Compound
2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
A lysophosphatidylcholine 18:2 in which the acyl group is specified as linoleoyl and is located at position 2.
Definition from ChEBI (CHEBI:76084), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound
- Formula
- C26H50NO7P
- Mass
- 519.66 g/mol
- Charge
- 0
- InChIKey
- LSUXCWJOIAWGOU-FTJOPAKQSA-N
- SMILES
- CCCCC/C=CC/C=CCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C
- Look it up
- ChEBIBy 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
Chemical structure
- 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine has the functional parent linoleic acidCompoundChEBI CHEBI:76084Inferred only
Statements
2 statements
2 statements · 1 reference database · Subject: 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine · Sources: Rhea
- 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:74803Inferred only
- 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of TAFAZZINProteinRhea RHEA:68988Inferred only
Reactions
8 reactions
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1-hexadecanoyl-N-(acetyl)-sphing-4-enine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38811CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+water2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:40971CC BY 4.0Reference data
1-tetradecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+water2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+tetradecanoate+hydron
Catalysed by ABHD3
Reaction pageLeft to rightBalanced
Rhea RHEA:54388CC BY 4.0Reference data
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+water2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+octadecanoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:56636CC BY 4.0Reference data
1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+water2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+(9Z,12Z)-octadecadienoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:56640CC BY 4.0Reference data
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:57112CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1-hexadecanoyl-sn-glycero-3-phosphocholine2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by TAFAZZIN
Reaction pageReversibleBalanced
Rhea RHEA:68988CC BY 4.0Reference data
2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+octadecanoyl-CoA1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74803CC BY 4.0Reference data
Other names
5 names
Resolves to: 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
- Also called
- 2-linoleoyllysophosphatidylcholineLPC[0:0/18:2(omega-6)]LPC[0:0/18:2(ω-6)]PC(0:0/18:2(9Z,12Z))
- Systematic name
- (2R)-3-hydroxy-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate