Compound
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
An oleoyl-sn-glycero-3-phosphocholine in which the acyl group at position 1 is (9Z)-octadecenoyl (oleoyl) and the hydroxy group at position 2 is unsubstituted.
Definition from ChEBI (CHEBI:28610), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C26H52NO7P
- Mass
- 521.676 g/mol
- Charge
- 0
- InChIKey
- YAMUFBLWGFFICM-PTGWMXDISA-N
- SMILES
- CCCCCCCC/C=CCCCCCCCC(=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
15 entities
15 entities reached.
0 reported hops15 assembled from the scaffold
- CYP2W1ProteinUNIPROT:Q8TAV3metabolized byInferred only40 paths10 endpoints
- LPCAT3ProteinUNIPROT:Q6P1A2substrate ofInferred only32 paths8 endpoints
- SPNS1ProteinUNIPROT:Q9H2V7transported byInferred only20 paths20 endpoints
- LPCAT1ProteinUNIPROT:Q8NF37substrate ofInferred only12 paths12 endpoints
- AGPAT5ProteinUNIPROT:Q9NUQ2substrate ofInferred only12 paths6 endpoints
- AGPAT3ProteinUNIPROT:Q9NRZ7substrate ofInferred only11 paths11 endpoints
- TAFAZZINProteinUNIPROT:Q16635substrate ofInferred only8 paths8 endpoints
- ABHD12ProteinUNIPROT:Q8N2K0substrate ofInferred only8 paths8 endpoints
- MFSD2AProteinUNIPROT:Q8NA29transported byInferred only6 paths6 endpoints
- ENPP2ProteinUNIPROT:Q13822substrate ofInferred only5 paths5 endpoints
- ENPP6ProteinUNIPROT:Q6UWR7substrate ofInferred only5 paths5 endpoints
- PNPLA7ProteinUNIPROT:Q6ZV29substrate ofInferred only5 paths5 endpoints
What the reference databases state
Statements
22 statements
22 statements · 1 reference database · Subject: 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine · Sources: Rhea
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is metabolised by CYP2W1ProteinRhea RHEA:50332Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is metabolised by CYP2W1ProteinRhea RHEA:50324Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is metabolised by CYP2W1ProteinRhea RHEA:50320Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is metabolised by CYP2W1ProteinRhea RHEA:50328Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of ABHD12ProteinRhea RHEA:41091Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of AGPAT3ProteinRhea RHEA:37395Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of AGPAT5ProteinRhea RHEA:37387Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of AGPAT5ProteinRhea RHEA:37395Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of ASPGProteinRhea RHEA:40807Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of ENPP2ProteinRhea RHEA:38915Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of ENPP6ProteinRhea RHEA:41091Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of GDPD1ProteinRhea RHEA:38915Inferred only
Show the remaining 10
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPCAT1ProteinRhea RHEA:37383Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37391Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37383Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37395Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPCAT3ProteinRhea RHEA:37387Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PNPLA6ProteinRhea RHEA:40807Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PNPLA7ProteinRhea RHEA:40807Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of TAFAZZINProteinRhea RHEA:43816Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is transported by MFSD2AProteinRhea RHEA:43856Inferred only
- 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is transported by SPNS1ProteinRhea RHEA:74411Inferred only
Reactions
29 reactions
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoyl-CoA1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Reaction pageLeft to rightBalanced
Rhea RHEA:37383CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z)-octadecenoyl-CoA1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Reaction pageLeft to rightBalanced
Rhea RHEA:37387CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z,12Z)-octadecadienoyl-CoA1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:37391CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3 or AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37395CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38703CC BY 4.0Reference data
1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38763CC BY 4.0Reference data
1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38803CC BY 4.0Reference data
1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+water1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:38847CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-(9Z-octadecenoyl)-sn-glycero-3-phosphate+choline+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:38915CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+watersn-glycerol 3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PNPLA7 or ASPG or PNPLA6
Reaction pageLeft to rightBalanced
Rhea RHEA:40807CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PLAAT3 or PLB1 or PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:40923CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-(9Z-octadecenoyl)-sn-glycerol+phosphocholine+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:41091CC BY 4.0Reference data
Where it reaches
6 systems, 13 regions, 25 tissues, 26 transporter routes — routes, not measurements: transporters known to carry 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine are expressed there, and no source reports it arriving.
Loading the model…
Other names
18 names
Resolves to: 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
- Also called
- 1-O-oleoyl-sn-glycero-3-phosphocholine1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine1-Oleoyl-sn-glycero-3-phosphorylcholine1-Oleoylglycerophosphocholine3-Oleoyl-rac-glycerol-1-phosphorylcholineCholine, phosphate 3-ester with 1-monoolein, L-LPC 18:1LPC 18:1(9Z)/0:0LPC(18:1(9Z)/0:0)LPC(18:1)LysoPC 18:1(9Z)/0:0LysoPC(18:1(9Z)/0:0)lysophosphatidylcholine 18:1lysophosphatidylcholine(18:1(9Z)/0:0)PC 18:1(9Z)/0:0PC(18:1(9Z)/0:0)PC(18:1/0:0)
- Systematic name
- (2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl 2-(trimethylammonio)ethyl phosphate