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InChI=1S/CH4O/c1-2/h2H,1H3
,
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ChEBI
> Main
CHEBI:25520 - nicotianamine
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ChEBI Ontology
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ChEBI Name
nicotianamine
ChEBI ID
CHEBI:25520
Stars
This entity has been manually annotated by the ChEBI Team.
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Molfile
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Molfile
Molfile
Formula
C12H21N3O6
Net Charge
0
Average Mass
303.31160
Monoisotopic Mass
303.14304
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)
InChIKey
KRGPXXHMOXVMMM-UHFFFAOYSA-N
SMILES
NC(CCNC(CCN1CCC1C(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 (Br
o
nsted 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
nicotianamine (
CHEBI:25520
)
is a
mugineic acids (
CHEBI:25427
)
Incoming
(
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 acid
ChemIDplus
Registry Number
Type
Source
34441-14-0
CAS Registry Number
ChemIDplus
Last Modified
10 March 2014
General Comment
2007-05-01
The non-stereospecific name 'nicotianamine' is used in the literature as a synonym for the naturally occurring (
S
,
S
,
S
) stereoisomer.