2-amino-6,9-dihydro-1H-purin-6-one

• ChemBase编号: 2118
• 分子式: C5H5N5O
• 平均质量: 151.1261
• 单一同位素质量: 151.04940981
• SMILES: Nc1nc2[nH]cnc2c(=O)[nH]1
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)[nH]cn2
• InChI: InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
• InChIKey: UYTPUPDQBNUYGX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-6,9-dihydro-1H-purin-6-one; 2-aminopurin-6-one
• IUPAC传统名: guanine; 2-aminopurin-6-one
• 别名: 2-氨基-6-羟基嘌呤; 鸟嘌呤; 2-AMINO-6-HYDROXYPURINE; Guanine; 2-Amino-6-hydroxypurine; GUANINE FREE BASE; Guanine; 2-aminohypoxanthine; Guanine; 2-Amino-1,9-dihydro-6H-purin-6-one; 2-Amino-6-hydroxy-1H-purine; 9H-Guanine; 2-Amino-hypoxanthine; 2-amino-6,9-dihydro-1H-purin-6-one

登记号

• CAS号: 73-40-5
• EC号: 200-799-8
• MDL号: MFCD00071533; MFCD00040398
• Beilstein号: 9680
• 默克索引号: 144564
• PubChem SID: 24895050; 160965572; 24895274; 46507057
• PubChem CID: 764; 23644321
• CHEBI ID: 16235
• CHEMBL: 219568
• Chemspider ID: 744
• DrugBank ID: DB02377
• KEGG ID: C00242
• 美国药典/FDA物质标识码: 5Z93L87A1R
• 维基百科标题: Guanine

理论计算性质

JChem

• Acid pKa: 9.3818245
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.1465186
• LogD (pH = 7.4): -1.1503007
• Log P: -1.146267
• 摩尔折射率: 38.0248 cm^3
• 极化性: 13.099217 Å^3
• 极化表面积: 96.16 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.58
• LOG S: -1.2
• 溶解度: 9.76e+00 g/l

分子性质

理化性质

• 溶解度: 1 M NaOH: soluble0.1 M at 20 °C, clear, colorless; 2.08 mg/mL at 37 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Aqueous Base; Insoluble. in water
• 外观: White amorphous solid.; White Solid
• 熔点: > 360°C; >300 °C(lit.); >300°C; 299 - 300°C; 360 °C (633.15 K) decomp.
• 沸点: Sublimes
• 闪点: Non-flammable.
• 密度: 2.2 g/cm^3 (calculated)
• 疏水性(logP): -0.91 [HANSCH,C ET AL. (1995)]; -1.157
• pKa: 3.3 (amide), 9.2 (secondary), 12.3 (primary)

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: Irritant
• RTECS编号: MF8260000
• 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; 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• 主要危害: Irritant.
• NFPA704:
  

  1

  1
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99%; ≥99.0% (HPLC); 95%; 98%
• 级别: puriss.
• 燃烧残渣: ≤0.1%; ≤0.3%
• 杂质: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter
• 痕量阳离子: Al: ≤0.002%; Ca: ≤0.005%; Cu: ≤0.0005%; Fe: ≤0.005%; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.002%
• 产品类型: Grade II
• 产品线: BioUltra
• Empirical Formula (Hill Notation): C5H5N5O

详细说明

MP Biomedicals - 02101903

Free Base
High purity guanine, but not always able to meet our "White Crystal" specification. It is an acceptable, less expensive alternative to 190691 that still meets or exceeds most other dealers' best grade.

MP Biomedicals - 05201487

MP Biomedicals Rare Chemical collection

DrugBank - DB02377

• Drug Groups: experimental
• External Links: Wikipedia; RxList

Toronto Research Chemicals - G836000

Guanine is on one of the five nucleobases incorporated into biological nucleic acids. Guanine, along with adenine and cytosine, is present in both DNA and RNA, whereas thymine is usually seen only in DNA, and uracil only in RNA.

Sigma Aldrich - G11950

包装
10, 25, 100 g in poly bottle

参考文献

• Geslain, R., et al.: J. Biol. Chem., 284, 27760 (2009)
• Manini, P., et al.: Toxicol. Lett., 190, 41 (2009)
• Gong, B., et al.: Biochem., 48, 11961 (2009)
• Sugimoto, M., et al.: J. Agric. Food Chem., 58, 374 (2009)