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(S,S,S)-nicotianamine monoanion

Go to external page http://purl.obolibrary.org/obo/CHEBI_62921

The tricarboxylic acid monoanion that is the conjugate base of (S,S,S)-nicotianamine, resulting from deprotonation of the central carboxy group and zwitterion formation of the other two. One of two major microspecies at physiological pH.

Term info

Label

(S,S,S)-nicotianamine monoanion

Synonyms
  • (2S)-1-[(3S)-3-{[(3S)-3-amino-3-carboxylatopropyl]amino}-3-carboxylatopropyl]azetidine-2-carboxylate
  • (2S)-1-[(3S)-3-{[(3S)-3-azaniumyl-3-carboxylatopropyl]amino}-3-carboxylatopropyl]azetidinium-2-carboxylate
database cross reference
Subsets

3_STAR

IUPAC NAME
(2S)-1-[(3S)-3-{[(3S)-3-amino-3-carboxylatopropyl]amino}-3-carboxylatopropyl]azetidine-2-carboxylate [ IUPAC ]

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

charge

-1

formula

C12H20N3O6

has obo namespace

chebi_ontology

has related synonym

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

id

CHEBI:62921

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)/p-1/t7-,8-,9-/m0/s1

inchikey

KRGPXXHMOXVMMM-CIUDSAMLSA-M

mass

302.30370

monoisotopicmass

302.13576

smiles

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