Physicochemical Properties
| Molecular Formula | C₁₁H₁₅N₅O₄ |
| Molecular Weight | 281.27 |
| Exact Mass | 281.112 |
| CAS # | 2140-79-6 |
| PubChem CID | 102213 |
| Appearance | White to off-white solid powder |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 623.8±65.0 °C at 760 mmHg |
| Melting Point | 200-202ºC |
| Flash Point | 331.0±34.3 °C |
| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
| Index of Refraction | 1.795 |
| LogP | -0.15 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 20 |
| Complexity | 349 |
| Defined Atom Stereocenter Count | 4 |
| SMILES | CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O |
| InChi Key | FPUGCISOLXNPPC-IOSLPCCCSA-N |
| InChi Code | InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 |
| Chemical Name | (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol |
| Synonyms | 2'OMethyladenosine; 2' O Methyladenosine |
| 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 Vivo | In rats, 2'-O-Methyladenosine (100, 200 mg/kg, ip, single dose) shows distinct hypotensive effects[2]. |
| Animal Protocol |
Animal/Disease Models: Male spontaneously hypertensive rats (SHR; 16 weeks old)[2]. Doses: 100 , 200 mg/kg. Route of Administration: IP, single dose. Experimental Results: demonstrated a significant hypotensive effect in decreasing blood pressure by about 40-50%. |
| References |
[1]. Increased excretion of modified adenine nucleosides by children with adenosine deaminase deficiency. Pediatr Res. 1982 May;16(5):362-9. [2]. Naturally occurring 2'-O-methylpurine nucleosides with hypotensive properties. Cell Mol Life Sci. 1998 Feb;54(2):125-8. |
| Additional Infomation |
Cordysinin B is a member of the class of adenosines that is adenosine in which the hydroxy group at position 2' is replaced by a methoxy group. It has been isolated from the mycelia of Cordyceps sinensis. It has a role as a fungal metabolite. It is a member of adenosines and an ether. It is functionally related to an adenosine. 2'-O-Methyladenosine has been reported in Euglena gracilis, Ophiocordyceps sinensis, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~66.67 mg/mL (~237.03 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 3 mg/mL (10.67 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 30.0 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: ≥ 3 mg/mL (10.67 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 30.0 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: ≥ 3 mg/mL (10.67 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 30.0 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 | 3.5553 mL | 17.7765 mL | 35.5530 mL | |
| 5 mM | 0.7111 mL | 3.5553 mL | 7.1106 mL | |
| 10 mM | 0.3555 mL | 1.7777 mL | 3.5553 mL |