CHEBI:38113 - (R,R,R)-nicotianamine

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ChEBI Name (R,R,R)-nicotianamine
ChEBI ID CHEBI:38113
ChEBI ASCII Name (R,R,R)-nicotianamine
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H21N3O6
Net Charge 0
Average Mass 303.31160
Monoisotopic Mass 303.143
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-/m1/s1
InChIKey KRGPXXHMOXVMMM-IWSPIJDZSA-N
SMILES N[C@H](CCN[C@H](CCN1CC[C@@H]1C(O)=O)C(O)=O)C(O)=O
Roles Classification
Chemical Role(s): phytosiderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by plants for the purpose of the transport and sequestration of iron.
(via mugineic acids )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): phytosiderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by plants for the purpose of the transport and sequestration of iron.
(via mugineic acids )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R,R,R)-nicotianamine (CHEBI:38113) has functional parent (R)-azetidine-2-carboxylic acid (CHEBI:38109)
(R,R,R)-nicotianamine (CHEBI:38113) is a nicotianamine (CHEBI:25520)
(R,R,R)-nicotianamine (CHEBI:38113) is enantiomer of (S,S,S)-nicotianamine (CHEBI:17721)
Incoming (S,S,S)-nicotianamine (CHEBI:17721) is enantiomer of (R,R,R)-nicotianamine (CHEBI:38113)
IUPAC Name
(2R)-1-[(3R)-3-{[(3R)-3-amino-3-carboxypropyl]amino}-3-carboxypropyl]azetidine-2-carboxylic acid
Registry Number Type Source
6575168 Beilstein Registry Number Beilstein
Last Modified
10 March 2014