Compound

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

A 2-monolysocardiolipin(2−) obtained by deprotonation of the phosphate OH groups of trioleoyl 2-monolysocardiolipin; major species at pH 7.3.

Definition from ChEBI (CHEBI:77259), read 2026-09-23. CC BY 4.0.

CHEBI:77259ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C63H116O16P2
Mass: 1191.553 g/mol
Charge: -2
InChIKey: NGKFXJNJRVPYMN-IYJDKBLTSA-L
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=CCCCCCCCC)OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. 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

4 statements

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

Order

1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PLA2G5ProteinRhea RHEA:40463Inferred only
1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PLA2G5ProteinRhea RHEA:40467Inferred only
1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PLA2G6ProteinRhea RHEA:40463Inferred only
1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol is a substrate of PLA2G6ProteinRhea RHEA:40467Inferred only

Reactions

10 reactions

1',3'-bis[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+water1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+(9Z)-octadecenoate+hydron
Catalysed by PLA2G6 or PLA2G5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:40463CC BY 4.0Reference data
1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+water1',3'-bis-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+(9Z)-octadecenoate+hydron
Catalysed by PLA2G6 or PLA2G5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:40467CC BY 4.0Reference data
1',3'-bis[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+CHEBI:131989CHEBI:172373+1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67520CC BY 4.0Reference data
CHEBI:173221+1-hexadecanoyl-sn-glycero-3-phosphocholine1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67756CC BY 4.0Reference data
CHEBI:173222+CHEBI:738511,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine+1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67760CC BY 4.0Reference data
1',3'-bis[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67764CC BY 4.0Reference data
CHEBI:173223+1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67768CC BY 4.0Reference data
CHEBI:173222+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine+1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67780CC BY 4.0Reference data
21'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol1',3'-bis-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol+1',3'-bis[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67784CC BY 4.0Reference data
CHEBI:173221+CHEBI:73851CHEBI:89731+1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67820CC BY 4.0Reference data

Other names

7 names

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

Also called: 1'-[1,2-di(9Z)-octadecenoyl-sn-glycero-3-phospho]-3'-[1-(9Z)-octadecenoyl-sn-glycero-3-phospho]glycerol(2-)1'-[1,2-di(9Z)-octadecenoyl-sn-glycero-3-phospho]-3'-[1-(9Z)-octadecenoyl-sn-glycero-3-phospho]glycerol(2−)MLCL (18:1(9Z)/18:1(9Z)/18:1(9Z)/0:0)Monolysocardiolipin (18:1(9Z)/18:1(9Z)/18:1(9Z)/0:0)trioleyl lysocardiolipin(2-)trioleyl lysocardiolipin(2−)
Systematic name: (2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl (2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl 2-hydroxypropane-1,3-diyl bis(phosphate)