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CHEBI:190689 - Leu-enkephalin zwitterion

ChEBI IDCHEBI:190689
ChEBI NameLeu-enkephalin zwitterion
Stars
DefinitionA peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Leu-enkephalin. Major species at pH 7.3.
Last Modified14 April 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC28H37N5O7
Net Charge0
Average Mass555.632
Monoisotopic Mass555.26930
SMILESCC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)[O-]
InChIInChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22-,23-/m0/s1
InChIKeyURLZCHNOLZSCCA-VABKMULXSA-N
ChEBI Ontology
Outgoing Relation(s)
Leu-enkephalin zwitterion (CHEBI:190689) is a peptide zwitterion (CHEBI:60466)
Leu-enkephalin zwitterion (CHEBI:190689) is tautomer of Leu-enkephalin (CHEBI:89656)
Incoming Relation(s)
Leu-enkephalin (CHEBI:89656) is tautomer of Leu-enkephalin zwitterion (CHEBI:190689)
IUPAC Name 
N-[(2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoyl]glycylglycyl-N-[(1S)-1-carboxylato-3-methylbutyl]-L-phenylalaninamide
Synonyms  Source
[Leu5]enkephalin zwitterionChEBI
L-Tyr-Gly-Gly-L-Phe-L-Leu zwitterionChEBI
L-tyrosylglycylglycyl-L-phenylalanyl-L-leucine zwitterionChEBI
YGGFL zwitterionChEBI
Tyr-Gly-Gly-Phe-Leu zwitterionChEBI
[Leu5]-enkephalin zwitterionChEBI
UniProt Name  Source
Leu-enkephalinUniProt