CHEBI:25520 - nicotianamine

ChEBI IDCHEBI:25520
ChEBI Namenicotianamine
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Last Modified10 March 2014
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FormulaC12H21N3O6
Net Charge0
Average Mass303.315
Monoisotopic Mass303.14304
SMILESNC(CCNC(CCN1CCC1C(=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)
InChIKeyKRGPXXHMOXVMMM-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
phytosiderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by plants for the purpose of the transport and sequestration of iron.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
phytosiderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by plants for the purpose of the transport and sequestration of iron.
ChEBI Ontology
Outgoing Relation(s)
nicotianamine (CHEBI:25520) is a mugineic acids (CHEBI:25427)
Incoming Relation(s)
(R,R,R)-nicotianamine (CHEBI:38113) is a nicotianamine (CHEBI:25520)
(R,S,S)-nicotianamine (CHEBI:38114) is a nicotianamine (CHEBI:25520)
(S,R,R)-nicotianamine (CHEBI:38115) is a nicotianamine (CHEBI:25520)
(S,S,S)-nicotianamine (CHEBI:17721) is a nicotianamine (CHEBI:25520)
IUPAC Name 
1-{3-[(3-amino-3-carboxypropyl)amino]-3-carboxypropyl}azetidine-2-carboxylic acid
Synonym  Source
N-(N-(3-amino-3-carboxypropyl)-3-amino-3-carboxypropyl)azetidine-2-carboxylic acidChemIDplus
Registry NumbersSources
CAS:34441-14-0ChemIDplus