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CHEBI:160990 - Met-Phe-Met

ChEBI IDCHEBI:160990
ChEBI NameMet-Phe-Met
Stars
DefinitionA tripeptide consisting of L-methionine, L-phenylalanine and L-methionine residues joined in sequence by peptide linkages.
Last Modified29 April 2022
SubmitterMetaboLights
DownloadsMolfile
FormulaC19H29N3O4S2
Net Charge0
Average Mass427.592
Monoisotopic Mass427.15995
SMILESCSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CCSC)C(=O)O
InChIInChI=1S/C19H29N3O4S2/c1-27-10-8-14(20)17(23)22-16(12-13-6-4-3-5-7-13)18(24)21-15(19(25)26)9-11-28-2/h3-7,14-16H,8-12,20H2,1-2H3,(H,21,24)(H,22,23)(H,25,26)/t14-,15-,16-/m0/s1
InChIKeyZACMJPCWVSLCNS-JYJNAYRXSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
Met-Phe-Met (CHEBI:160990) has functional parent L-methionine (CHEBI:16643)
Met-Phe-Met (CHEBI:160990) has functional parent L-phenylalanine (CHEBI:17295)
Met-Phe-Met (CHEBI:160990) is a tripeptide (CHEBI:47923)
Met-Phe-Met (CHEBI:160990) is tautomer of Met-Phe-Met zwitterion (CHEBI:191211)
Incoming Relation(s)
Met-Phe-Met zwitterion (CHEBI:191211) is tautomer of Met-Phe-Met (CHEBI:160990)
IUPAC Name 
L-methionyl-L-phenylalanyl-L-methionine
Synonyms  Source
(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylsulanylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulanylbutanoic acidSUBMITTER
L-Met-L-Phe-L-MetChEBI
M-F-MChEBI
MFMChEBI
methionylphenylalanyl-methionineChEBI
H-Met-Phe-Met-OHChEBI