N-(Ketocaproyl)-DL-homoserine lactone is the natural ligand of LuxR. N-(Ketocaproyl)-DL-homoserine lactonesh is a quorum sensing (QS) autoinducer.

Physicochemical Properties

Molecular Formula	C10H15NO4
Molecular Weight	213.2304
Exact Mass	213.1
CAS #	76924-95-3
PubChem CID	119133
Appearance	Typically exists as solid at room temperature
Density	1.2±0.1 g/cm3
Boiling Point	482.9±45.0 °C at 760 mmHg
Flash Point	245.9±28.7 °C
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.486
LogP	-1.17
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Heavy Atom Count	15
Complexity	275
Defined Atom Stereocenter Count	0
SMILES	CCCC(=O)CC(=O)NC1CCOC1=O
InChi Key	YRYOXRMDHALAFL-UHFFFAOYSA-N
InChi Code	InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)
Chemical Name	3-oxo-N-(2-oxooxolan-3-yl)hexanamide
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	N-(ketohexanoyl)-DL-homoserine lactone possesses L and D isomers and is a naturally occurring ligand of Vibrio fischeri [1].
References	[1]. Li SZ, et al. Influence of the d/l configuration of N-acyl-homoserine lactones (AHLs) and analogues on their Lux-R dependent quorum sensing activity. Bioorg Chem. 2018 Apr;77:215-222.
Additional Infomation	N-(3-oxohexanoyl)homoserine lactone is a N-acyl homoserine lactone that is the monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 3-oxohexanoic acid with the amino group of homoserine lactone. It is a N-acyl homoserine lactone and a secondary carboxamide. It is functionally related to a 3-oxohexanoic acid. N-(3-Oxohexanoyl)homoserine lactone has been reported in Aliivibrio fischeri with data available. See also: 6-Ethyl-9-oxaergoline (annotation moved to).

Solubility Data

Solubility (In Vitro)	H2O : ~250 mg/mL (~1172.44 mM) DMSO : ~100 mg/mL (~468.98 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 50 mg/mL (234.49 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	4.6898 mL	23.4489 mL	46.8977 mL
	5 mM	0.9380 mL	4.6898 mL	9.3795 mL
	10 mM	0.4690 mL	2.3449 mL	4.6898 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.