Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
twitter

MetaCyc Compound: quinine

Synonyms: chinine

Chemical Formula: C20H25N2O2

Molecular Weight: 325.43 Daltons

Monoisotopic Molecular Weight: 325.1916030571 Daltons

quinine compound structure

SMILES: C=CC4(C[N+]3(CCC(CC(C(O)C1(=CC=NC2(=CC=C(C=C12)OC)))3)4))

InChI: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/p+1/t13-,14+,19?,20+/m0/s1

InChIKey: InChIKey=LOUPRKONTZGTKE-HODKIQDHSA-O

Unification Links: ChEBI:15854, ChemSpider:5366663, HMDB:HMDB14611, KEGG:C06526, PubChem:11920271

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): 286.866Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
quinine + NADPH + oxygen + H+ → 3-hydroxyquinine + NADP+ + H2O

Reactions known to both consume and produce the compound:

cinchona alkaloids biosynthesis :
quinine + quinidine + 2 NADP+ ↔ 2 quinidinone + 2 NADPH + 4 H+

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

Inhibitor (Other types) of: L-sorbose dehydrogenase [Sugisawa91]

References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Sugisawa91: Sugisawa, T., Hoshino, T., Nomura, S., Fujiwara, A. (1991). "Isolation and characterization of membrane-bound L-sorbose dehydrogenase from Gluconobacter melanogenus UV10." Agric. Biol. Chem. 55(2): 363-370.


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Sun Feb 14, 2016, biocyc14.