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

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ChEBI Name S-(5-histidyl)cysteine sulfoxide dizwitterion
ChEBI ID CHEBI:82728
ChEBI ASCII Name S-(5-histidyl)cysteine sulfoxide dizwitterion
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C9H14N4O5S
Net Charge 0
Average Mass 290.29600
Monoisotopic Mass 290.06849
InChI InChI=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
InChIKey CHVJBWUZNCGHCS-VCNVLXLASA-N
SMILES [NH3+][C@@H](Cc1nc[nH]c1S(=O)C[C@H]([NH3+])C([O-])=O)C([O-])=O
ChEBI Ontology
Outgoing 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 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
Synonyms Sources
L-alanin-3-yl L-histidin-5-yl sulfoxide UniProt
S-(5-L-histidyl)-L-cysteine sulfoxide dizwitterion ChEBI
Citations Waiting for Citations Types Sources
21247153 PubMed citation SUBMITTER
23877651 PubMed citation SUBMITTER
24016264 PubMed citation SUBMITTER
24684381 PubMed citation SUBMITTER
Last Modified
24 October 2014