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CHEBI:191211 - Met-Phe-Met zwitterion

ChEBI IDCHEBI:191211
ChEBI NameMet-Phe-Met zwitterion
Stars
DefinitionA tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Met-Phe-Met. Major microspecies at pH 7.3.
Last Modified29 April 2022
Submitternhn
DownloadsMolfile
FormulaC19H29N3O4S2
Net Charge0
Average Mass427.592
Monoisotopic Mass427.15995
SMILESCSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]([NH3+])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
ChEBI Ontology
Outgoing Relation(s)
Met-Phe-Met zwitterion (CHEBI:191211) is a tripeptide zwitterion (CHEBI:155837)
Met-Phe-Met zwitterion (CHEBI:191211) is tautomer of Met-Phe-Met (CHEBI:160990)
Incoming Relation(s)
Met-Phe-Met (CHEBI:160990) is tautomer of Met-Phe-Met zwitterion (CHEBI:191211)
IUPAC Name 
(2S)-2-({N-[(2S)-2-azaniumyl-4-(methylsulfanyl)butanoyl]-L-phenylalanyl}amino)-4-(methylsulfanyl)butanoate
Synonyms  Source
L-methionyl-L-phenylalanyl-L-methionine zwitterionChEBI
L-Met-L-Phe-L-Met zwitterionChEBI
MFM zwitterionChEBI
UniProt Name  Source
L-methionyl-L-phenylalanyl-L-methionineUniProt
Citations