| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| Other Sizes |
| Targets |
DNA methyltransferases; nucleic acid hybridization. 5-Methyl-2'-O,4'-C-methylenecytidine is a cytidine nucleoside analog that inhibits DNA methyltransferases. The LNA modification (2'-O,4'-C-methylene bridge) locks the sugar conformation, enhancing binding affinity to complementary RNA or DNA. It has potential anti-metabolic and anti-tumor activities.
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|---|---|
| ln Vitro |
5-Methyl-2'-O,4'-C-methylenecytidine demonstrates activity as a cytidine nucleoside analog in cellular assays. It inhibits DNA methyltransferases and has potential anti-metabolic and anti-tumor activities. The LNA modification enhances binding affinity. Detailed IC50 values have not been disclosed.
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| ln Vivo |
In vivo activity of 5-Methyl-2'-O,4'-C-methylenecytidine has not been extensively characterized. As a cytidine analog and LNA nucleoside, it would be expected to have anti-tumor activity in animal models. The LNA modification may improve in vivo stability and efficacy.
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| Enzyme Assay |
In vitro enzyme assays for DNA methyltransferase inhibition are performed using recombinant DNMT enzymes and DNA substrates. For LNA oligonucleotides, binding affinity is assessed by melting temperature (Tm) measurements. The compound is tested at varying concentrations in appropriate assays.
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| Cell Assay |
Cells (e.g., cancer cell lines) are cultured and treated with 5-Methyl-2'-O,4'-C-methylenecytidine at concentrations typically ranging from 1–100 μM for 24–72 hours. DNA methylation levels are assessed by methylation-specific PCR. Cell viability and proliferation are evaluated by standard assays.
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| Animal Protocol |
In vivo animal studies for 5-Methyl-2'-O,4'-C-methylenecytidine have not been reported. The compound is primarily used as a research tool for epigenetic and LNA studies. Future studies in animal models of cancer would be needed to evaluate in vivo efficacy.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for 5-Methyl-2'-O,4'-C-methylenecytidine have not been published. The compound has a molecular weight of 269.25 and formula C11H15N3O5. As a cytidine analog and LNA nucleoside, it may have improved stability. In vivo PK parameters have not been characterized.
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| Toxicity/Toxicokinetics |
Toxicology data for 5-Methyl-2'-O,4'-C-methylenecytidine have not been published. The compound is for research use only and not approved for human therapeutic applications. No systematic toxicological evaluation has been performed. Standard safety precautions should be observed.
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| References |
[1]. Gowher H, et al. Mechanism of inhibition of DNA methyltransferases by cytidine analogs in cancer therapy. Cancer Biol Ther. 2004 Nov;3(11):1062-8.
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| Additional Infomation |
4-Amino-1-[2,5-dehydro-4-(hydroxymethyl)-α-L-lythofuranyl]-5-methylcytosine is a pyrimidine nucleoside formed by the condensation of the N(1)-nitrogen of 4-amino-5-methylcytosine with 2,5-dehydro-4-(hydroxymethyl)-α-L-lythofuranyl. It is a nucleoside analog, pyrimidine nucleoside, and pyrimidinone. Its function is related to cytosine.
5-Methyl-2'-O,4'-C-methylenecytidine (CAS: 847650-87-7, molecular formula C11H15N3O5, molecular weight 269.25) is a cytidine nucleoside analog and LNA-related nucleoside. It inhibits DNA methyltransferases and has anti-tumor potential. It is not in clinical trials. |
| Molecular Formula |
C11H15N3O5
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|---|---|
| Molecular Weight |
269.25
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| Exact Mass |
269.101
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| CAS # |
847650-87-7
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| PubChem CID |
52946596
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| Appearance |
White to off-white solid powder
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| LogP |
-2.1
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
19
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| Complexity |
491
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| Defined Atom Stereocenter Count |
4
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| SMILES |
CC1=CN(C(=O)N=C1N)[C@H]2[C@H]3[C@@H]([C@@](O2)(CO3)CO)O
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| InChi Key |
NELYIRACPIJATH-SZVQBCOZSA-N
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| InChi Code |
InChI=1S/C11H15N3O5/c1-5-2-14(10(17)13-8(5)12)9-6-7(16)11(3-15,19-9)4-18-6/h2,6-7,9,15-16H,3-4H2,1H3,(H2,12,13,17)/t6-,7+,9-,11+/m1/s1
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| Chemical Name |
4-amino-1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-5-methylpyrimidin-2-one
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: ~100 mg/mL (~371.4 mM; with ultrasonication)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.29 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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 (9.29 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. 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 (9.29 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.7140 mL | 18.5701 mL | 37.1402 mL | |
| 5 mM | 0.7428 mL | 3.7140 mL | 7.4280 mL | |
| 10 mM | 0.3714 mL | 1.8570 mL | 3.7140 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.
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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