Basic information
- CAS
10578-79-7- Standard SMILES
CNc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1- InChIKey
LZCNWAXLJWBRJE-ZOQUXTDFSA-N- Molecular formula
- C10H15N3O5
- Average molar mass
- 257.24 g/mol
- Monoisotopic mass
- 257.10117059
Overview
N4-Methylcytidine is a pyrimidine nucleoside.
Names & identifiers
- Preferred name
- N(4)-Methylcytidine
- IUPAC
- 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(methylamino)pyrimidin-2-one
- English name
- N(4)-methylcytidine
- Molecular formula
- C10H15N3O5
- Molecular weight
- 257.24
Names & synonyms
10578-79-7N(4)-MethylcytidineDTXSID20147340RefChem:160709DTXCID5069831N4-MethylcytidineCytidine, N-methyl-n-methylcytidine4-Methylcytidine1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(methylamino)pyrimidin-2-oneMFCD237017661-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(methylamino)pyrimidin-2-one
Show more names
RNA-modified nucleoside m4CN4-Methylcytidine, RNA modified nucleoside m4C
NSC518744N-4-MethylcytidineN4-Methyl-CrNSC 518744N4-Me-rCCytidine, N(4)-methyl-orb1908938TNU0029
Database identifiers
- CAS
10578-79-7- PubChem CID
- 101436
- DTXSID
DTXSID20147340- ChEBI
CHEBI:178090- Nikkaji
- J359.361D
Properties
Computed structural properties
- XLogP
- -1.7
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 397
Physicochemical properties
- Melting point
- 202 · 202-203 °C(Solv: ethanol (64-17-5))
- Boiling point
- 504.2 · 504.2±60.0 °C(Predicted)
- Density
- 1.69 · 1.69±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C(protect from light)
- solubility
- Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- pka
- 13.48 · 13.48±0.70(Predicted)
- form
- Solid
- color
- Off-White to Beige
- Stability
- Hygroscopic
- InChI
- InChI=1S/C10H15N3O5/c1-11-6-2-3-13(10(17)12-6)9-8(16)7(15)5(4-14)18-9/h2-3,5,7-9,14-16H,4H2,1H3,(H,11,12,17)/t5-,7-,8-,9-/m1/s1
- InChIKey
- LZCNWAXLJWBRJE-ZOQUXTDFSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C=CC(NC)=NC2=O)[C@H](O)[C@@H]1O
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 304 · H304-H413
Safety & regulation
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H304-H413
- Precautionary statements
- P501-P273-P331-P301+P310-P405
Chemistry & industry
Applications
DescriptionN4-Methylcytidine is a nucleoside analogue that inhibits synthesis of human mitochondrial DNA by inhibiting bacterial enzyme uridine-cytidine kinase, which converts uridine to cytidine in the mitochondria. N4-Methylcytidine has been shown to be potent against viruses such as HIV and herpes simplex virus type 1 (HSV-1) in cell culture studies. This antiviral effect is due to the interference with viral dna replication and protein synthesis by preventing incorporation of uracil into dna and ribosomal RNA.
UsesN4-Methylcytidine (Nsc518744) is a cytidine nucleoside analog. Cytidine analogs have a mechanism of inhibiting DNA methyltransferases (such as Zebularine, HY-13420), and have potential anti-metabolic and anti-tumor activities[1].
Suppliers58 total
Zhengzhou Chemprize Biotech Co., Ltd.+86-86-0371-56768238 +86-15981919713 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
宁波亿诺化学品有限公司86-574-27787657 · [email protected]
攀纳燊（河南）医药科学技术有限公司0371-65325800 13700860222 · [email protected]
Related reactions
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Compound notes
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