ChemicalBook--->CAS DataBase List--->18627-38-8

18627-38-8

18627-38-8 Structure

18627-38-8 Structure
IdentificationBack Directory
[Name]

N-DODECANOYL-DL-HOMOSERINE LACTONE
[CAS]

18627-38-8
[Synonyms]

n-lauroyl-dl-homoserine lactone
N-(2-oxotetrahydrofuran-3-yl)dodecanaMide
N-Dodecanoyl-DL-homoserine lactone >=97.0% (HPLC)
N-(2-oxotetrahydrofuran-3-yl)dodecanamide(WXC03367)
[Molecular Formula]

C16H29NO3
[MDL Number]

MFCD03100412
[MOL File]

18627-38-8.mol
[Molecular Weight]

283.41
Chemical PropertiesBack Directory
[Melting point ]

114-117 °C
[Boiling point ]

485.8±34.0 °C(Predicted)
[density ]

1.00±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

Solid
[pka]

14.71±0.20(Predicted)
[color ]

Light yellow to yellow
[InChI]

1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
[InChIKey]

WILLZMOKUUPJSL-UHFFFAOYSA-N
[SMILES]

CCCCCCCCCCCC(=O)NC1CCOC1=O
Safety DataBack Directory
[WGK Germany ]

3
[F ]

3-10
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

N-Dodecanoyl-DL-homoserine Lactone is used in biofilm formation and in biomineralization of 1,2,4-trichlorobenzene in culture. Also used in acyl homoserine lactone-based quorum sensing in a methanogenic archaeon.
[Definition]

ChEBI: N-Dodecanoyl-DL-homoserine lactone is a N-acyl-amino acid.
[Biochem/physiol Actions]

N-Lauroyl- DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
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