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CHEBI:55474 - N-acyl-L-homoserine lactone
| Formula | C5H6NO3R |
| Net Charge | 0 |
| Average Mass (excl. R groups) | 128.106 |
| Monoisotopic Mass (excl. R groups) | 128.03477 |
| SMILES | *C(=O)N[C@H]1CCOC1=O |
| Roles Classification |
|---|
| Biological Role: | autoinducer A signalling molecule produced and used by bacteria participating in quorum sensing, that is, in cell-cell communication to coordinate community-wide regulation of processes such as biofilm formation, virulence, and bioluminescence in populations of bacteria. Such communication can occur both within and between different species of bacteria. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| N-acyl-L-homoserine lactone (CHEBI:55474) has functional parent L-homoserine lactone (CHEBI:30655) |
| N-acyl-L-homoserine lactone (CHEBI:55474) is a N-acyl homoserine lactone (CHEBI:83169) |
| Incoming Relation(s) |
| N-(3-oxododecanoyl)-L-homoserine lactone (CHEBI:44534) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-(3-oxohexanoyl)-L-homoserine lactone (CHEBI:63789) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-(4-coumaroyl)-L-homoserine lactone (CHEBI:74974) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-(8-carboxy-3-oxooctanoyl)-L-homoserine lactone (CHEBI:63226) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-butyryl-L-homoserine lactone (CHEBI:29643) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-dodecanoyl-L-homoserine lactone (CHEBI:55555) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| N-isovaleryl-L-homoserine lactone (CHEBI:74958) is a N-acyl-L-homoserine lactone (CHEBI:55474) |
| IUPAC Name |
|---|
| (3S)-3-alkanamido-4,5-dihydrofuran-2(3H)-one |
| Synonyms | Source |
|---|---|
| N-acyl-L-homoserine lactones | ChEBI |
| N-acyl-S-homoserine lactones | ChEBI |
| N-AHL | ChEBI |
| AHLs | ChEBI |
| AHL | ChEBI |
| N-AHLs | ChEBI |
| UniProt Name | Source |
|---|---|
| an N-acyl-L-homoserine lactone | UniProt |
| Manual Xrefs | Databases |
|---|---|
| C18049 | KEGG COMPOUND |
| Citations |
|---|