Physicochemical Properties
| Molecular Formula | C12H22O10S |
| Molecular Weight | 358.36 |
| Exact Mass | 358.093 |
| CAS # | 51555-87-4 |
| PubChem CID | 119138 |
| Appearance | White to off-white solid powder |
| LogP | -3.4 |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 23 |
| Complexity | 353 |
| Defined Atom Stereocenter Count | 10 |
| SMILES | C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)O |
| InChi Key | SYKYBMOFPMXDRQ-ZFDCCPEWSA-N |
| InChi Code | InChI=1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11+,12+/m1/s1 |
| Chemical Name | (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyloxane-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 Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| 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 | Kd: 24 μM (GAL1) and 49 μM (GAL3)[1] |
| ln Vitro | Based on TG content and Oil Red O (ORO) staining, thiodigalactoside (TDG; 250 and 500 μM) shows dose-dependent decrease of fat accumulation[1]. |
| ln Vivo | Thiodigalactoside (TDG; 5 mg/kg; IP; once weekly for 5 weeks) significantly reduces the amount of body weight increase that is caused by a high fat diet[2]. In comparison to IP, thiodigalactoside (5 mg/kg; oral; daily or weekly for 5 weeks) produced a smaller reduction in body weight gain[2]. |
| Animal Protocol |
Animal/Disease Models: Fiveweeks old SD (Sprague-Dawley) male rats[2] Doses: 5 mg/kg Route of Administration: IP; once per week for 5 weeks Experimental Results: Resulted in dramatic inhibition of HFD-induced body weight gain by inhibiting adipogenesis and lipogensis as well as by increasing expression of the proteins associated with thermogenesis and energy expenditure. |
| References |
[1]. Tuning the Preference of Thiodigalactoside- And Lactosamine-Based Ligands to galectin-3 Over galectin-1. J Med Chem. 2013 Feb 14;56(3):1350-4. [2]. Small-Molecule ONC201/TIC10 Targets Chemotherapy-Resistant Colorectal Cancer Stem-like Cells in an Akt/Foxo3a/TRAIL-Dependent Manner. Cancer Res. 2015 Apr 1;75(7):1423-32. |
| Additional Infomation | Thiodigalactoside is a solid. This compound belongs to the dihexoses. These are disaccharides containing two hexose carbohydrates. This medication is known to target galectin-1, heat-labile enterotoxin b chain, neurocan core protein, and lactose permease. |
Solubility Data
| Solubility (In Vitro) | H2O: 100 mg/mL (279.05 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (279.05 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.7905 mL | 13.9525 mL | 27.9049 mL | |
| 5 mM | 0.5581 mL | 2.7905 mL | 5.5810 mL | |
| 10 mM | 0.2790 mL | 1.3952 mL | 2.7905 mL |