Physicochemical Properties
| Molecular Formula | C25H32O8 |
| Molecular Weight | 460.52 |
| Exact Mass | 460.21 |
| CAS # | 584-28-1 |
| PubChem CID | 120290 |
| Appearance | Off-white to light yellow solid powder |
| Density | 1.285g/cm3 |
| Boiling Point | 704.9ºC at 760mmHg |
| Flash Point | 236.6ºC |
| Index of Refraction | 1.594 |
| LogP | 4.542 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 33 |
| Complexity | 853 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | PLGZOIJJUOHZJA-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C25H32O8/c1-7-9-15(26)17-20(29)13(19(28)12(3)22(17)33-6)11-14-21(30)18(16(27)10-8-2)24(32)25(4,5)23(14)31/h28-31H,7-11H2,1-6H3 |
| Chemical Name | 2-butanoyl-4-[(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylphenyl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-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 |
| 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
| Targets | Bcl-2 Bax Caspase-3 |
| ln Vitro | In a dose- and time-dependent way, aspidin BB (0-100 μM, 24-72 h) strongly suppressed the growth of HO-8910 cells. Following 72, 48, and 24 hours of treatment, the IC50 values were, respectively, 15.02, 25.79, and 68.81 μM[1]. In order to damage the outer mitochondrial membrane, aspidin BB inhibits Bcl-2 expression and increases Bax expression. This results in the release of cytochrome c, which activates effector caspase-3. Additionally, it cleaves poly ADP-ribose polymerase (PARP) in the nucleus, which ultimately triggers apoptosis. Demise [1]. Aspidin BB upregulates pRb, E2F1, CDK2, cyclin E, and cyclin A proteins, which results in S phase arrest in HO-8910 cells [1]. |
| References |
[1]. Aspidin BB, a phloroglucinol derivative, induces cell cycle arrest and apoptosis in human ovarian HO-8910 cells. Chem Biol Interact. 2013 Jul 5;204(2):88-97. [2]. Drychampones A-C: Three Meroterpenoids from Dryopteris championii. J Org Chem. 2016 Oct 7;81(19):9443-9448. |
| Additional Infomation |
Aspidin is a carboxylic ester. It is functionally related to a phloroglucinol. Aspidin has been reported in Dryopteris fragrans with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : 12.5 mg/mL (27.14 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.71 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 (2.71 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 | 2.1715 mL | 10.8573 mL | 21.7146 mL | |
| 5 mM | 0.4343 mL | 2.1715 mL | 4.3429 mL | |
| 10 mM | 0.2171 mL | 1.0857 mL | 2.1715 mL |