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CHEBI:79191 - L-Cys(IAN) zwitterion

ChEBI IDCHEBI:79191
ChEBI NameL-Cys(IAN) zwitterion
Stars
ASCII NameL-Cys(IAN) zwitterion
DefinitionAn L-α-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-Cys(IAN). It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Last Modified13 April 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC13H13N3O2S
Net Charge0
Average Mass275.333
Monoisotopic Mass275.07285
SMILESN#CC(SC[C@H]([NH3+])C(=O)[O-])c1cnc2ccccc12
InChIInChI=1S/C13H13N3O2S/c14-5-12(19-7-10(15)13(17)18)9-6-16-11-4-2-1-3-8(9)11/h1-4,6,10,12,16H,7,15H2,(H,17,18)/t10-,12?/m0/s1
InChIKeyXNBDZHNCVGUXMR-NUHJPDEHSA-N
ChEBI Ontology
Outgoing Relation(s)
L-Cys(IAN) zwitterion (CHEBI:79191) is a L-α-amino acid zwitterion (CHEBI:59869)
L-Cys(IAN) zwitterion (CHEBI:79191) is tautomer of L-Cys(IAN) (CHEBI:64988)
Incoming Relation(s)
L-Cys(IAN) (CHEBI:64988) is tautomer of L-Cys(IAN) zwitterion (CHEBI:79191)
IUPAC Name 
(2R)-2-azaniumyl-3-{[cyano(1H-indol-3-yl)methyl]sulfanyl}propanoate
UniProt Name  Source
2-(L-cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrileUniProt
Manual XrefsDatabases
CPD-12636MetaCyc