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Topic summary

Guanine

Guanine
Names Preferred IUPAC name
2-Amino-1,9-dihydro-6H-purin-6-one
Other names
2-amino-6-hydroxypurine,
2-aminohypoxanthine,
Guanine
Identifiers
3D model (JSmol)
147911 ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard100.000.727EC Number
  • 200-799-8
431879
KEGG
RTECS number
  • MF8260000
UNII
  • InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
    Key: UYTPUPDQBNUYGX-UHFFFAOYSA-N
  • InChI=1/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
    Key: UYTPUPDQBNUYGX-UHFFFAOYAE
  • keto form: N1C(N)=NC=2NC=NC2C1=O
  • enol form: OC1=C2N=CNC2=NC(=N1)N
Properties C5H5N5O Molar mass151.13 g/mol Appearance White amorphous solid. Density2.200 g/cm (calculated) Melting point360 °C (680 °F; 633 K) decomposes Boiling pointSublimes Insoluble. Acidity (pKa) 3.3 (amide), 9.2 (secondary), 12.3 (primary) Hazards Occupational safety and health (OHS/OSH):
Main hazards
Irritant NFPA 704 (fire diamond)
1
1
Flash pointNon-flammable Related compounds
Related compounds
Cytosine; Adenine; Thymine; Uracil
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Guanine () (symbolG or Gua) is one of the four main nucleotide bases found in the nucleic acidsDNA and RNA, the others being adenine, cytosine, and thymine (uracil in RNA). In DNA, guanine is paired with cytosine. The guanine nucleoside is called guanosine.

With the formula C5H5N5O, guanine is a derivative of purine, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds. This unsaturated arrangement means the bicyclic molecule is planar.

Wikipedia source