Compound
1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine
An anionic phospholipid obtained by deprotonation of the phosphate OH group of any N-hexadecanoyl-1-[(1Z)-octadecenoyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Definition from ChEBI (CHEBI:138663), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, anion
- Formula
- C57H109NO8P
- Mass
- 967.472 g/mol
- Charge
- -1
- InChIKey
- UQKONGBTZFNBQX-SFVTZJANSA-M
- SMILES
- CCCCCCCC/C=CCCCCCCCC(=O)O[C@H](CO/C=CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- 1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine has the functional parent 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamineCompoundChEBI CHEBI:137009Inferred only
Statements
3 statements
3 statements · 1 reference database · Subject: 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine · Sources: Rhea
- 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine is a substrate of ABHD4ProteinRhea RHEA:55240Inferred only
- 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine is a substrate of NAPEPLDProteinRhea RHEA:56464Inferred only
- 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine is a substrate of PLA2G4EProteinRhea RHEA:63592Inferred only
Reactions
3 reactions
1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+water1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+(9Z)-octadecenoate+hydron
Catalysed by ABHD4
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:55240CC BY 4.0Reference data
1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+water1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate+N-hexadecanoylethanolamine+hydron
Catalysed by NAPEPLD
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:56464CC BY 4.0Reference data
1-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine+1,2-dihexadecanoyl-sn-glycero-3-phosphocholine1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine+2-hexadecanoyl-sn-glycero-3-phosphocholine+hydron
Catalysed by PLA2G4E
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:63592CC BY 4.0Reference data
Other names
7 names
Resolves to: 1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine
- Also called
- 1-O-(1Z-octadecenoyl)-2-oleoyl-sn-glycero-3-phospho-(N-palmitoyl)-ethanolamine(1-)1-O-(1Z-octadecenoyl)-2-oleoyl-sn-glycero-3-phospho-(N-palmitoyl)-ethanolamine(1−)1-O-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamineN-palmitoyl-1-[(1Z)-octadecenoyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine(1-)N-palmitoyl-1-[(1Z)-octadecenoyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine(1−)NAPE (P-18:0/18:1(9Z)/16:0)
- Systematic name
- 2-(hexadecanoylamino)ethyl (2R)-2-{[(9Z)-octadec-9-enoyl]oxy}-3-{[(1Z)-octadec-1-en-1-yl]oxy}propyl phosphate