Compound
1-octadecanoyl-sn-glycero-3-phosphocholine
A lysophosphatidylcholine 18:0 in which the acyl substituent is located at position 1 and is specified as stearoyl.
Definition from ChEBI (CHEBI:73858), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C26H54NO7P
- Mass
- 523.692 g/mol
- Charge
- 0
- InChIKey
- IHNKQIMGVNPMTC-RUZDIDTESA-N
- SMILES
- CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)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
7 entities
7 entities reached.
0 reported hops7 assembled from the scaffold
- LPCAT3ProteinUNIPROT:Q6P1A2substrate ofInferred only16 paths8 endpoints
- LPCAT1ProteinUNIPROT:Q8NF37substrate ofInferred only12 paths12 endpoints
- MBOAT2ProteinUNIPROT:Q6ZWT7substrate ofInferred only6 paths6 endpoints
- LYPLA2ProteinUNIPROT:O95372substrate ofInferred only6 paths6 endpoints
- LPCAT2ProteinUNIPROT:Q7L5N7substrate ofInferred only5 paths5 endpoints
- ENPP2ProteinUNIPROT:Q13822substrate ofInferred only5 paths5 endpoints
- ASPGProteinUNIPROT:Q86U10substrate ofInferred only3 paths3 endpoints
What the reference databases state
Statements
9 statements
9 statements · 1 reference database · Subject: 1-octadecanoyl-sn-glycero-3-phosphocholine · Sources: Rhea
- 1-octadecanoyl-sn-glycero-3-phosphocholine is converted to 1-octadecanoyl-2-acetyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:37707Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:40887Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of ENPP2ProteinRhea RHEA:38979Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of LPCAT1ProteinRhea RHEA:37527Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of LPCAT2ProteinRhea RHEA:37707Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37479Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37527Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of LYPLA2ProteinRhea RHEA:40887Inferred only
- 1-octadecanoyl-sn-glycero-3-phosphocholine is a substrate of MBOAT2ProteinRhea RHEA:37519Inferred only
Reactions
26 reactions
1-octadecanoyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:37479CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoyl-CoA1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by MBOAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:37519CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphocholine+hexadecanoyl-CoA1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Reaction pageLeft to rightBalanced
Rhea RHEA:37527CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphocholine+acetyl-CoA1-octadecanoyl-2-acetyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:37707CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38795CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphocholine+water1-octadecanoyl-sn-glycero-3-phosphate+choline+hydron
Catalysed by ENPP2
Reaction pageLeft to rightBalanced
Rhea RHEA:38979CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+water1-octadecanoyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G10 or PLA2G6 or PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:40519CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-octadecanoyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PNPLA8
Reaction pageLeft to rightBalanced
Rhea RHEA:40819CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phosphocholine+wateroctadecanoate+sn-glycerol 3-phosphocholine+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:40887CC BY 4.0Reference data
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+water1-octadecanoyl-sn-glycero-3-phosphocholine+(9Z,12Z)-octadecadienoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:41083CC BY 4.0Reference data
1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine+glycerol1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41087CC BY 4.0Reference data
1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+glycerol1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41099CC BY 4.0Reference data
Other names
26 names
Resolves to: 1-octadecanoyl-sn-glycero-3-phosphocholine
- Also called
- (2R)-2-hydroxy-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate1-O-Stearoyl-sn-glycero-3-phosphocholine1-Octadecanoyl-sn-glycerol-3-phosphorylcholine1-Octadecanoyllysolecithin1-Stearoyl-glycero-3-phosphocholine1-Stearoyl-sn-glycero-3-phosphocholine1-Stearoyl-sn-glycero-3-phosphorylcholine1-Stearoyl-sn-glycerol-3-phosphorylcholine1-stearoylglycerophosphocholine (18:0)1-stearoylglycerophosphocholine(18:0)18:0 LYSO-PCGPCho 18:0/0:0GPCho(18:0/0:0)LPC 18:0LPC 18:0/0:0LPC(18:0)LPC(18:0/0:0)LysoPC 18:0/0:0LysoPC(18:0)LysoPC(18:0/0:0)lysophosphatidylcholine (18:0/0:0)Lysophosphatidylcholine(18:0)Lysophosphatidylcholine(18:0/0:0)PC 18:0/0:0PC(18:0/0:0)
- Systematic name
- (2R)-2-hydroxy-3-(octadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate