EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:82728 - S-(5-histidyl)cysteine sulfoxide dizwitterion

ChEBI IDCHEBI:82728
ChEBI NameS-(5-histidyl)cysteine sulfoxide dizwitterion
Stars
ASCII NameS-(5-histidyl)cysteine sulfoxide dizwitterion
DefinitionAn L-α-amino acid zwitterion formed from S-(5-histidyl)cysteine sulfoxide by transfer of protons from the two carboxy to the two amino grousp; major species at pH 7.3.
Last Modified24 October 2014
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC9H14N4O5S
Net Charge0
Average Mass290.301
Monoisotopic Mass290.06849
SMILES[NH3+][C@@H](Cc1ncnc1S(=O)C[C@H]([NH3+])C(=O)[O-])C(=O)[O-]
InChIInChI=1S/C9H14N4O5S/c10-4(8(14)15)1-6-7(13-3-12-6)19(18)2-5(11)9(16)17/h3-5H,1-2,10-11H2,(H,12,13)(H,14,15)(H,16,17)/t4-,5-,19?/m0/s1
InChIKeyCHVJBWUZNCGHCS-VCNVLXLASA-N
ChEBI Ontology
Outgoing Relation(s)
S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728) has functional parent L-cysteine zwitterion (CHEBI:35235)
S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728) has functional parent L-histidine zwitterion (CHEBI:57595)
S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728) is a L-α-amino acid zwitterion (CHEBI:59869)
S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728) is tautomer of S-(5-histidyl)cysteine sulfoxide (CHEBI:83418)
Incoming Relation(s)
S-(5-histidyl)cysteine sulfoxide (CHEBI:83418) is tautomer of S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728)
IUPAC Name 
(2R)-2-azaniumyl-3-({4-[(2S)-2-azaniumyl-2-carboxylatoethyl]-1H-imidazol-5-yl}sulfinyl)propanoate
Synonym  Source
S-(5-L-histidyl)-L-cysteine sulfoxide dizwitterionChEBI
UniProt Name  Source
L-alanin-3-yl L-histidin-5-yl sulfoxideUniProt
Citations