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Lehmannine 58480-54-9

Lehmannine 58480-54-9

CAS No.: 58480-54-9

Lehmannine is a quinolane alkaloid (bioalkaloid) with antibacterial, anti~inflammatory and anti-tumor activities.
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Lehmannine is a quinolane alkaloid (bioalkaloid) with antibacterial, anti~inflammatory and anti-tumor activities.

Physicochemical Properties


Molecular Formula C15H22N2O
Molecular Weight 246.35
Exact Mass 246.173
CAS # 58480-54-9
PubChem CID 3041752
Appearance White to yellow solid powder
LogP 1.523
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 0
Heavy Atom Count 18
Complexity 392
Defined Atom Stereocenter Count 4
SMILES

C1C[C@H]2CN3[C@H](C=CCC3=O)[C@@H]4[C@H]2N(C1)CCC4

InChi Key WUVYENIUARJBNM-JLNYLFASSA-N
InChi Code

InChI=1S/C15H22N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h1,6,11-13,15H,2-5,7-10H2/t11-,12+,13+,15-/m0/s1
Chemical Name

(1S,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadec-3-en-6-one
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


References

[1]. An HPLC method for the determination and pharmacokinetic study of lehmannine in rat plasma. Biomed Chromatogr. 2008 Oct;22(10):1149-54.

Additional Infomation Matridin-15-one, 12,13-didehydro- has been reported in Sophora tonkinensis and Sophora flavescens with data available.

Solubility Data


Solubility (In Vitro) DMSO : 50 mg/mL (202.96 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 1.25 mg/mL (5.07 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 12.5 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: ≥ 1.25 mg/mL (5.07 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 12.5 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: ≥ 1.25 mg/mL (5.07 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 12.5 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 4.0593 mL 20.2963 mL 40.5927 mL
5 mM 0.8119 mL 4.0593 mL 8.1185 mL
10 mM 0.4059 mL 2.0296 mL 4.0593 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.