Rosarin is a naturally occurring cinnamyl alcohol glycoside found in Rhodiola rosea. It exhibits anti-inflammatory and neuroprotective activity by suppressing the expression of the proinflammatory factors such as iNOS, IL-1 β, and TNF-α.
Physicochemical Properties
| Molecular Formula | C20H28O10 |
| Molecular Weight | 428.4303 |
| Exact Mass | 428.168 |
| CAS # | 84954-93-8 |
| PubChem CID | 10320370 |
| Appearance | White to off-white solid powder |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 730.8±60.0 °C at 760 mmHg |
| Flash Point | 395.8±32.9 °C |
| Vapour Pressure | 0.0±2.5 mmHg at 25°C |
| Index of Refraction | 1.635 |
| LogP | 2.03 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 8 |
| Heavy Atom Count | 30 |
| Complexity | 540 |
| Defined Atom Stereocenter Count | 9 |
| SMILES | C1=CC=C(C=C1)/C=C/CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H](O3)CO)O)O)O)O)O |
| InChi Key | IEBFEMIXXHIISM-YZOUKVLTSA-N |
| InChi Code | InChI=1S/C20H28O10/c21-9-12-14(22)17(25)20(29-12)28-10-13-15(23)16(24)18(26)19(30-13)27-8-4-7-11-5-2-1-3-6-11/h1-7,12-26H,8-10H2/b7-4+/t12-,13+,14-,15+,16-,17+,18+,19+,20+/m0/s1 |
| Chemical Name | (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E)-3-phenylprop-2-enoxy]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 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 | The production of iNOS and cytokines in mouse BV2 cells was reduced in a concentration-dependent manner by rosarine (0-50 μg/ml; 18 hours) pretreatment for 30 minutes [1]. |
| References |
[1]. Anti-Inflammatory and Neuroprotective Effects of Constituents Isolated from Rhodiola rosea.Evid Based Complement Alternat Med. 2013;2013:514049. |
| Additional Infomation |
Rosarin is an O-acyl carbohydrate. Rosarin has been reported in Rhodiola crenulata, Rhodiola sachalinensis, and other organisms with data available. See also: Sedum roseum root (part of). |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~233.41 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.84 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 (5.84 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 (5.84 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 | 2.3341 mL | 11.6705 mL | 23.3410 mL | |
| 5 mM | 0.4668 mL | 2.3341 mL | 4.6682 mL | |
| 10 mM | 0.2334 mL | 1.1671 mL | 2.3341 mL |