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

• ChemBase ID: 2118
• Molecular Formular: C5H5N5O
• Molecular Mass: 151.1261
• Monoisotopic Mass: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6,9-dihydro-1H-purin-6-one; 2-aminopurin-6-one
• IUPAC Traditional name: guanine; 2-aminopurin-6-one
• Synonyms: 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; 2-氨基-6-羟基嘌呤; 鸟嘌呤

Database IDs

• CAS Number: 73-40-5
• EC Number: 200-799-8
• MDL Number: MFCD00071533; MFCD00040398
• Beilstein Number: 9680
• Merck Index: 144564
• PubChem SID: 24895050; 24895274; 46507057; 160965572
• PubChem CID: 764; 23644321
• CHEBI ID: 16235
• CHEMBL: 219568
• Chemspider ID: 744
• DrugBank ID: DB02377
• KEGG ID: C00242
• Unique Ingredient Identifier: 5Z93L87A1R
• Wikipedia Title: Guanine

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.3818245
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1465186
• LogD (pH = 7.4): -1.1503007
• Log P: -1.146267
• Molar Refractivity: 38.0248 cm^3
• Polarizability: 13.099217 Å^3
• Polar Surface Area: 96.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.58
• LOG S: -1.2
• Solubility (Water): 9.76e+00 g/l

PROPERTIES

Physical Property

• Solubility: 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
• Apperance: White amorphous solid.; White Solid
• Melting Point: > 360°C; >300 °C(lit.); >300°C; 299 - 300°C; 360 °C (633.15 K) decomp.
• Boiling Point: Sublimes
• Flash Point: Non-flammable.
• Density: 2.2 g/cm^3 (calculated)
• Hydrophobicity(logP): -0.91 [HANSCH,C ET AL. (1995)]; -1.157
• pKa: 3.3 (amide), 9.2 (secondary), 12.3 (primary)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Irritant
• RTECS: MF8260000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant.
• NFPA704:
  

  1

  1
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); 95%; 98%
• Grade: puriss.
• Ignition Residue: ≤0.1%; ≤0.3%
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: 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%
• Type: Grade II
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C5H5N5O

DETAILS

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

Packaging
10, 25, 100 g in poly bottle

REFERENCES

• 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)