ChemicalBook--->CAS DataBase List--->106983-27-1

106983-27-1

106983-27-1 Structure

106983-27-1 Structure
IdentificationBack Directory
[Name]

N-(3-OXOOCTANOYL)-DL-HOMOSERINE LACTONE
[CAS]

106983-27-1
[Synonyms]

(Rac)-3-oxo-C8-HSL
3-oxo-N-(2-oxooxolan-3-yl)octanamide
N-(3-OXOOCTANOYL)-DL-HOMOSERINE LACTONE
N-(β-Ketooctanoyl)-DL-homoserine lactone
N-(3X-Oxooctanoyl)-DL-homoserine lactone
3-oxo-N-(2-oxotetrahydrofuran-3-yl)octanaMide
3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)-octanamide
Octanamide, 3-oxo-N-(tetrahydro-2-oxo-3-furanyl)-
N-(3-Oxooctanoyl)-DL-homoserine lactone >=97% (HPLC), white powder
[Molecular Formula]

C12H19NO4
[MDL Number]

MFCD12912431
[MOL File]

106983-27-1.mol
[Molecular Weight]

241.28
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

chloroform: soluble50mg/mL, clear, very faintly yellow
[form ]

white powder
[color ]

White to off-white
[InChI]

1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)
[InChIKey]

FXCMGCFNLNFLSH-UHFFFAOYSA-N
[SMILES]

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

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots [1].
[Definition]

ChEBI: 3-Oxo-N-(2-oxooxolan-3-yl)octanamide is a N-acyl-amino acid.
[Biological Activity]

N-(3-Oxooctanoyl)-DL-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist.
[References]

[1] Olher VG, et al. Acyl-homoserine Lactone from Saccharum × officinarum with Stereochemistry-Dependent Growth Regulatory Activity. J Nat Prod. 2016 May 27;79(5):1316-21. DOI:10.1021/acs.jnatprod.5b01075
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