2'-O-Methylcytidine

HCID 150971CAS 2140-72-9

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Grundinformationen

Standard-SMILES: CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1ccc(N)nc1=O
InChIKey: RFCQJGFZUQFYRF-ZOQUXTDFSA-N
Summenformel: C10H15N3O5
Durchschnittliche Molmasse: 257,24 g/mol
Monoisotopische Masse: 257,10117058

Überblick

2'-O-methylcytidine is a methylcytidine.

Namen und Bezeichner

Bevorzugter Name: 2'-O-Methylcytidine
IUPAC: 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one
Englischer Name: 2'-O-Methylcytidine
Summenformel: C10H15N3O5
Molmasse: 257.24

Namen und Synonyme

2'-O-Methylcytidine2140-72-9Cytidine, 2'-O-methyl-O(2')-Methylcytidine5XD9IH2G27CHEBI:19228RefChem:804262'-O-Methyl cytidine4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-oneMFCD115190764-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one2 inverted exclamation marka-O-methylcytidine

Weitere Namen anzeigen

2'-OMe-C2'-OMe-rC2'-O-Me-rC2′-0-Methylcytidine2'-OMe-Cr2'-O-Me-dC2'-OMe Cytidine2'-OMe-cytidine

2'-O-METHYL-CYTIDINE4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-2-oneO-2-MethylcytidineO2'-methylycytidineOMe-rC2 -O-MethylcytidineUNII-5XD9IH2G27SCHEMBL64632

Datenbank-Bezeichner

CAS: 2140-72-9、58970-16-4
PubChem CID: 150971
DTXSID: DTXSID50943958
ChEMBL: CHEMBL176605
ChEBI: CHEBI:19228
UNII: 5XD9IH2G27
Nikkaji: J120.782B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,6
Polarare Oberfläche (TPSA): 118 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 3
Schwere Atome: 18
Formalladung: 0
Komplexität: 397

Physikochemische Eigenschaften

Schmelzpunkt: 252 · 252-253 C
Siedepunkt: 506 · 506.0±60.0 °C(Predicted)
Dichte: 1.68 · 1.68±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
Löslichkeit: Soluble in DMSO.
pka: 13.37 · 13.37±0.70(Predicted)
Aggregatzustand: Powder
Farbe: White to Off-white
PH: 4.2 · 4.2
Major Application: pharmaceutical
InChI: 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
InChIKey: RFCQJGFZUQFYRF-ZOQUXTDFSA-N
SMILES: OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](OC)[C@@H]1O
CAS Datenbank: 2140 · 2140-72-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
hs_code: 29349990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung2'-O-Methylcytidine is a nucleoside with a hydroxyl group on the 2' carbon, making it an effective viral replication inhibitor. 2'-O-Methylcytidine is also metabolized by nucleotide salvage pathways and may be able to bind to the response element on DNA, which could inhibit protein synthesis in cancer cells. It is an inhibitor of hepatitis C virus (HCV) non-structural protein 5B (NS5B; IC50 = 3.8 μM). It inhibits HCV replication in a replicon assay (IC50 = 21.2 μM).

Verwenden2'-O-Methylcytidine is used in the preparation of nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.