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CHEBI:16708 - adenine

ChEBI IDCHEBI:16708
ChEBI Nameadenine
Stars
DefinitionThe parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6.
Secondary ChEBI IDsCHEBI:2470, CHEBI:13733, CHEBI:22236, CHEBI:40579
Last Modified11 November 2021
DownloadsMolfile
FormulaC5H5N5
Net Charge0
Average Mass135.130
Monoisotopic Mass135.05450
SMILESNc1ncnc2ncnc12
InChIInChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
InChIKeyGFFGJBXGBJISGV-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Daphnia magna (ncbitaxon:35525) - Article (Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268)
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Roles:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
adenine (CHEBI:16708) has parent hydride 9H-purine (CHEBI:35589)
adenine (CHEBI:16708) has role Daphnia magna metabolite (CHEBI:83056)
adenine (CHEBI:16708) has role Escherichia coli metabolite (CHEBI:76971)
adenine (CHEBI:16708) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
adenine (CHEBI:16708) has role human metabolite (CHEBI:77746)
adenine (CHEBI:16708) has role mouse metabolite (CHEBI:75771)
adenine (CHEBI:16708) is a 6-aminopurines (CHEBI:20706)
adenine (CHEBI:16708) is a purine nucleobase (CHEBI:26386)
Incoming Relation(s)
(3S,4R,5R)-5-(adenin-9-yl)-4-hydroxytetrahydrofuran-3-yl dihydrogen phosphate (CHEBI:42413) has functional parent adenine (CHEBI:16708)
N-benzyl-9-(α-D-glucosyl)adenine (CHEBI:72604) has functional parent adenine (CHEBI:16708)
N-benzyladenine (CHEBI:29022) has functional parent adenine (CHEBI:16708)
N6-carbamoylmethyl-2'-deoxyadenosine (CHEBI:102719) has functional parent adenine (CHEBI:16708)
N6-carbamoylmethyladenine (CHEBI:102525) has functional parent adenine (CHEBI:16708)
N6-hydroxyadenine (CHEBI:78235) has functional parent adenine (CHEBI:16708)
N6,N6-dimethyladenine (CHEBI:60281) has functional parent adenine (CHEBI:16708)
1H-imidazo[2,1-i]purine (CHEBI:29146) has functional parent adenine (CHEBI:16708)
2-amino-6-hydroxyaminopurine (CHEBI:78685) has functional parent adenine (CHEBI:16708)
2-chloro-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine (CHEBI:47311) has functional parent adenine (CHEBI:16708)
2,8-dihydroxyadenine (CHEBI:183641) has functional parent adenine (CHEBI:16708)
2,8-dioxoadenine (CHEBI:179632) has functional parent adenine (CHEBI:16708)
6-alkylaminopurine (CHEBI:17524) has functional parent adenine (CHEBI:16708)
6-hydroxymethyladenine (CHEBI:142766) has functional parent adenine (CHEBI:16708)
6-isopentenylaminopurine (CHEBI:38643) has functional parent adenine (CHEBI:16708)
8-(2-chloro-3,4,5-trimethoxybenzyl)-2-fluoro-9-pent-4-yn-1-yl-9H-purin-6-amine (CHEBI:47628) has functional parent adenine (CHEBI:16708)
8-hydroxyadenine (CHEBI:134105) has functional parent adenine (CHEBI:16708)
8-oxoadenine (CHEBI:134104) has functional parent adenine (CHEBI:16708)
9-(tetrahydrofuryl)adenine (CHEBI:90232) has functional parent adenine (CHEBI:16708)
9-{2,5-anhydro-4-[(phosphonooxy)methyl]-α-L-lyxofuranosyl}-9H-purin-6-amine (CHEBI:43791) has functional parent adenine (CHEBI:16708)
9-riburonosyladenine (CHEBI:16009) has functional parent adenine (CHEBI:16708)
9-β-D-erythrofuranosyladenine (CHEBI:41421) has functional parent adenine (CHEBI:16708)
9-β-D-xylofuranosyladenine (CHEBI:46515) has functional parent adenine (CHEBI:16708)
9H-purine-2,6-diamine (CHEBI:40235) has functional parent adenine (CHEBI:16708)
adefovir (CHEBI:2469) has functional parent adenine (CHEBI:16708)
adenine arabinoside (CHEBI:45327) has functional parent adenine (CHEBI:16708)
adenosine (CHEBI:16335) has functional parent adenine (CHEBI:16708)
adenosines (CHEBI:22260) has functional parent adenine (CHEBI:16708)
hypoxanthine (CHEBI:17368) has functional parent adenine (CHEBI:16708)
M3Ade (CHEBI:233180) has functional parent adenine (CHEBI:16708)
methyladenine (CHEBI:25272) has functional parent adenine (CHEBI:16708)
oxetanocin A (CHEBI:86012) has functional parent adenine (CHEBI:16708)
tenofovir alafenamide (CHEBI:90926) has functional parent adenine (CHEBI:16708)
EHNA (CHEBI:63057) has parent hydride adenine (CHEBI:16708)
adenin-9-yl group (CHEBI:30756) is substituent group from adenine (CHEBI:16708)
IUPAC Name 
9H-purin-6-amine
Synonyms  Source
6-AminopurineKEGG COMPOUND
AChEBI
AdeIUBMB
AdeninNIST Chemistry WebBook
AdenineKEGG COMPOUND
ADENINEPDBeChem
UniProt Name  Source
adenineUniProt
Manual XrefsDatabases
89DrugCentral
ADEPDBeChem
AdenineWikipedia
ADENINEMetaCyc
C00001490KNApSAcK
C00147KEGG COMPOUND
C00147KEGG COMPOUND
D00034KEGG DRUG
DB00173DrugBank
HMDB0000034HMDB
Registry NumbersSources
Gmelin:3903Gmelin
Reaxys:608603Reaxys
CAS:73-24-5KEGG COMPOUND
CAS:73-24-5NIST Chemistry WebBook
CAS:73-24-5ChemIDplus
Citations