1447.942 g/mol
Charge: -2
InChIKey: LSHJMDWWJIYXEM-XGJIDDIWSA-L
SMILES: CCCCC/C=CC/C=CCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=CC/C=CCCCCC)OC(=O)CCCCCCC/C=CC/C=CCCCCC)OC(=O)CCCCCCC/C=CC/C=CCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. 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

Statements

3 statements

3 statements · 1 reference database · Subject: 1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol · Sources: Rhea

Order

1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol is a substrate of HADHAProteinRhea RHEA:43672Inferred only
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PLA2G6ProteinRhea RHEA:52812Inferred only
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PNPLA8ProteinRhea RHEA:52812Inferred only

Reactions

10 reactions

1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+(9Z,12Z)-octadecadienoyl-CoA1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+coenzyme A(4-)
Catalysed by HADHA
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:43672CC BY 4.0Reference data
1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:43796CC BY 4.0Reference data
CHEBI:83714+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:43800CC BY 4.0Reference data
CHEBI:83715+1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:43804CC BY 4.0Reference data
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+water1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+(9Z,12Z)-octadecadienoate+hydron
Catalysed by PLA2G6 or PNPLA8
Reaction pageReversibleBalance undeterminable
Rhea RHEA:52812CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:65040CC BY 4.0Reference data
1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67456CC BY 4.0Reference data
1-tetradecanoyl-sn-glycero-3-phosphocholine+1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol1-tetradecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67488CC BY 4.0Reference data
CHEBI:131989+1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerolCHEBI:172374+1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67512CC BY 4.0Reference data
1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+NAD(1-)CHEBI:231791+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:81095CC BY 4.0Reference data

Other names

9 names

Resolves to: 1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol

Also called: 1,1',2,2'-tetra-(9Z,12Z)-octadecadienoyl cardiolipin(2-)1,1',2,2'-tetra-(9Z,12Z)-octadecadienoyl cardiolipin(2−)1'-[1,2-dilinoleoyl-sn-glycero-3-phospho]-3'-[1,2-dilinoleoyl-sn-glycero-3-phospho]-glycerol(2-)1'-[1,2-dilinoleoyl-sn-glycero-3-phospho]-3'-[1,2-dilinoleoyl-sn-glycero-3-phospho]-glycerol(2−)Cardiolipin (18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))CL (18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))(2-)CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))(2−)
Systematic name: bis{(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl} 2-hydroxypropane-1,3-diyl bis(phosphate)