(2R,3R,4S,5R)-2-(6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase编号: 91860
• 分子式: C10H11ClN4O4
• 平均质量: 286.67174
• 单一同位素质量: 286.04688253
• SMILES: n1(c2c(c(ncn2)Cl)nc1)[C@@H]1O[C@H](CO)[C@H]([C@H]1O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2Cl
• InChI: InChI=1S/C10H11ClN4O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2/t4-,6-,7-,10-/m1/s1
• InChIKey: XHRJGHCQQPETRH-KQYNXXCUSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4S,5R)-2-(6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: (2R,3R,4S,5R)-2-(6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• 别名: 6-氯嘌呤-9-β-D-呋喃核糖苷; 6-氯嘌呤核苷; (2R,3R,4S,5R)-2-(6-Chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 6-Chloropurine-9-beta-D-ribofuranoside; 6-Chloropurine-9-β-D-ribofuranoside; 6-Chloropurine-9-?-D-ribofuranoside; 6-Chloropurine-9-riboside 99%; 6-Chloropurine-9-β-D-ribofuranoside; 6-CHLOROPURINE RIBOSIDE; 6-Chloropurine riboside

登记号

• CAS号: 5399-87-1; 623925-46-2; 2004-06-0
• EC号: 217-904-8; 226-438-4
• MDL号: MFCD00005738
• Beilstein号: 40573
• PubChem SID: 24893040; 162078558; 24888323
• PubChem CID: 93003

理论计算性质

• Log P: -1.0322737
• 摩尔折射率: 64.0478 cm^3
• 极化性: 25.42824 Å^3
• 极化表面积: 113.52 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true
• Acid pKa: 12.454003
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -1.032419
• LogD (pH = 7.4): -1.0322793

分子性质

理化性质

• 熔点: 158-162 °C (dec.)(lit.); 158-162°C; 158-162°C dec.
• 比旋光度: [α]20/D -43±1°, c = 0.8% in H2O

安全信息

• 保存条件: 0°C
• 保存注意事项: Irritant/Store at -20oC
• RTECS编号: UO7520800
• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥99.0% (HPLC); 97%; 98%; 99%
• Empirical Formula (Hill Notation): C10H11ClN4O4

详细说明

MP Biomedicals - 02101370

Crystalline

Apollo Scientific Ltd - OR7990T

A substrate for the enzyme adenosine deaminase.

Sigma Aldrich - C8276

Application
6-Chloropurine riboside is used to study the kinetics and substrate specificity of adenosine deaminase. 6-Chloropurine riboside is benzoylated to facilitate synthesis of nucleoside derivatives such as 9-(2,3-Di-deoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine. 6-Chloropurine riboside, especially after phosphorylation to NMP, NDP or NTP, is used as a purine substrate analogue in studies with enzymes such as Inosine monophosphate dehydrogenase (IMPDH); bacteriophage T4 RNA-ligase (EC 6.5.1.3) and pancreatic fibonuclease A.

Sigma Aldrich - 852481

包装
1, 5 g in glass bottle
Application
关于这种核苷的地球化学和生物效应的综述，请参见 Adv. Exp. Med. Biol. 。1,2