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| References | |
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| Additional Infomation |
5-methylcytosine is a pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position. It has a role as a human metabolite. It is a member of pyrimidines and a methylcytosine. It is functionally related to a cytosine.
5-Methylcytosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). 5-Methylcytosine has been reported in Luffa acutangula, Luffa aegyptiaca, and other organisms with data available. 5-Methylcytosine is a methylated form of the nucleobase cytosine occurring predominantly in cytosine-phosphate-guanine (CpG) islands that are produced by DNA methyltransferases and may regulate gene expression. Like cytosine, the DNA sequence containing 5-methylcytosine (5-mC) is able to be replicated without error and 5-mC can pair with guanine in double stranded DNA. However, DNA sequences containing a high local concentration of 5-mC may be less transcriptionally active than areas with higher ratios of unmodified cytosine. A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base. |
| Molecular Formula |
C5H7N3O
|
|---|---|
| Molecular Weight |
125.131
|
| Exact Mass |
125.058
|
| CAS # |
554-01-8
|
| Related CAS # |
5-Methylcytosine-d4;1219795-15-9
|
| PubChem CID |
65040
|
| Appearance |
White to off-white solid powder
|
| Density |
1.4±0.1 g/cm3
|
| Boiling Point |
417.3ºC at 760 mmHg
|
| Melting Point |
>270ºC (>518ºCF)
|
| Flash Point |
206.2ºC
|
| Index of Refraction |
1.651
|
| LogP |
-1.12
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
0
|
| Heavy Atom Count |
9
|
| Complexity |
204
|
| Defined Atom Stereocenter Count |
0
|
| InChi Key |
LRSASMSXMSNRBT-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9)
|
| Chemical Name |
4-amino-5-methylpyrimidin-2(1H)-one
|
| Synonyms |
5-Methylcytosine 5Methylcytosine5 Methylcytosine 5 mC 5mC 5-mC
|
| 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 |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
H2O : ~7.14 mg/mL (~57.06 mM)
DMSO : ~5 mg/mL (~39.96 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 0.83 mg/mL (6.63 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 8.3 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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: ≥ 0.83 mg/mL (6.63 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 8.3 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. View More
Solubility in Formulation 3: ≥ 0.83 mg/mL (6.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 6.67 mg/mL (53.30 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 7.9917 mL | 39.9584 mL | 79.9169 mL | |
| 5 mM | 1.5983 mL | 7.9917 mL | 15.9834 mL | |
| 10 mM | 0.7992 mL | 3.9958 mL | 7.9917 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.
| NCT Number | Recruitment | interventions | Conditions | Sponsor/Collaborators | Start Date | Phases |
| NCT03526666 | COMPLETED | Other: Peripheral blood collection | AML Acute Myeloid Leukemia CMML Chronic Myelomonocytic Leukemia |
Van Andel Research Institute | 2017-11-01 | |
| NCT05318989 | COMPLETED | Genitourinary Agents | Żelazna Medical Centre, LLC | 2021-02-08 | ||
| NCT01687400 | COMPLETEDWITH RESULTS | Drug: decitabine | Leukemia, Myeloid, Acute Myelodysplastic Syndromes |
Washington University School of Medicine | 2013-02-12 | Phase 2 |
| NCT05380999 | NOT YET RECRUITING | Diagnostic Test: Methylation tests of nucleic acids extracted from mature red blood cells (RBCs) |
Lung Cancer Methylation Red Blood Cells |
The Affiliated Nanjing Drum Tower Hospital of Nanjing University Medical School | 2022-05 | |
| NCT02297009 | TERMINATED | Procedure: Buccal swab | DNA Methylation | Universitaire Ziekenhuizen KU Leuven | 2014-12 |
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