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

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ChEBI Name (S,S,S)-nicotianamine trizwitterion
ChEBI ASCII Name (S,S,S)-nicotianamine trizwitterion
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H21N3O6
Net Charge 0
Average Mass 303.31160
Monoisotopic Mass 303.14304
InChI InChI=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
SMILES [NH3+][C@@H](CC[NH2+][C@@H](CC[NH+]1CC[C@H]1C([O-])=O)C([O-])=O)C([O-])=O
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing (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 (S,S,S)-nicotianamine (CHEBI:17721) is tautomer of (S,S,S)-nicotianamine trizwitterion (CHEBI:58249)
Synonyms Sources
(2S)-1-[(3S)-3-{[(3S)-3-ammonio-3-carboxylatopropyl]ammonio}-3-carboxylatopropyl]azetidinium-2-carboxylate IUPAC
(S,S,S)-nicotianamine zwitterion ChEBI
nicotianamine UniProt
Last Modified
14 July 2015