2′-O-Methylcytidine
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MedKoo CAT#: 463998

CAS#: 2140-72-9

Description: 2'-O-Methylcytidine is a nucleoside derivative and an inhibitor of hepatitis C virus (HCV) non-structural protein 5B. It inhibits HCV replication in a replicon assay.


Chemical Structure

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2′-O-Methylcytidine
CAS# 2140-72-9

Theoretical Analysis

MedKoo Cat#: 463998
Name: 2′-O-Methylcytidine
CAS#: 2140-72-9
Chemical Formula: C10H15N3O5
Exact Mass: 257.10
Molecular Weight: 257.246
Elemental Analysis: C, 46.69; H, 5.88; N, 16.33; O, 31.10

Price and Availability

Size Price Availability Quantity
1g USD 250 2 Weeks
5g USD 650 2 Weeks
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Synonym: 2′-O-Methylcytidine; 2′ O Methylcytidine; 2′-O Methylcytidine; 2′ O-Methylcytidine;

IUPAC/Chemical Name: 4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one

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

SMILES Code: [H][C@]1(O[C@@H]([C@@H](O)[C@H]1OC)CO)N2C(N=C(C=C2)N)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Soluble in DMSO 0.0 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 257.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Kajino R, Ueno Y. (S)-5'-C-Aminopropyl-2'-O-methyl nucleosides enhance antisense activity in cultured cells and binding affinity to complementary single-stranded RNA. Bioorg Med Chem. 2021 Jan 15;30:115925. doi: 10.1016/j.bmc.2020.115925. Epub 2020 Dec 7. PMID: 33310631.

2: Tardu M, Jones JD, Kennedy RT, Lin Q, Koutmou KS. Identification and Quantification of Modified Nucleosides in Saccharomyces cerevisiae mRNAs. ACS Chem Biol. 2019 Jul 19;14(7):1403-1409. doi: 10.1021/acschembio.9b00369. Epub 2019 Jun 25. PMID: 31243956; PMCID: PMC7254066.

3: Heiss M, Reichle VF, Kellner S. Observing the fate of tRNA and its modifications by nucleic acid isotope labeling mass spectrometry: NAIL-MS. RNA Biol. 2017 Sep 2;14(9):1260-1268. doi: 10.1080/15476286.2017.1325063. Epub 2017 May 10. PMID: 28488916; PMCID: PMC5699550.

4: Kawarada L, Suzuki T, Ohira T, Hirata S, Miyauchi K, Suzuki T. ALKBH1 is an RNA dioxygenase responsible for cytoplasmic and mitochondrial tRNA modifications. Nucleic Acids Res. 2017 Jul 7;45(12):7401-7415. doi: 10.1093/nar/gkx354. PMID: 28472312; PMCID: PMC5499545.

5: Fu L, Amato NJ, Wang P, McGowan SJ, Niedernhofer LJ, Wang Y. Simultaneous Quantification of Methylated Cytidine and Adenosine in Cellular and Tissue RNA by Nano-Flow Liquid Chromatography-Tandem Mass Spectrometry Coupled with the Stable Isotope-Dilution Method. Anal Chem. 2015 Aug 4;87(15):7653-9. doi: 10.1021/acs.analchem.5b00951. Epub 2015 Jul 21. PMID: 26158405; PMCID: PMC4711271.

6: Leisvuori A, Aiba Y, Lönnberg T, Poijärvi-Virta P, Blatt L, Beigelman L, Lönnberg H. Chemical and enzymatic stability of amino acid derived phosphoramidates of antiviral nucleoside 5'-monophosphates bearing a biodegradable protecting group. Org Biomol Chem. 2010 May 7;8(9):2131-41. doi: 10.1039/b924321f. Epub 2010 Mar 5. PMID: 20401390.