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

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ChEBI Name	(S,S,S)-nicotianamine trizwitterion

ChEBI ID	CHEBI:58249

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

Download	Molfile XML SDF

Formula

C12H21N3O6

Net Charge

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

InChIKey

KRGPXXHMOXVMMM-CIUDSAMLSA-N

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.

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)

IUPAC Name

(2S)-1-[(3S)-3-{[(3S)-3-azaniumyl-3-carboxylatopropyl]azaniumyl}-3-carboxylatopropyl]azetidinium-2-carboxylate

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