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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
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
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)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
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).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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
AdenineKEGG COMPOUND
6-AminopurineKEGG COMPOUND
AChEBI
AdeIUBMB
ADENINEPDBeChem
AdeninNIST Chemistry WebBook
UniProt Name  Source
adenineUniProt
Manual XrefsDatabases
C00147KEGG COMPOUND
C00147KEGG COMPOUND
ADEPDBeChem
D00034KEGG DRUG
AdenineWikipedia
ADENINEMetaCyc
HMDB0000034HMDB
DB00173DrugBank
C00001490KNApSAcK
89DrugCentral
Registry NumbersSources
Gmelin:3903Gmelin
Reaxys:608603Reaxys
CAS:73-24-5KEGG COMPOUND
CAS:73-24-5ChemIDplus
CAS:73-24-5NIST Chemistry WebBook
Citations