N-octanoyl-L-Homoserine lactone is a diffusible small signaling molecule that controls gene expression and affects cell metabolism by participating in quorum sensing. N-octanoyl-L-Homoserine lactone is being studied for infection prevention in cystic fibrosis.

Physicochemical Properties

Molecular Formula	C12H21NO3
Molecular Weight	227.30
Exact Mass	227.152
CAS #	147852-84-4
Related CAS #	N-Octanoyl-DL-homoserine lactone;106983-30-6
PubChem CID	6914579
Appearance	Typically exists as solid at room temperature
Melting Point	134-135°C (lit.)
LogP	2.169
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Heavy Atom Count	16
Complexity	240
Defined Atom Stereocenter Count	1
SMILES	O1C([C@]([H])(C([H])([H])C1([H])[H])N([H])C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O)=O
InChi Key	JKEJEOJPJVRHMQ-JTQLQIEISA-N
InChi Code	InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
Chemical Name	N-[(3S)-2-oxooxolan-3-yl]octanamide
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

Additional Infomation

N-octanoyl-L-Homoserine lactone is a N-acyl-amino acid. N-(2-Oxotetrahydrofuran-3-YL)octanamide has been reported in Aliivibrio fischeri and Azospirillum lipoferum with data available.

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (439.95 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (11.00 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (11.00 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (11.00 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	4.3995 mL	21.9974 mL	43.9947 mL
	5 mM	0.8799 mL	4.3995 mL	8.7989 mL
	10 mM	0.4399 mL	2.1997 mL	4.3995 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.