gamma-Glutamylmethylamide

gamma-Glutamylmethylamide: gamma-Glutamylmethylamide

IUPAC name

(2S)-2-amino-5-(methylamino)-5-oxopentanoic acid

Other names

N-Methyl-L-glutamine; metheanine

Identifiers

CAS number 3081-62-7

PubChem 439925

ChemSpider 388957^Y

DrugBank DB03473

KEGG C03153^Y

ChEBI CHEBI:58200^Y

Jmol-3D images Image 1

SMILES

O=C(NC)CC[C@H](N)C(=O)O

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^Y
Key: ONXPDKGXOOORHB-BYPYZUCNSA-N^Y
InChI=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/s1
Key: ONXPDKGXOOORHB-BYPYZUCNBU

Properties

Molecular formula C₆H₁₂N₂O₃

Molar mass 160.17 g/mol

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

gamma-Glutamylmethylamide, also known as GMA, N-methyl-L-glutamine, and metheanine, is an amino acid found in green tea,^[1] which is structurally related to L-theanine and L-glutamine.

GMA has been shown to be an effective hypotensive, more so than L-theanine.^[1]

See also

Theanine

Green tea

References

^ ^a ^b Yokogoshi H, Kobayashi M. (1998). "Hypotensive effect of gamma-glutamylmethylamide in spontaneously hypertensive rats.". Life Sci. 62 (12): 1065–8. doi:10.1016/S0024-3205(98)00029-0. PMID 9519808.

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Academic Dictionaries and Encyclopedias

gamma-Glutamylmethylamide


IUPAC name (2S)-2-amino-5-(methylamino)-5-oxopentanoic acid
Other names N-Methyl-L-glutamine; metheanine
Identifiers
CAS number	3081-62-7
PubChem	439925
ChemSpider	388957^Y
DrugBank	DB03473
KEGG	C03153^Y
ChEBI	CHEBI:58200^Y
Jmol-3D images	Image 1
SMILES O=C(NC)CC[C@H](N)C(=O)O
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^Y Key: ONXPDKGXOOORHB-BYPYZUCNSA-N^Y InChI=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/s1 Key: ONXPDKGXOOORHB-BYPYZUCNBU
Properties
Molecular formula	C₆H₁₂N₂O₃
Molar mass	160.17 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references