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2'-O-Methylcytidine

Cat No.:V53157 Purity: ≥98%
2'-O-Methylcytidine is a 2'-generation nucleoside that can inhibit HCV (hepatitis C virus) replication.
2'-O-Methylcytidine
2'-O-Methylcytidine Chemical Structure CAS No.: 2140-72-9
Product category: HCV
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
2'-O-Methylcytidine is a 2'-generation nucleoside that can inhibit HCV (hepatitis C virus) replication. 2'-O-Methylcytidine inhibits NS5B-catalyzed RNA synthesis in vitro by competing with the substrate nucleoside triphosphate.
2'-O-Methylcytidine is a 2'-substituted nucleoside that functions as an inhibitor of HCV replication. It inhibits RNA-dependent RNA polymerase (NS5B)-catalyzed RNA synthesis in vitro in a manner that is competitive with substrate nucleoside triphosphate. The 2'-O-methyl modification is a naturally occurring modified nucleoside found in tRNA, featuring methylation at the ribose 2'-hydroxyl position. This modification locks the ribose in the C3'-endo conformation, which is important for RNA structural studies.
Biological Activity I Assay Protocols (From Reference)
Targets
2'-O-Methylcytidine targets the RNA-dependent RNA polymerase (NS5B) of the hepatitis C virus. As a 2'-substituted nucleoside, it exhibits competitive inhibition of substrate nucleoside triphosphate during RNA synthesis in vitro. The compound's antiviral properties make it a valuable tool for research related to HCV pathogenesis and therapeutic development.
ln Vitro
2'-O-Methylcytidine demonstrates potent in vitro inhibition of HCV NS5B-catalyzed RNA synthesis. Its activity is competitive with substrate nucleoside triphosphate, indicating that it competes with natural nucleotides for incorporation into the growing RNA chain. This inhibition mechanism is characteristic of nucleoside analog antiviral agents that target viral polymerases.
ln Vivo
In vivo activity of 2'-O-methylcytidine has been suggested by its potent in vitro inhibition of HCV replication. The compound is used as a research tool for studying HCV pathogenesis and therapeutic development. Further in vivo studies are needed to evaluate its pharmacokinetic properties, antiviral efficacy, and safety profile.
Enzyme Assay
In vitro enzyme assays for 2'-O-methylcytidine involve measuring its inhibition of HCV NS5B RNA-dependent RNA polymerase activity. The assay typically uses purified recombinant NS5B polymerase and measures the incorporation of radiolabeled nucleotides into RNA in the presence of varying concentrations of the compound. The competitive nature of inhibition is confirmed by kinetic analysis showing that the compound competes with substrate nucleoside triphosphate.
Cell Assay
In vitro cellular assays for 2'-O-methylcytidine involve treating HCV replicon-containing cells with varying concentrations of the compound and measuring viral RNA replication using qRT-PCR or luciferase reporter assays. The compound's cytotoxicity is evaluated using standard cell viability assays. IC50 values for antiviral activity are determined from dose-response curves.
Animal Protocol
In vivo animal experiments for 2'-O-methylcytidine are not extensively documented. If used in animal models of HCV infection, typical protocols would involve administering the compound to HCV-infected humanized mouse models and evaluating efficacy by measuring viral load in plasma or liver tissues. Further studies are needed to characterize its in vivo activity.
ADME/Pharmacokinetics
Pharmacokinetic data for 2'-O-methylcytidine are limited. The compound has a molecular weight of 257.24 and a molecular formula of C10H15N3O5. Its absorption, distribution, metabolism, and excretion properties have not been fully characterized. The compound is a modified nucleoside used as a research tool for antiviral studies.
Toxicity/Toxicokinetics
2'-O-Methylcytidine is not intended for human therapeutic use, and toxicological data are limited as it is a research compound. Standard laboratory safety precautions should be followed when handling this compound.
References

[1]. Inhibition of hepatitis C virus RNA replication by 2'-modified nucleoside analogs. J Biol Chem. 2003 Apr 4;278(14):11979-84.

Additional Infomation
2'-O-methylcytidine is a methylcytidine.
2'-O-Methylcytidine (CAS#: 2140-72-9) has the molecular formula C10H15N3O5 and a molecular weight of 257.24. It is a 2'-substituted nucleoside that inhibits HCV replication by competitively inhibiting RNA-dependent RNA polymerase (NS5B)-catalyzed RNA synthesis. The compound is used in antiviral research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H15N3O5
Molecular Weight
257.24
Exact Mass
257.101
CAS #
2140-72-9
PubChem CID
150971
Appearance
White to off-white solid powder
Density
1.7±0.1 g/cm3
Boiling Point
506.0±60.0 °C at 760 mmHg
Melting Point
252-253ºC
Flash Point
259.8±32.9 °C
Vapour Pressure
0.0±3.0 mmHg at 25°C
Index of Refraction
1.677
LogP
-1.09
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
18
Complexity
397
Defined Atom Stereocenter Count
4
SMILES
CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O
InChi Key
RFCQJGFZUQFYRF-ZOQUXTDFSA-N
InChi Code
InChI=1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1
Chemical Name
4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-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)
Solubility Data
Solubility (In Vitro)
H2O : 62.5 mg/mL (242.96 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (388.74 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 3.8874 mL 19.4371 mL 38.8742 mL
5 mM 0.7775 mL 3.8874 mL 7.7748 mL
10 mM 0.3887 mL 1.9437 mL 3.8874 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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