Glabrol is natural product of the flavonoid class. Glabrol is isolated from ethanol extract of licorice roots and it is an inbitor of Acyl-coenzyme A: cholesterol acyltransferase (ACAT) (IC50 = 24.6 μM for rat liver microsomal ACAT activity).
Physicochemical Properties
| Molecular Formula | C25H28O4 |
| Molecular Weight | 392.4874 |
| Exact Mass | 392.199 |
| CAS # | 59870-65-4 |
| PubChem CID | 11596309 |
| Appearance | White to light yellow solid powder |
| Density | 1.166g/cm3 |
| Boiling Point | 600ºC at 760 mmHg |
| Melting Point | 121-123 C |
| Flash Point | 204.3ºC |
| Index of Refraction | 1.599 |
| LogP | 5.821 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 29 |
| Complexity | 629 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | CC(=CCC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(O2)C(=C(C=C3)O)CC=C(C)C)O)C |
| InChi Key | CUFAXDWQDQQKFF-DEOSSOPVSA-N |
| InChi Code | InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1 |
| Chemical Name | (2S)-7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-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
| ln Vitro | Glabrol (compound 1) has an IC50 value of 26.0 μM, which inhibits the synthesis of cholesteryl esters in HepG2 cells [1]. |
| References |
[1]. Glabrol, an acyl-coenzyme A: cholesterol acyltransferase inhibitor from licorice roots. J Ethnopharmacol. 2007 Apr 4;110(3):563-6. |
| Additional Infomation |
Glabrol is a member of flavanones. Glabrol has been reported in Euchresta horsfieldii, Euchresta formosana, and other organisms with data available. See also: Glycyrrhiza Glabra (part of). |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~254.78 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.37 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 (6.37 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 (6.37 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 | 2.5478 mL | 12.7392 mL | 25.4784 mL | |
| 5 mM | 0.5096 mL | 2.5478 mL | 5.0957 mL | |
| 10 mM | 0.2548 mL | 1.2739 mL | 2.5478 mL |