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adenine

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

EntityQ15277· pop 77· linked from 802 articles

adenine

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Also known as Adenin, Ade, 7H-purin-6-amine, 3,6-Dihydro-6-iminopurine, 6-Amino-1H-purine, 6-Amino-Purine, 9H-Purin-6-ylamine, Vitamin B4

Adenine (symbol A, or Ade) is a purine nucleotide base that is found in DNA, RNA, and ATP. Usually a white crystalline subtance. The shape of adenine is complementary and pairs to either thymine in DNA or uracil in RNA. In cells adenine, as an independent molecule, is rare. It is almost always covalently bound to become a part of a larger biomolecule.

OverviewAI-generated

Adenine is a chemical compound with the formula C₅H₅N₅. Its IUPAC name is 7H-purin-6-amine. The substance has a mass of 135.054 and a density of 1.6. It exhibits a melting point of 360.

Chemical properties include a charge of 0, two hydrogen bond donors, and four hydrogen bond acceptors. The calculated xlogp value is -0.1, and the topological polar surface area is 80.5.

The compound is associated with 97964 entries in PubMed literature. It is also referenced by 802 other encyclopedia articles.

Synthesized by Vinony from 20 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
C5H5N5
Molecular weight
135.13 g/mol
IUPAC name
7H-purin-6-amine
SMILES
C1=NC2=NC=NC(=C2N1)N
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
XLogP
-0.1
Polar surface area
80.5 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Research

97,964 papers

via PubMed

Wikidata facts

Has part
carbon
Mass
135.054
Has use
medication
Show 7 more facts
Commons category
Adenine
found in taxon
Saccharomyces cerevisiae
chemical formula
C₅H₅N₅
canonical SMILES
C1=NC2=C(N1)C(=NC=N2)N
melting point
360
density
1.6
subject has role
primary metabolite
Sources (6)

via Wikidata · CC0

~5 min read

Encyclopedic overview

7 sections
Contents
  • Structure
  • Biosynthesis
  • Function
  • History
  • Notes
  • References
  • External links

Adenine (symbol A, or Ade) is a purine nucleotide base that is found in DNA, RNA, and ATP. Usually a white crystalline subtance. The shape of adenine is complementary and pairs to either thymine in DNA or uracil in RNA. In cells adenine, as an independent molecule, is rare. It is almost always covalently bound to become a part of a larger biomolecule.

Adenine has a central role in cellular respiration. It is part of adenosine triphosphate which provides the energy that drives and supports most activities in living cells, such as protein synthesis, chemical synthesis, muscle contraction, and nerve impulse propagation. In respiration it also participates as part of the cofactors nicotinamide adenine dinucleotide, flavin adenine dinucleotide, and Coenzyme A.

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

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