CHEBI:57595 - L-histidine zwitterion

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ChEBI Name L-histidine zwitterion
ChEBI ID CHEBI:57595
ChEBI ASCII Name L-histidine zwitterion
Definition Zwitterionic form of L-histidine having an anionic carboxy group and a protonated α-amino group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C6H9N3O2
Net Charge 0
Average Mass 155.15460
InChI InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
InChIKey HNDVDQJCIGZPNO-YFKPBYRVSA-N
SMILES [NH3+][C@@H](Cc1c[nH]cn1)C([O-])=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing L-histidine zwitterion (CHEBI:57595) is a amino acid zwitterion (CHEBI:35238)
L-histidine zwitterion (CHEBI:57595) is a polar amino acid zwitterion (CHEBI:62031)
L-histidine zwitterion (CHEBI:57595) is tautomer of L-histidine (CHEBI:15971)
Incoming S-(5-histidyl)cysteine sulfoxide dizwitterion (CHEBI:82728) has functional parent L-histidine zwitterion (CHEBI:57595)
ovothiol A zwitterion (CHEBI:82723) has functional parent L-histidine zwitterion (CHEBI:57595)
ovothiol B zwitterion (CHEBI:82724) has functional parent L-histidine zwitterion (CHEBI:57595)
ovothiol C zwitterion (CHEBI:82725) has functional parent L-histidine zwitterion (CHEBI:57595)
L-histidine (CHEBI:15971) is tautomer of L-histidine zwitterion (CHEBI:57595)
IUPAC Name
(2S)-2-azaniumyl-3-(1H-imidazol-4-yl)propanoate
Synonyms Sources
(2S)-2-ammonio-3-(1H-imidazol-4-yl)propanoate ChEBI
L-histidine UniProt
Database Link Database
HIS MetaCyc
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Registry Number Type Source
663322 Gmelin Registry Number Gmelin
Last Modified
24 October 2014