2'-O-Methylcytidine

HCID 150971CAS 2140-72-9

部分構造検索類似構造を探す

基本情報

標準SMILES: CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1ccc(N)nc1=O
InChIKey: RFCQJGFZUQFYRF-ZOQUXTDFSA-N
分子式: C10H15N3O5
平均分子量: 257.24 g/mol
単同位体質量: 257.10117058

概要

2'-O-methylcytidine is a methylcytidine.

名称と識別子

優先名称: 2'-O-Methylcytidine
IUPAC: 4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one
現地名: 2'-O-メチルシチジン
英語名: 2'-O-Methylcytidine
分子式: C10H15N3O5
分子量: 257.24

名称と別名

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

名称をさらに表示

2'-O-メチルシチジン2′-O-メチルシチジン4-アミノ-1-[(2R,3R,4R,5R)-4-ヒドロキシ-5-(ヒドロキシメチル)-3-メトキシオキソラン-2-イル]-1,2-ジヒドロピリミジン-2-オン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

データベース識別子

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

物性

構造計算による物性

XLogP: -1.6
極性表面積: 118 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 3
重原子数: 18
形式電荷: 0
複雑度: 397

物理化学的性質

融点: 252 · 252-253 C
沸点: 506 · 506.0±60.0 °C(Predicted)
比重(密度): 1.68 · 1.68±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
溶解性: DMSOに可溶。
酸解離定数(Pka): 13.37 · 13.37±0.70(Predicted)
外見: 粉
色: ホワイトからオフホワイト
PH: 4.2 · 4.2
主な用途: 医薬品
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 データベース: 2140 · 2140-72-9(CAS DataBase Reference)

化学的性質

化学的特性White powder

安全と法規制

安全データ

wgk: 3
hs_code: 29349990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 2 件

説明2'-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).

使用2'-O-Methylcytidine is used in the preparation of nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.