Physicochemical Properties
Molecular Formula | C30H44O4 |
Molecular Weight | 468.67 |
Exact Mass | 468.323 |
CAS # | 173075-45-1 |
PubChem CID | 11784642 |
Appearance | White to off-white solid powder |
Density | 1.1±0.1 g/cm3 |
Boiling Point | 602.1±55.0 °C at 760 mmHg |
Flash Point | 332.0±28.0 °C |
Vapour Pressure | 0.0±3.7 mmHg at 25°C |
Index of Refraction | 1.547 |
LogP | 6.9 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 5 |
Heavy Atom Count | 34 |
Complexity | 984 |
Defined Atom Stereocenter Count | 6 |
SMILES | C[C@H](CC/C=C(\C)/C(=O)O)[C@H]1CC[C@@]2([C@@]1(CCC3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C |
InChi Key | ZTKZZRIVAYGFSF-PIPDTRPPSA-N |
InChi Code | InChI=1S/C30H44O4/c1-18(9-8-10-19(2)26(33)34)20-11-16-30(7)25-21(12-15-29(20,30)6)28(5)14-13-24(32)27(3,4)23(28)17-22(25)31/h10,18,20,23H,8-9,11-17H2,1-7H3,(H,33,34)/b19-10+/t18-,20-,23+,28-,29-,30+/m1/s1 |
Chemical Name | (E,6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7-dioxo-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoic acid |
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 | In MCF-7 human breast cancer cells, ganoderic acid DM (GADM) significantly suppresses colony formation and cell proliferation more potently than it does in MDA-MB-231 breast cancer cells[1]. Nuclear factor of activated T cells c1 (NFATc1) and c-Fos expression are specifically suppressed by ganoderic acid DM. The expression of TRAP mRNA and cathepsin K was significantly decreased by ganoderic acid DM[2]. Non-small cell lung cancer cells undergo autophagic apoptosis when ganoderic acid DM inhibits PI3K/Akt/mTOR activity[3]. |
Cell Assay |
Cell Viability Assay[1] Cell Types: MCF-7 and MDA-MB-231 cells. Tested Concentrations: 0-100 μM. Incubation Duration: 48 h. Experimental Results: diminished the cell viability in breast cancer cells. Cell Viability Assay[2] Cell Types: RAW-D cells. Tested Concentrations: 0-100 μg/mL. Incubation Duration: 0-100 μg/mL. Experimental Results: Clearly suppressed osteoclastogenesis from the RAW 264 cell D-clone. |
References |
[1]. Ganoderic acid DM, a natural triterpenoid, induces DNA damage, G1 cell cycle arrest and apoptosis in human breast cancer cells. Fitoterapia. 2012 Mar;83(2):408-14. [2]. Regulation of osteoclastogenesis by ganoderic acid DM isolated from Ganoderma lucidum. Eur J Pharmacol. 2009 Jan 5;602(1):1-7. [3]. Ganoderic acid DM induces autophagic apoptosis in non-small cell lung cancer cells by inhibiting the PI3K/Akt/mTOR activity. Chem Biol Interact. 2020 Jan 25;316:108932. |
Additional Infomation |
Ganoderic acid DM is a triterpenoid. (E,6R)-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3,7-dioxo-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoic acid has been reported in Ganoderma lucidum with data available. |
Solubility Data
Solubility (In Vitro) | DMSO : 50 mg/mL (106.68 mM) |
Solubility (In Vivo) |
Solubility in Formulation 1: 1.25 mg/mL (2.67 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 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 (2.67 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 (2.67 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 | 2.1337 mL | 10.6685 mL | 21.3370 mL | |
5 mM | 0.4267 mL | 2.1337 mL | 4.2674 mL | |
10 mM | 0.2134 mL | 1.0668 mL | 2.1337 mL |