Nicotianamine
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Nicotianamine
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CAS No:
34441-14-0
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Formula:
C12H21N3O6
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Chemical Name:
Nicotianamine
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Synonyms:
1-Azetidinebutanoic acid,α-[[(3S)-3-amino-3-carboxypropyl]amino]-2-carboxy-,(αS,2S)-;1-Azetidinebutanoic acid,α-[(3-amino-3-carboxypropyl)amino]-2-carboxy-,[2S-[1[αR*(R*)],2R*]]-;(αS,2S)-α-[[(3S)-3-Amino-3-carboxypropyl]amino]-2-carboxy-1-azetidinebutanoic acid;Nicotianamine;741192-60-9
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CAS No:
Description
(S,S,S)-nicotianamine is the (S,S,S)-stereoisomer of nicotianamine. It has a role as a chelator, an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and a plant metabolite. It derives from a (S)-azetidine-2-carboxylic acid. It is a conjugate acid of a (S,S,S)-nicotianamine monoanion. It is an enantiomer of a (R,R,R)-nicotianamine. It is a tautomer of a (S,S,S)-nicotianamine trizwitterion.
Nicotianamine Use and Manufacturing
Phytosiderophores are produced in higher plants as iron chelating amino acids that promote uptake of iron from soil.
Computed Properties
Molecular Weight:303.31
XLogP3:-8.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:10
Exact Mass:303.14303540
Monoisotopic Mass:303.14303540
Topological Polar Surface Area:153
Heavy Atom Count:21
Complexity:403
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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