gamma-glutamylmethylamide gamma-glutamylmethylamide γ-glutamylmethylamide (gamma-glutamylmethylamide, abbrev. gma, synonyms n-methyl-l-glutamine, metheanine) is an amino acid analog of the proteinogenic amino acids l-glutamic acid and l-glutamine, found primarily in plant and fungal species; simply speaking, it is l-glutamine methylated on the amide nitrogen. it is an identified important biosynthetic intermediate allowing bacteria (e.g., methanotrophs) use of methylated amines as carbon and nitrogen source for growth (and so of significant biotechnological interest). like its close relative theanine, it is a pharmacologically active constituent of green tea, with preliminary evidence for at least comparable activity to theanine as a hypotensive. gamma-glutamylmethylamide names iupac name n-methyl-l-glutamine systematic iupac name (2s)-2-amino-5-(methylamino)-5-oxopentanoic acid other names metheanine identifiers cas number 3081-62-7 y 3d model (jsmol) interactive image chebi chebi:58200 y chemspider 388957 y drugbank db03473 y kegg c03153 y pubchem cid 439925 unii 2n7ndf57qd y comptox dashboard (epa) dtxsid70953014 inchi inchi=1s/c6h12n2o3/c1-8-5(9)3-2-4(7)6(10)11/h4h,2-3,7h2,1h3,(h,8,9)(h,10,11)/t4-/m0/s1 ykey: onxpdkgxooorhb-bypyzucnsa-n yinchi=1/c6h12n2o3/c1-8-5(9)3-2-4(7)6(10)11/h4h,2-3,7h2,1h3,(h,8,9)(h,10,11)/t4-/m0/s1key: onxpdkgxooorhb-bypyzucnbu smiles o=c(nc)cc(n)c(=o)o properties chemical formula c6h12n2o3 molar mass 160.17 g/mol density 1.211 g/ml boiling point 427.5 °c (801.5 °f; 700.6 k) except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references