Compound

1-hexadecanoyl-2-(9Z-octadecenoyl)-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).

Definition from MeSH (D054709), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:73001ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C42H82NO8P
Mass: 760.091 g/mol
Charge: 0
InChIKey: WTJKGGKOPKCXLL-VYOBOKEXSA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

22 entities

22 entities reached.

0 reported hops22 assembled from the scaffold

Show the remaining 10

What the reference databases state

Chemical structure

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine has the functional parent hexadecanoic acidCompoundChEBI CHEBI:73001Inferred only

Statements

28 statements

28 statements · 1 reference database · Subject: 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine · Sources: Rhea

Order

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of DDHD2ProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LCATProteinRhea RHEA:53456Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of LPGAT1ProteinRhea RHEA:74811Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G10ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38755Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38759Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G15ProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G1BProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2AProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2DProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2EProteinRhea RHEA:38779Inferred only

Show the remaining 16

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G2FProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4DProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G4FProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G5ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLA2G6ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT2ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT2ProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT3ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT3ProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT4ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT4ProteinRhea RHEA:38783Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLAAT5ProteinRhea RHEA:56504Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PLB1ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of PNPLA8ProteinRhea RHEA:38779Inferred only
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a substrate of TAFAZZINProteinRhea RHEA:43816Inferred only

Reactions

11 reactions

1-hexadecanoyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3 or MBOAT1 or MBOAT2 or LPCAT2 or LPCAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:35991CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38755CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38759CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-hexadecanoyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PLA2G10 or PLA2G6 or PLA2G1B or PLA2G2A or PLA2G5 or PLAAT3 or PLB1 or PLA2G4D or PLA2G15 or PLA2G2F or PNPLA8 or PLAAT2 and 4 more alternatives
Reaction pageLeft to rightBalanced
Rhea RHEA:38779CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoate+hydron
Catalysed by DDHD2 or PLAAT3 or PLA2G4F or PLA2G15 or PLAAT2 or PLAAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:38783CC BY 4.0Reference data
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by TAFAZZIN
Reaction pageReversibleBalanced
Rhea RHEA:43816CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+cholesterolcholesteryl (9Z-octadecenoate)+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalanced
Rhea RHEA:53456CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+CDP-choline1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+CMP+hydron
Catalysed by CHPT1 or CEPT1
Reaction pageLeft to rightBalanced
Rhea RHEA:54244CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineN,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLAAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:56504CC BY 4.0Reference data
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+hexadecanoyl-CoA1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPGAT1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74811CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+water1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol+phosphocholine+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:78939CC BY 4.0Reference data

Other names

32 names

Resolves to: 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

Also called: 1-16:0-2-18:1-phosphatidylcholine1-hexadecanoyl-2-oleoyl-sn-glycero-3-phosphocholine1-palmitoyl-2-oleoyl-GPC1-palmitoyl-2-oleoyl-GPC (16:0/18:1)1-Palmitoyl-2-oleoyl-lecithin1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine1-Palmitoyl-2-oleoylphosphatidylcholine1-Palmotoyl-2-oleoylglycero-3-phosphocholine1-Popc16:0-18:1-PCGPC(16:0/18:1)GPCho(16:0/18:1)GPCho(16:0/18:1omega9)GPCho(16:0/18:1ω9)GPCho(34:1)LecithinPalmitoyloleoylphosphatidylcholinePC 16:0/18:1(9Z)PC 34:1PC(16:0_18:1)PC(16:0/18:1(9Z))PC(16:0/18:1)PC(16:0/18:1omega9)PC(16:0/18:1w9)PC(16:0/18:1ω9)PC(34:1)Phosphatidylcholine(16:0/18:1)Phosphatidylcholine(16:0/18:1omega9)Phosphatidylcholine(16:0/18:1ω9)Phosphatidylcholine(34:1)POPC
Systematic name: (2R)-3-(hexadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propyl 2-(trimethylazaniumyl)ethyl phosphate