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(S,S,S)-nicotianamine trizwitterion

Go to external page http://purl.obolibrary.org/obo/CHEBI_58249

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.

Term info

Label

(S,S,S)-nicotianamine trizwitterion

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

3_STAR

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

charge

0

formula

C12H21N3O6

has obo namespace

chebi_ontology

has related synonym

nicotianamine, (2S)-1-[(3S)-3-{[(3S)-3-ammonio-3-carboxylatopropyl]ammonio}-3-carboxylatopropyl]azetidinium-2-carboxylate, (S,S,S)-nicotianamine zwitterion

id

CHEBI:58249

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

mass

303.31160

monoisotopicmass

303.14304

smiles

[NH3+][C@@H](CC[NH2+][C@@H](CC[NH+]1CC[C@H]1C([O-])=O)C([O-])=O)C([O-])=O