Loganetin is a nontoxic naturally occurring compound utilized in study/research of multidrug-resistant Gram-negative (Gram-) bacterial infections.

Physicochemical Properties

Molecular Formula	C11H16O5
Molecular Weight	228.2417
Exact Mass	228.099
CAS #	29748-10-5
PubChem CID	10466307
Appearance	Colorless to light yellow ointment
Density	1.3±0.1 g/cm3
Boiling Point	375.7±42.0 °C at 760 mmHg
Flash Point	145.5±21.4 °C
Vapour Pressure	0.0±1.9 mmHg at 25°C
Index of Refraction	1.542
LogP	-0.61
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Heavy Atom Count	16
Complexity	324
Defined Atom Stereocenter Count	5
SMILES	O1C([H])=C(C(=O)OC([H])([H])[H])[C@@]2([H])C([H])([H])[C@@]([H])([C@]([H])(C([H])([H])[H])[C@@]2([H])[C@]1([H])O[H])O[H]
InChi Key	XWOHZIIPBYAMJX-KHBMLBSESA-N
InChi Code	InChI=1S/C11H16O5/c1-5-8(12)3-6-7(10(13)15-2)4-16-11(14)9(5)6/h4-6,8-9,11-12,14H,3H2,1-2H3/t5-,6+,8-,9+,11+/m0/s1
Chemical Name	methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
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 Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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	When combined with other substances, loganin can effectively lower the minimum inhibitory concentration of nalidixic acid (NA) against both nalidixic acid-sensitive (NASEC) and nalidixic acid-resistant (NAREC) E. bacteria. However, loganin alone does not possess antibacterial action. strains of Coli (MIC). Loganin is a widely available, affordable, and non-toxic natural substance that could be used in the creation of antibacterial medications to treat Gram-negative infections that are resistant to many treatments [1].
References	[1]. Preparative Isolation of Bioenhancer Loganetin from sf Alstonia scholaris by Fast Centrifugal Partition Chromatography. Separation Science and Technology Volume 49, 2014-Issue 5.
Additional Infomation	Loganetin is an iridoid monoterpenoid that is methyl (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate substituted at positions 1 and 6 by hydroxy groups and at postion 7 by a methyl group; the aglycone of loganin. It has a role as a plant metabolite and an antibacterial agent. It is a methyl ester, an iridoid monoterpenoid, a lactol, a cyclopentapyran, an enoate ester and a secondary alcohol. Loganetin has been reported in Calycophyllum spruceanum, Desfontainia spinosa, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~250 mg/mL (~1095.34 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (9.11 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 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: ≥ 2.08 mg/mL (9.11 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 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: ≥ 2.08 mg/mL (9.11 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 20.8 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	4.3814 mL	21.9068 mL	43.8135 mL
	5 mM	0.8763 mL	4.3814 mL	8.7627 mL
	10 mM	0.4381 mL	2.1907 mL	4.3814 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.