Compound
N-(9Z-octadecenoyl)glycine
An N-acylglycinate resulting from the deprotonation of the carboxy group of N-oleoylglycine. It is believed to be an intermediate in oleamide biosynthesis. The major species at pH 7.3.
Definition from ChEBI (CHEBI:133992), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, anion
- Formula
- C20H36NO3
- Mass
- 338.512 g/mol
- Charge
- -1
- InChIKey
- HPFXACZRFJDURI-KTKRTIGZSA-M
- SMILES
- CCCCCCCC/C=CCCCCCCCC(=O)NCC(=O)[O-]
- 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
Statements
3 statements
3 statements · 1 reference database · Subject: N-(9Z-octadecenoyl)glycine · Sources: Rhea
- N-(9Z-octadecenoyl)glycine is a substrate of FAAHProteinRhea RHEA:51316Inferred only
- N-(9Z-octadecenoyl)glycine is a substrate of PAMProteinRhea RHEA:58600Inferred only
- N-(9Z-octadecenoyl)glycine is a substrate of PM20D1ProteinRhea RHEA:51316Inferred only
Reactions
3 reactions
(9Z)-octadecenoyl-CoA+glycineN-(9Z-octadecenoyl)glycine+coenzyme A(4-)+hydron
Catalysed by GLYATL3 or GLYATL2
Reaction pageLeft to rightBalanced
Rhea RHEA:51272CC BY 4.0Reference data
(9Z)-octadecenoate+glycineN-(9Z-octadecenoyl)glycine+water
Reaction pageRight to leftBalanced
Rhea RHEA:51316CC BY 4.0Reference data
N-(9Z-octadecenoyl)glycine+2L-ascorbic acid+dioxygenN-(9Z-octadecenoyl)-(2S)-hydroxyglycine+2monodehydro-L-ascorbate radical+water
Catalysed by PAM
Reaction pageDirection not assertedBalanced
Rhea RHEA:58600CC BY 4.0Reference data
Other names
3 names
Resolves to: N-(9Z-octadecenoyl)glycine
- Also called
- (9Z-octadecenoyl)-glycine
- Systematic name
- [(9Z)-octadec-9-enoylamino]acetateN-[(9Z)-octadec-9-enoyl]glycinate