2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one hydrate

• ChemBase编号: 70207
• 分子式: C10H15N5O5
• 平均质量: 285.2566
• 单一同位素质量: 285.10731861
• SMILES: OC[C@@H]1[C@@H](O)C[C@@H](O1)n1cnc2c(=O)[nH]c(N)nc12.O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1nc(N)[nH]c2=O.O
• InChI: InChI=1S/C10H13N5O4.H2O/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6;/h3-6,16-17H,1-2H2,(H3,11,13,14,18);1H2/t4-,5+,6+;/m0./s1
• InChIKey: LZSCQUCOIRGCEJ-FPKZOZHISA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one hydrate
• IUPAC传统名: 2-deoxyguanosine hydrate; 2'-deoxyguanosine hydrate
• 别名: 2′-脱氧鸟苷 水合物; 2′-Deoxyguanosine 一水合物; 2′-Deoxyguanosine hydrate; 9-(2-Deoxy-β-D-ribofuranosyl)guanine; Guanine-2′-deoxyriboside; 2′-Deoxyguanosine monohydrate; 2'-Deoxyguanosine monohydrate

登记号

• CAS号: 312693-72-4; 207121-55-9
• EC号: 213-505-8
• MDL号: MFCD00150760
• Beilstein号: 39814
• PubChem SID: 162035930; 24894083; 24888365; 24893307
• PubChem CID: 16218597

理论计算性质

• Acid pKa: 10.158529
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -1.8056743
• LogD (pH = 7.4): -1.8062477
• Log P: -1.8055801
• 摩尔折射率: 63.1104 cm^3
• 极化性: 23.620188 Å^3
• 极化表面积: 134.99 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

• 溶解度: 1 M NH4OH: soluble50 mg/mL; 1 M NH4OH: soluble50 mg/mL, clear to very faintly turbid, yellow to brown
• 外观: powder
• 熔点: >300 °C (dec.)(lit.)
• 比旋光度: [α]20/D -30°, c = 0.2 in H2O

安全信息

• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302; H302-H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (HPLC); 95+%; 99%; 99-100%
• 适用性: suitable for cell culture
• Empirical Formula (Hill Notation): C10H13N5O4 · H2O; C10H13N5O4 · xH2O

详细说明

Sigma Aldrich - D7145

Application
Deoxyguanosine (dG) is a purine nucleoside that upon sequential phosphoylation (kinases) forms dGTP which is used by DNA polymerases and reverse transcriptases to synthesis DNA(s). Deoxyguanosine is the most electron rich of the four canonical bases and includes many nucleophilic sites which are susceptible to oxidative damage. This makes deoxyguanosine and its oxidized derivatives useful reagents to study mechanisms of oxidative damage to nucleosides and nucleotides.

Sigma Aldrich - 854999

包装
1 g in glass bottle
100 mg in glass bottle