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CHEBI:58249 - (S,S,S)-nicotianamine trizwitterion

ChEBI IDCHEBI:58249
ChEBI Name(S,S,S)-nicotianamine trizwitterion
Stars
ASCII Name(S,S,S)-nicotianamine trizwitterion
DefinitionAn amino acid zwitterion resulting from transfer of three protons from the carboxy to the amino groups of (S,S,S)-nicotianamine. One of two major microspecies at physiological pH.
Last Modified14 July 2015
DownloadsMolfile
FormulaC12H21N3O6
Net Charge0
Average Mass303.315
Monoisotopic Mass303.14304
SMILES[NH3+][C@@H](CC[NH2+][C@@H](CC[NH+]1CC[C@H]1C(=O)[O-])C(=O)[O-])C(=O)[O-]
InChIInChI=1S/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9-/m0/s1
InChIKeyKRGPXXHMOXVMMM-CIUDSAMLSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(S,S,S)-nicotianamine trizwitterion (CHEBI:58249) has role plant metabolite (CHEBI:76924)
(S,S,S)-nicotianamine trizwitterion (CHEBI:58249) is a amino-acid zwitterion (CHEBI:35238)
(S,S,S)-nicotianamine trizwitterion (CHEBI:58249) is tautomer of (S,S,S)-nicotianamine (CHEBI:17721)
Incoming Relation(s)
(S,S,S)-nicotianamine (CHEBI:17721) is tautomer of (S,S,S)-nicotianamine trizwitterion (CHEBI:58249)
IUPAC Name 
(2S)-1-[(3S)-3-{[(3S)-3-azaniumyl-3-carboxylatopropyl]azaniumyl}-3-carboxylatopropyl]azetidinium-2-carboxylate
Synonyms  Source
(S,S,S)-nicotianamine zwitterionChEBI
(2S)-1-[(3S)-3-{[(3S)-3-ammonio-3-carboxylatopropyl]ammonio}-3-carboxylatopropyl]azetidinium-2-carboxylateIUPAC
UniProt Name  Source
nicotianamineUniProt