Compound
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
A lysophosphatidylcholine 20:4 in which the acyl group at position 1 is (5Z,8Z,11Z,14Z)-icosatetraenoyl (arachidonoyl) and the hydroxy group at position 2 is unsubstituted.
Definition from ChEBI (CHEBI:74344), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C28H50NO7P
- Mass
- 543.682 g/mol
- Charge
- 0
- InChIKey
- LAXQYRRMGGEGOH-JXRLJXCWSA-N
- SMILES
- [H][C@@](O)(COC(=O)CCC/C=CC/C=CC/C=CC/C=CCCCCC)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
8 entities
8 entities reached.
0 reported hops8 assembled from the scaffold
- ATP8B1ProteinUNIPROT:O43520transported byInferred only81 paths79 endpoints
- ABCA1ProteinUNIPROT:O95477transported byInferred only47 paths47 endpoints
- PLA2G6ProteinUNIPROT:O60733substrate ofInferred only23 paths23 endpoints
- SPNS1ProteinUNIPROT:Q9H2V7transported byInferred only20 paths20 endpoints
- ABCB4ProteinUNIPROT:P21439transported byInferred only8 paths7 endpoints
- ENPP6ProteinUNIPROT:Q6UWR7substrate ofInferred only5 paths5 endpoints
- ENPP2ProteinUNIPROT:Q13822substrate ofInferred only5 paths5 endpoints
- ATP8B2ProteinUNIPROT:P98198transported byInferred only3 paths3 endpoints
What the reference databases state
Chemical structure
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine has the functional parent arachidonic acidCompoundChEBI CHEBI:74344Inferred only
Statements
9 statements
9 statements · 2 reference databases · Subject: 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine · Sources: Human-GEM, Rhea
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of ENPP2ProteinRhea RHEA:41139Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of ENPP6ProteinRhea RHEA:41003Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G6ProteinRhea RHEA:40831Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by ABCA1ProteinHuman-GEM MAR11591Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by ABCB4ProteinHuman-GEM MAR11591Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by ATP10AProteinHuman-GEM MAR11591Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by ATP8B1ProteinHuman-GEM MAR11591Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by ATP8B2ProteinHuman-GEM MAR11591Inferred only
- 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine is transported by SPNS1ProteinRhea RHEA:74451Inferred only
Reactions
9 reactions
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR10274CC BY 4.0Reference data
ATP+water+1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholineADP+proton+phosphate(3-)+1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
Transported by ABCB4 or ATP8B1 or ATP8B2 or ABCA1 or ATP10A
Reaction pageLeft to rightBalancedEC 7.6.2.2, 7.6.2.1cytosol, extracellular space
Human-GEM MAR11591CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
Reaction pageLeft to rightBalancedextracellular space, cytosol
Human-GEM MAR11656CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+watersn-glycerol 3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G6
Reaction pageLeft to rightBalanced
Rhea RHEA:40831CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+water1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol+phosphocholine+hydron
Catalysed by ENPP6
Reaction pageLeft to rightBalanced
Rhea RHEA:41003CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+water1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41071CC BY 4.0Reference data
1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+water1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:41075CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+water1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+choline+hydron
Catalysed by ENPP2
Reaction pageLeft to rightBalanced
Rhea RHEA:41139CC BY 4.0Reference data
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+hydron1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+hydron
Transported by SPNS1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74451CC BY 4.0Reference data
Where it reaches
10 systems, 25 regions, 87 tissues, 106 transporter routes — routes, not measurements: transporters known to carry 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine are expressed there, and no source reports it arriving.
Loading the model…
Other names
14 names
Resolves to: 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
- Also called
- 1-Arachidonoyl-glycero-3-phosphocholine1-arachidonoyl-GPCGPC(20:4n6)LPC 20:4LPC 20:4(5Z,8Z,11Z,14Z)/0:0LPC(20:4(5Z,8Z,11Z,14Z)/0:0)LPC(20:4)LysoPC 20:4(5Z,8Z,11Z,14Z)/0:0LysoPC(20:4(5Z,8Z,11Z,14Z)/0:0)lysophosphatidylcholine(20:4(5Z,8Z,11Z,14Z)/0:0)PC 20:4(5Z,8Z,11Z,14Z)/0:0PC(20:4(5Z,8Z,11Z,14Z)/0:0)PC(20:4/0:0)
- Systematic name
- (2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylammonio)ethyl phosphate