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
twitter

MetaCyc Compound: melamine

Synonyms: cyanurotriamide, cyanurotriamine, cyanuramide, isomelamine, theoharn, 2,4,6-triamino-1,3,5-triazine

Superclasses: an aromatic compound s-triazine

Summary:
The s-triazine compounds have numerous applications throughout industry and agriculture. Those containing N-alkyl substituents have been applied successfully as herbicides. The worldwide production of melamine, an s-triazine compound, in 1994 was estimated to be 900 million lb. Melamine is most commonly used in the production of melamine-formaldehyde resins, which are used in laminates, adhesives, fire retardants, molding compounds, coatings, and concrete plasticizers.

Melamine has become internationally recognized as a chemical contaminant of pet foods and infant formula that caused mortality in pets and children [Ingelfinger08, Gossner09].

Melamine is metabolized by soil bacteria producing the intermediates ammeline, ammelide, and cyanurate, which is then metabolized to completion, producing CO2 amd ammonia [Jutzi82].

Chemical Formula: C3H6N6

Molecular Weight: 126.12 Daltons

Monoisotopic Molecular Weight: 126.06539422380001 Daltons

SMILES: C1(=NC(N)=NC(N)=N1)(N)

InChI: InChI=1S/C3H6N6/c4-1-7-2(5)9-3(6)8-1/h(H6,4,5,6,7,8,9)

InChIKey: InChIKey=JDSHMPZPIAZGSV-UHFFFAOYSA-N

Unification Links: ChEBI:27915 , ChemSpider:7667 , HMDB:HMDB41922 , KEGG:C08737 , PubChem:7955

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 99.15673 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

melamine degradation :
melamine + H+ + H2O → ammeline + ammonium


References

Gossner09: Gossner CM, Schlundt J, Ben Embarek P, Hird S, Lo-Fo-Wong D, Beltran JJ, Teoh KN, Tritscher A (2009). "The melamine incident: implications for international food and feed safety." Environ Health Perspect 117(12);1803-8. PMID: 20049196

Ingelfinger08: Ingelfinger JR (2008). "Melamine and the global implications of food contamination." N Engl J Med 359(26);2745-8. PMID: 19109571

Jutzi82: Jutzi K, Cook AM, Hutter R (1982). "The degradative pathway of the s-triazine melamine. The steps to ring cleavage." Biochem J 208(3);679-84. PMID: 6762212

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


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 Wed Nov 26, 2014, biocyc13.