(2R,3R,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-ol

• ChemBase编号: 126708
• 分子式: C10H13N5O3
• 平均质量: 251.24192
• 单一同位素质量: 251.1018393
• SMILES: O[C@@H]1C[C@@H](CO)O[C@H]1n1c2ncnc(N)c2nc1
• Canonical SMILES: OC[C@@H]1C[C@H]([C@@H](O1)n1cnc2c1ncnc2N)O
• InChI: InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1
• InChIKey: OFEZSBMBBKLLBJ-BAJZRUMYSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-ol
• IUPAC传统名: cordycepin
• 别名: Cordycepine; 3'-Deoxyadenosine; Cordycepin; 3′-Deoxyadenosine; Cordycepin

登记号

• CAS号: 73-03-0; 73-03-3
• EC号: 200-791-4
• MDL号: MFCD00037998
• Beilstein号: 35194
• PubChem SID: 24892611; 162221036
• PubChem CID: 6303
• CHEMBL: 305686
• Chemspider ID: 6064
• 维基百科标题: Cordycepin

理论计算性质

• Acid pKa: 13.527495
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -1.5159566
• LogD (pH = 7.4): -1.4023339
• Log P: -1.4006692
• 摩尔折射率: 62.0985 cm^3
• 极化性: 23.860285 Å^3
• 极化表面积: 119.31 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 225.5°C; 225-229 °C

安全信息

• RTECS编号: AU7358610
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-36/37/38
• 安全公开号: 26-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C

药理学性质

• 相关基因信息: rat ... Adora1(29290)

产品相关信息

• 纯度: ≥98.0% (HPLC)
• 生物来源: from Cordyceps militaris
• Empirical Formula (Hill Notation): C10H13N5O3

详细说明

Sigma Aldrich - C3394

Biochem/physiol Actions
Cordycepin is an adenosine analogue that is readily converted to cordycepin 5′-triphosphate; can be used for 3′-end labeling of RNA.

Sigma Aldrich - 30925

Other Notes
Starting material for the synthesis of cordycepin triphosphate, an inhibitor of replicative synthesis1
Biochem/physiol Actions
Cordycepin is an adenosine analogue that is readily converted to cordycepin 5′-triphosphate; can be used for 3′-end labeling of RNA.