Compound
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
A complex mixture of phospholipids; glycolipids; and triglycerides; with substantial amounts of phosphatidylcholines; phosphatidylethanolamines; and phosphatidylinositols, which are sometimes loosely termed as 1,2-diacyl-3-phosphocholines. Lecithin is a component of the cell membrane and commercially extracted from soybeans and EGG yolk. The emulsifying and surfactant properties are useful in food additives and for forming organogels (gels).
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C42H80NO8P
- Mass
- 758.075 g/mol
- Charge
- 0
- InChIKey
- JLPULHDHAOZNQI-ZTIMHPMXSA-N
- SMILES
- CCCCC/C=CC/C=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)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
- PLA2G4AProteinUNIPROT:P47712substrate ofInferred only62 paths62 endpoints
- LCATProteinUNIPROT:P04180substrate ofInferred only39 paths13 endpoints
- PLA2G2AProteinUNIPROT:P14555substrate ofInferred only37 paths37 endpoints
- PLA2G4CProteinUNIPROT:Q9UP65substrate ofInferred only24 paths12 endpoints
- PLA2G6ProteinUNIPROT:O60733substrate ofInferred only23 paths23 endpoints
- PLAAT3ProteinUNIPROT:P53816substrate ofInferred only22 paths11 endpoints
- PLB1ProteinUNIPROT:Q6P1J6substrate ofInferred only20 paths10 endpoints
- PLA2G4DProteinUNIPROT:Q86XP0substrate ofInferred only14 paths14 endpoints
- PLA2G4FProteinUNIPROT:Q68DD2substrate ofInferred only13 paths13 endpoints
- PLA2G2DProteinUNIPROT:Q9UNK4substrate ofInferred only12 paths12 endpoints
- PLA2G2EProteinUNIPROT:Q9NZK7substrate ofInferred only11 paths11 endpoints
- PLA2G15ProteinUNIPROT:Q8NCC3substrate ofInferred only10 paths5 endpoints
What the reference databases state
Statements
21 statements
21 statements · 1 reference database · Subject: 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine · Sources: Rhea
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of LCATProteinRhea RHEA:43224Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of LCATProteinRhea RHEA:53472Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of LCATProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38807Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2AProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2DProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2EProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G3ProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4AProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:63784Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:40811Inferred only
Show the remaining 9
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4DProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4FProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G6ProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT3ProteinRhea RHEA:40971Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT3ProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLB1ProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PLB1ProteinRhea RHEA:40971Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of PNPLA8ProteinRhea RHEA:40811Inferred only
- 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine is a substrate of TAFAZZINProteinRhea RHEA:68988Inferred only
Reactions
15 reactions
(9Z,12Z)-octadecadienoyl-CoA+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3 or MBOAT2 or LPCAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:35995CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38807CC BY 4.0Reference data
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+water(9Z,12Z)-octadecadienoate+1-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G6 or LCAT or PLA2G2A or PLA2G4A or PLAAT3 or PLA2G4F or PLB1 or PLA2G4D or PNPLA8 or PLA2G3 or PLA2G2E or PLA2G2D and 1 more alternative
Reaction pageLeft to rightBalanced
Rhea RHEA:40811CC 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
(24S)-hydroxycholesterol+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine(24S)-hydroxycholesterol 3-linoleoate+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalanced
Rhea RHEA:43224CC BY 4.0Reference data
1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:43796CC BY 4.0Reference data
CHEBI:83714+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol+1-hexadecanoyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:43800CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
Reaction pageDirection not assertedBalanced
Rhea RHEA:43820CC BY 4.0Reference data
CHEBI:72860+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+1-hexadecanoyl-sn-glycero-3-phosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:43824CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalanced
Rhea RHEA:43828CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+cholesterolcholesteryl (9Z,12Z)-octadecadienoate+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalanced
Rhea RHEA:53472CC BY 4.0Reference data
Other names
30 names
Resolves to: 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
- Also called
- 1-palmitoyl-2-linoleoyl-GPC1-palmitoyl-2-linoleoyl-GPC (16:0/18:2)1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine1-palmitoyl-2-linoleoyl-sn-glycero-phosphatidylcholine1-Palmitoyl-2-linoleoyl-sn-glycerophosphatidylcholine1-Palmitoyl-2-linoleoylphosphatidylcholineGPC(16:0/18:2)GPCho 16:0/18:2(9Z,12Z)GPCho(16:0/18:2(9Z,12Z))GPCho(16:0/18:2)GPCho(16:0/18:2omega6)GPCho(16:0/18:2ω6)LecithinPC 16:0/18:2(9Z,12Z)PC 34:2PC(16:0_18:2)PC(16:0/18:2(9Z,12Z))PC(16:0/18:2)PC(16:0/18:2n6)PC(16:0/18:2omega6)PC(16:0/18:2ω6)PC(34:2)phosphatidylcholine 16:0/18:2(9Z,12Z)phosphatidylcholine(16:0/18:2(9Z,12Z))Phosphatidylcholine(16:0/18:2)Phosphatidylcholine(16:0/18:2omega6)Phosphatidylcholine(16:0/18:2w6)Phosphatidylcholine(16:0/18:2ω6)
- Systematic name
- (2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate