Compound

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate

A 1,2-diacyl-sn-glycerol 3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 1,2-dioleoyl-sn-glycero-3-phosphate.

Definition from ChEBI (CHEBI:74546), read 2026-09-23. CC BY 4.0.

CHEBI:74546ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C39H71O8P
Mass: 698.963 g/mol
Charge: -2
InChIKey: MHUWZNTUIIFHAS-DSSVUWSHSA-L
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=CCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Statements

13 statements

13 statements · 1 reference database · Subject: 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate · Sources: Rhea

Order

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphateCompoundRhea RHEA:45676Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycerolCompoundRhea RHEA:43244Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycerolCompoundRhea RHEA:43656Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycerol is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:40327Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycerol is converted to 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphateCompoundRhea RHEA:43656Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of CDS1ProteinRhea RHEA:45676Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of CDS2ProteinRhea RHEA:45676Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of DDHD1ProteinRhea RHEA:45128Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of DDHD2ProteinRhea RHEA:45128Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of LPIN1ProteinRhea RHEA:43244Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of PLPP1ProteinRhea RHEA:43244Inferred only
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of PLPP2ProteinRhea RHEA:43244Inferred only

Show the remaining 1

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate is a substrate of PLPP3ProteinRhea RHEA:43244Inferred only

Reactions

14 reactions

1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+(9Z)-octadecenoyl-CoA1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT2 or GPAT3 or GPAT2 or LCLAT1 or LPCAT2 or ABHD5 or AGPAT1 or AGPAT3 or PNPLA3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37131CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycerol+ATP(4-)1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKI or DGKA or DGKG or DGKE or DGKQ or DGKZ or DGKD or AGK or DGKK or DGKH or DGKB
Reaction pageLeft to rightBalanced
Rhea RHEA:40327CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water1,2-di-(9Z-octadecenoyl)-sn-glycerol+hydrogenphosphate
Catalysed by PLPP1 or PLPP3 or PLPP2 or LPIN1
Reaction pageLeft to rightBalanced
Rhea RHEA:43244CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycerol+CTP1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+CDP+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:43656CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+(9Z)-octadecenoate+hydron
Catalysed by DDHD2 or DDHD1
Reaction pageLeft to rightBalanced
Rhea RHEA:45128CC BY 4.0Reference data
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45528CC BY 4.0Reference data
N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-(9Z-octadecenoyl) ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45532CC BY 4.0Reference data
N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-octadecanoyl ethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45536CC BY 4.0Reference data
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-hexadecanoylethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45540CC BY 4.0Reference data
N-tetradecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-tetradecanoylethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45552CC BY 4.0Reference data
N-dodecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+waterN-dodecanoylethanolamine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalanced
Rhea RHEA:45556CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate+CTP+hydron1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate+diphosphate(3-)
Catalysed by CDS2 or CDS1
Reaction pageLeft to rightBalanced
Rhea RHEA:45676CC BY 4.0Reference data

Show the remaining 2

Other names

5 names

Resolves to: 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate

Also called: 1,2-di-[(9Z)-octadecenoyl]-sn-glycero-3-phosphate(2-)1,2-di-[(9Z)-octadecenoyl]-sn-glycero-3-phosphate(2−)dioleoyl phosphatidatePA(18:1(9Z)/18:1(9Z))
Systematic name: (2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphate