Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: capsaicin

Superclasses: a secondary metabolite an alkaloid

Chemical Formula: C18H27NO3

Molecular Weight: 305.42 Daltons

Monoisotopic Molecular Weight: 305.19909373819996 Daltons

SMILES: CC(C=CCCCCC(NCC1(C=CC(=C(C=1)OC)O))=O)C

InChI: InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

InChIKey: InChIKey=YKPUWZUDDOIDPM-SOFGYWHQSA-N

Unification Links: ChEBI:3374 , ChemSpider:1265957 , HMDB:HMDB02227 , KEGG:C06866 , MetaboLights:MTBLC3374 , PubChem:1548943

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 243.89026 Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

capsaicin biosynthesis :
vanillylamine + 8-methyl-6-nonenoate → capsaicin + H2O

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

Inhibitor (Mechanism unknown) of: NADH:ubiquinone oxidoreductase [Satoh96, Yagi90]


References

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

Satoh96: Satoh T, Miyoshi H, Sakamoto K, Iwamura H (1996). "Comparison of the inhibitory action of synthetic capsaicin analogues with various NADH-ubiquinone oxidoreductases." Biochim Biophys Acta 1273(1);21-30. PMID: 8573592

Yagi90: Yagi T (1990). "Inhibition by capsaicin of NADH-quinone oxidoreductases is correlated with the presence of energy-coupling site 1 in various organisms." Arch Biochem Biophys 281(2);305-11. PMID: 2118334


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 SRI International Pathway Tools version 18.5 on Tue Nov 25, 2014, biocyc13.