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Escherichia coli K-12 substr. MG1655 Compound: inosine

Synonyms: hypoxanthine-ribose, iso-prinosine, riboxine

Superclasses: a nucleic acid componenta nucleosidea purine nucleosidea purine ribonucleoside
a nucleic acid componenta nucleosidea ribonucleosidea purine ribonucleoside
an organic heterocyclic compoundan organic heterobicyclic compounda purinea purine nucleosidea purine ribonucleoside
an organic heterocyclic compoundan organonitrogen heterocyclic compounda purinea purine nucleosidea purine ribonucleoside


Chemical Formula: C10H12N4O5

Molecular Weight: 268.23 Daltons

Monoisotopic Molecular Weight: 268.08076951649997 Daltons

inosine compound structure

SMILES: C(O)C1(OC(C(O)C(O)1)N3(C=NC2(C(=O)NC=NC=23)))

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: InChIKey=UGQMRVRMYYASKQ-KQYNXXCUSA-N

Unification Links: CAS:58-63-9, ChEBI:17596, ChemSpider:5799, DrugBank:DB04335, HMDB:HMDB00195, IAF1260:34525, KEGG:C00294, MetaboLights:MTBLC17596, PubChem:6021

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -143.539

Reactions known to consume the compound:

adenine and adenosine salvage V :
inosine + ATP → IMP + ADP + H+

Not in pathways:
inosine + H2O → D-ribofuranose + hypoxanthine

Reactions known to produce the compound:

adenine and adenosine salvage III , adenine and adenosine salvage V , adenosine nucleotides degradation II , purine ribonucleosides degradation :
adenosine + H+ + H2O → ammonium + inosine

Not in pathways:
IMP + H2O → inosine + phosphate

Not in pathways:
a ribonucleoside 5'-monophosphate + H2O → a ribonucleoside + phosphate
a ribonucleoside 3'-phosphate + H2O → a ribonucleoside + phosphate

Not in pathways:
a nucleoside 5'-monophosphate[periplasm] + H2O[periplasm]a nucleoside[periplasm] + phosphate[periplasm]

Reactions known to both consume and produce the compound:

adenine and adenosine salvage III , adenosine nucleotides degradation II , purine ribonucleosides degradation :
inosine + phosphate ↔ α-D-ribose-1-phosphate + hypoxanthine

Not in pathways:
a purine ribonucleoside + phosphate ↔ a purine base + α-D-ribose-1-phosphate

In Transport reactions:
inosine[periplasm] + H+[periplasm]inosine[cytosol] + H+[cytosol],
inosine[cytosol] + H+[periplasm]inosine[periplasm] + H+[cytosol],
a nucleoside[extracellular space]a nucleoside[periplasm],
a nucleoside[periplasm] + H+[periplasm]a nucleoside[cytosol] + H+[cytosol]

Enzymes inhibited by inosine, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: acid phosphatase / phosphotransferase [Thaller97]

This compound has been characterized as an alternative substrate of the following enzymes: guanosine kinase

In Growth Media: Gutnick minimal salts medium base + inosine, PMA nitrogen source test + inosine, PMA carbon source test + inosine


References

Thaller97: Thaller MC, Schippa S, Bonci A, Cresti S, Rossolini GM (1997). "Identification of the gene (aphA) encoding the class B acid phosphatase/phosphotransferase of Escherichia coli MG1655 and characterization of its product." FEMS Microbiol Lett 1997;146(2);191-8. PMID: 9011040


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.5 on Sat Feb 13, 2016, BIOCYC11A.