Physicochemical Properties
| Molecular Formula | C54H92O25 |
| Molecular Weight | 1141.29330062866 |
| Exact Mass | 1140.592 |
| CAS # | 160896-49-1 |
| PubChem CID | 102004887 |
| Appearance | White to off-white solid powder |
| Density | 1.5±0.1 g/cm3 |
| Index of Refraction | 1.639 |
| LogP | -1.9 |
| Hydrogen Bond Donor Count | 16 |
| Hydrogen Bond Acceptor Count | 25 |
| Rotatable Bond Count | 15 |
| Heavy Atom Count | 79 |
| Complexity | 2020 |
| Defined Atom Stereocenter Count | 32 |
| SMILES | C[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H]2CC[C@@]3(CC[C@@]4([C@@H]([C@H]3O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@@]6(C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)CO2 |
| InChi Key | JWINIHBXRZXFKL-SGBJXWCQSA-N |
| InChi Code | InChI=1S/C54H92O25/c1-23(20-71-46-41(67)37(63)33(59)26(16-55)74-46)25-8-13-54(22-72-25)15-14-52(4)24(45(54)70)6-7-31-50(2)11-10-32(51(3,30(50)9-12-53(31,52)5)21-73-47-42(68)38(64)34(60)27(17-56)75-47)78-49-44(40(66)36(62)29(19-58)77-49)79-48-43(69)39(65)35(61)28(18-57)76-48/h23-49,55-70H,6-22H2,1-5H3/t23-,24+,25-,26+,27+,28+,29+,30+,31+,32-,33+,34+,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,51-,52+,53+,54+/m0/s1 |
| Chemical Name | (2R,3R,4S,5S,6R)-2-[(2S)-2-[(1R,2S,2'S,4aR,4bR,6aR,7R,8S,10aR,10bR,12aS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-4a,4b,7,10a-tetramethyl-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[3,4,5,6,6a,8,9,10,10b,11,12,12a-dodecahydro-1H-chrysene-2,5'-oxane]-2'-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol |
| 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 Vivo | Mesoside K's average peak concentration and appearance time in rats given total saponins from Intolerantia were 511.11±234.07 ng/mL and 0.46 h, respectively, following oral administration. Hosenkoside A has a terminal half-life of 4.96±1.75 hours [1]. |
| Animal Protocol |
Male Wistar rats (220 ± 20 g) were fasted for 12 hours. The total saponins of Semen Impatients, containing hosenkoside K at a dose of 31.6 mg/kg (equivalent to an oral dose of 300 mg/kg total saponins), were dissolved in 0.5% methyl cellulose and orally administered to rats via gastric gavage.[1] Blood samples (approximately 0.20 mL) were collected from the suborbital vein into heparinized tubes at pre-dose (0 min) and at 0.08, 0.25, 0.5, 0.75, 1, 1.5, 2, 4, 6, 8, 12, and 24 hours after dosing.[1] Plasma was harvested by centrifugation and stored at -80°C until analysis.[1] |
| ADME/Pharmacokinetics |
Following oral administration of total saponins of Semen Impatients (equivalent to 31.6 mg/kg hosenkoside K) in rats, the mean maximum plasma concentration (Cmax) was 101.72 ± 24.25 ng/mL.[1] The time to reach Cmax (Tmax) was 0.46 ± 0.19 hours.[1] The elimination half-life (t1/2) was 4.96 ± 1.75 hours.[1] The mean residence time (MRT) was 6.02 ± 1.92 hours.[1] The area under the plasma concentration-time curve from time zero to the last measurable concentration (AUC0–t) was 386.63 ± 162.27 ng·h/mL.[1] The area under the plasma concentration-time curve from time zero to infinity (AUC0–∞) was 459.32 ± 118.97 ng·h/mL.[1] The apparent clearance (CL/F) was 69.98 ± 21.92 L/h/kg.[1] The apparent volume of distribution (V/F) was 511.11 ± 234.07 L/kg.[1] The plasma concentration-time profile showed a double-peak phenomenon, which may be attributed to enterohepatic recirculation or drug-drug interactions.[1] |
| References |
[1]. An LC-MS/MS method for simultaneous determination of hosenkoside A and hosenkoside K from Semen Impatientis in rat plasma and its application to a pharmacokinetic study. Biomed Chromatogr. 2017 Mar;31(3). |
| Additional Infomation |
Hosenkoside K has been reported in Impatiens balsamina with data available. Hosenkoside K is a baccharane glycoside, a type of saponin, and is considered one of the main active components of Semen Impatients (Impatiens balsamina Linn.).[1] It is used as a marker compound for the quality control of Impatients Semen in the Chinese Pharmacopoeia.[1] A rapid and sensitive LC-MS/MS method was developed and validated for the simultaneous quantification of hosenkoside K and hosenkoside A in rat plasma.[1] The lower limit of quantification (LLOQ) for hosenkoside K in rat plasma was 5 ng/mL.[1] The validated method showed good precision, accuracy, recovery, and stability for hosenkoside K analysis.[1] |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~87.62 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.19 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 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 (2.19 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 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 (2.19 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 | 0.8762 mL | 4.3810 mL | 8.7620 mL | |
| 5 mM | 0.1752 mL | 0.8762 mL | 1.7524 mL | |
| 10 mM | 0.0876 mL | 0.4381 mL | 0.8762 mL |