(2R,3R,4S,5R)-2-(6-amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase编号: 81903
• 分子式: C10H12BrN5O4
• 平均质量: 346.13738
• 单一同位素质量: 345.00726589
• SMILES: n1([C@H]2[C@@H]([C@H](O)[C@H](O2)CO)O)c(nc2c1ncnc2N)Br
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(Br)nc2c1ncnc2N
• InChI: InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
• InChIKey: VJUPMOPLUQHMLE-UUOKFMHZSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4S,5R)-2-(6-amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: bromoadenosine
• 别名: 8-溴腺苷; 6-Amino-8-bromopurine riboside; 8-Bromoadenine-9-β-D-ribofuranoside; 8-BROMOADENOSINE; (2R,3R,4S,5R)-2-(6-amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 8-Bromoadenine-9-β-D-ribofuranoside; 8-Bromoadenosine; 2-(6-amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

登记号

• CAS号: 2946-39-6
• EC号: 220-959-0
• MDL号: MFCD00063773; MFCD00005733
• Beilstein号: 627737
• PubChem SID: 24891901; 162069022
• PubChem CID: 96544

理论计算性质

• Acid pKa: 12.452744
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -1.040446
• LogD (pH = 7.4): -1.0270739
• Log P: -1.0268967
• 摩尔折射率: 70.8204 cm^3
• 极化性: 27.664213 Å^3
• 极化表面积: 139.54 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

• 外观: white powder
• 熔点: 210-212 °C (dec.)(lit.); ca 211°C dec.
• 比旋光度: [α]20/D -33±2°, c = 1% in 1 M HCl; -33 (c=1 in 1N HCl)

安全信息

• 保存条件: 0°C
• 保存注意事项: Air Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C; 2-8°C

药理学性质

• 相关基因信息: rat ... Adora2a(25369)

产品相关信息

• 纯度: ≥99.0% (HPLC); 98%
• Empirical Formula (Hill Notation): C10H12BrN5O4

详细说明

MP Biomedicals - 02105471

Crystalline

Sigma Aldrich - B6272

包装
1, 5 g in poly bottle

Sigma Aldrich - 16132

Other Notes
Inhibits the binding of cyclic AMP and adenosine to the activated cyclic AMP/adenosine binding protein1

参考文献

• Adenosine binding inhibitor.