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CHEBI:189868 - Met-enkephalin zwitterion

ChEBI IDCHEBI:189868
ChEBI NameMet-enkephalin zwitterion
Stars
DefinitionA peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Met-enkephalin. Major species at pH 7.3.
Last Modified3 March 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC27H35N5O7S
Net Charge0
Average Mass573.672
Monoisotopic Mass573.22572
SMILESCSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)[O-]
InChIInChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-/m0/s1
InChIKeyYFGBQHOOROIVKG-FKBYEOEOSA-N
ChEBI Ontology
Outgoing Relation(s)
Met-enkephalin zwitterion (CHEBI:189868) is a peptide zwitterion (CHEBI:60466)
Met-enkephalin zwitterion (CHEBI:189868) is tautomer of Met-enkephalin (CHEBI:6618)
Incoming Relation(s)
Met-enkephalin (CHEBI:6618) is tautomer of Met-enkephalin zwitterion (CHEBI:189868)
IUPAC Name 
N-[(2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoyl]glycylglycyl-N-[(1S)-1-carboxylato-3-(methylsulfanyl)propyl]-L-phenylalaninamide
Synonyms  Source
Tyr-Gly-Gly-Phe-Met zwitterionChEBI
L-tyrosylglycylglycyl-L-phenylalanyl-L-methionine zwitterionChEBI
[Met5]-enkephalin zwitterionChEBI
metenkefalin zwitterionChEBI
MENK zwitterionChEBI
[Met5]enkephalin zwitterionChEBI
UniProt Name  Source
Met-enkephalinUniProt