inosine (CHEBI:17596)

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ChEBI Name	inosine

ChEBI ID	CHEBI:17596

Definition	A purine nucleoside in which hypoxanthine is attached to ribofuranose via a β-N⁹-glycosidic bond.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:44407, CHEBI:5927, CHEBI:14456, CHEBI:24841

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Formula

C10H12N4O5

Net Charge

Average Mass

268.22610

Monoisotopic Mass

268.08077

InChI

InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1

InChIKey

UGQMRVRMYYASKQ-KQYNXXCUSA-N

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

ChEBI Ontology
Outgoing	inosine (CHEBI:17596) has functional parent hypoxanthine (CHEBI:17368) inosine (CHEBI:17596) has functional parent ribofuranose (CHEBI:46998) inosine (CHEBI:17596) has role Escherichia coli metabolite (CHEBI:76971) inosine (CHEBI:17596) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) inosine (CHEBI:17596) has role human metabolite (CHEBI:77746) inosine (CHEBI:17596) has role mouse metabolite (CHEBI:75771) inosine (CHEBI:17596) is a inosines (CHEBI:24844) inosine (CHEBI:17596) is a purines D-ribonucleoside (CHEBI:142355)

Incoming	1-methylinosine (CHEBI:19065) has functional parent inosine (CHEBI:17596) 2ʼ-deoxyinosine (CHEBI:28997) has functional parent inosine (CHEBI:17596) 2'-O-methylinosine (CHEBI:68467) has functional parent inosine (CHEBI:17596) 3',5'-cyclic IMP (CHEBI:27541) has functional parent inosine (CHEBI:17596) 5'-S-methyl-5'-thioinosine (CHEBI:48595) has functional parent inosine (CHEBI:17596) 5'-deoxyinosine (CHEBI:82775) has functional parent inosine (CHEBI:17596) 6-O-methylinosine (CHEBI:70972) has functional parent inosine (CHEBI:17596) 6-deoxyinosine 5'-phosphate (CHEBI:45262) has functional parent inosine (CHEBI:17596) 7-methylinosine (CHEBI:70971) has functional parent inosine (CHEBI:17596) Phosphoric acid mono-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester (CHEBI:193717) has functional parent inosine (CHEBI:17596)

IUPAC Names

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol

9-(β-D-ribofuranosyl)-9H-purin-6-ol

inosine

Synonyms	Sources
9-β-D-ribofuranosyl-9H-purin-6-ol	IUPAC
9-β-D-ribofuranosylhypoxanthine	NIST Chemistry WebBook
hypoxanthine D-riboside	ChemIDplus
hypoxanthosine	ChemIDplus
i	ChEBI
Inosin	ChEBI
Inosine	KEGG COMPOUND
INOSINE	PDBeChem
inosine	UniProt

Citation	Type	Source
22770225	PubMed citation	Europe PMC

Last Modified

22 February 2017