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guanine

File:Guanin.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ169313· pop 72· linked from 956 articles

guanine

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Also known as Gua, 2-amino-6-oxopurine, Stella Polaris, Mearlmaid AA, Pearl Essence, C.I. Natural White 1, CI Natural white 1, Naturon

Guanine () (symbol G or Gua) is one of the four main nucleotide bases found in the nucleic acids DNA 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.

OverviewAI-generated

Guanine is a compound with the chemical formula C₅H₅N₅O. Its IUPAC name is 2-amino-3,7-dihydropurin-6-one. The substance has a mass of 151.049 and a weight of 151.13. It decomposes at 360 and has a pKa of 9.92. The solubility of guanine is 0.068.

Chemical properties include a canonical SMILES string of C1=NC2=C(N1)C(=O)N=C(N2)N. The compound has a charge of 0, an xlogp of -1, and a tpsa of 96.2. It features 3 hydrogen bond donors and 2 hydrogen bond acceptors. Guanine is referenced by 956 other encyclopedia articles and has 81565 associated PubMed entries.

Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C5H5N5O
Molecular weight
151.13 g/mol
IUPAC name
2-amino-3,7-dihydropurin-6-one
SMILES
C1=NC2=C(N1)C(=O)N=C(N2)N
InChIKey
UYTPUPDQBNUYGX-UHFFFAOYSA-N
XLogP
-1
Polar surface area
96.2 Ų
H-bond donors
3
H-bond acceptors
2
Formal charge
0

via PubChem

Research

81,565 papers

via PubMed

~6 min read

Encyclopedic overview

8 sections
Contents
  • Properties
  • History
  • Synthesis
  • Biosynthesis
  • Other occurrences and biological uses
  • See also
  • References
  • External links

Guanine () (symbol G or Gua) is one of the four main nucleotide bases found in the nucleic acids DNA 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.

Excerpted from Wikipedia’s “guanine” article, available under the CC BY-SA 4.0 licence.

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