CHEBI:25426 - mugineic acid

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ChEBI Name mugineic acid
ChEBI ID CHEBI:25426
Definition An azetidinecarboxylic acid that is the parent of the class of mugineic acids.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H20N2O8
Net Charge 0
Average Mass 320.29588
Monoisotopic Mass 320.12197
InChI InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)/t6-,7-,8-,9-/m0/s1
InChIKey GJRGEVKCJPPZIT-JBDRJPRFSA-N
SMILES O[C@@H](CN1CC[C@H]1C(O)=O)[C@H](NCC[C@H](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 mugineic acid (CHEBI:25426) is a mugineic acids (CHEBI:25427)
mugineic acid (CHEBI:25426) is conjugate acid of mugineate(1−) (CHEBI:77826)
mugineic acid (CHEBI:25426) is conjugate acid of mugineate(2−) (CHEBI:58505)
Incoming 2'-deoxymugineic acid (CHEBI:19274) has functional parent mugineic acid (CHEBI:25426)
3-epi-3-hydroxy-2'-deoxymugineic acid (CHEBI:38159) has functional parent mugineic acid (CHEBI:25426)
3-epi-3-hydroxymugineic acid (CHEBI:20013) has functional parent mugineic acid (CHEBI:25426)
3-hydroxymugineic acid (CHEBI:38158) has functional parent mugineic acid (CHEBI:25426)
mugineate(1−) (CHEBI:77826) is conjugate base of mugineic acid (CHEBI:25426)
mugineate(2−) (CHEBI:58505) is conjugate base of mugineic acid (CHEBI:25426)
IUPAC Name
4-[(2S)-2-carboxyazetidin-1-yl]-N-[(3S)-3-carboxy-3-hydroxypropyl]-L-allothreonine
Synonym Source
N-(3-(3-Carboxypropylamino)-2-hydroxy-3-carboxypropyl)azetidine-2-carboxylic acid ChemIDplus
Manual Xrefs Databases
C15500 KEGG COMPOUND
KR20090078824 Patent
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Registry Numbers Types Sources
5884020 Reaxys Registry Number Reaxys
5884020 Beilstein Registry Number Beilstein
69199-37-7 CAS Registry Number ChemIDplus
69199-37-7 CAS Registry Number NIST Chemistry WebBook
Citation Waiting for Citations Type Source
21350950 PubMed citation Europe PMC
Last Modified
28 July 2014