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gamma-glutamylphenylalanine

AlkaPlorer ID: AK003875

Synonym: 'L-gamma-Glutamyl-L-phenylalanine', 'N-L-gamma-Glutamyl-3-phenyl-L-alanine', 'gamma-Glu-Phe', 'N-γ-Glutamylphenylalanine; L-L-form', 'gamma-Glutamylphenylalanine', 'N-L-gamma-Glutamyl-L-phenylalanine', 'gamma-Glu-phe', 'N-(gamma-L-Glutamyl)phenylalanine', '(2S)-2-amino-4-{(1S)-1-carboxy-2-phenylethylcarbamoyl}butanoic acid', 'L-gamma-Glu-L-Phe', 'gamma-glutamylphenylalanine'

IUPAC Name: (2S)-2-amino-5-[[(1S)-1-carboxy-2-phenylethyl]amino]-5-oxopentanoic acid

Structure

SMILES: N[C@@H](CC/C(O)=N\[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O

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InChI: InChI=1S/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1

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InChIKey: XHHOHZPNYFQJKL-QWRGUYRKSA-N

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Properties Information

Molecule Weight: 294.3070000000001

TPSA？: 133.21

MolLogP？: 0.8309

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT018989 N[C@@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)O.NCC(=O)NCC(=O)O>>N[C@@H](CCC(=O)NCC(=O)NCC(=O)O)C(=O)O enzymemap_32808
AKRT018990 N[C@@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)O>>N[C@@H](Cc1ccccc1)C(=O)O enzymemap_32808
AKRT018991 N[C@@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)O>>O=C1CC[C@@H](C(=O)O)N1 enzymemap_85855
AKRT019015 N[C@@H](CCC(=O)Nc1ccc([N+](=O)[O-])cc1)C(=O)O.N[C@@H](Cc1ccccc1)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)O enzymemap_32799