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Nicotianamine

CAT: 0024-sc-219356ASize: 2 mgDry Ice: NoHazardous: No
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CAT#:0024-sc-219356ASize:2 mg
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CAS Number
34441-14-0

Chemical Information

Nicotianamine

(S,S,S)-nicotianamine is the (S,S,S)-stereoisomer of nicotianamine. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, a chelator and a plant metabolite. It is functionally related to 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.

CAS Number34441-14-0
PubChem CID9882882
IUPAC Name(2S)-1-[(3S)-3-[[(3S)-3-amino-3-carboxypropyl]amino]-3-carboxypropyl]azetidine-2-carboxylic acid
Molecular FormulaC12H21N3O6
Molecular Weight303.31
XLogP-8.2
Topological Polar Surface Area153
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Heavy Atom Count21
Formal Charge0
Complexity402
SMILES
C1CN([C@@H]1C(=O)O)CC[C@@H](C(=O)O)NCC[C@@H](C(=O)O)N
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-/m0/s1
InChIKey
KRGPXXHMOXVMMM-CIUDSAMLSA-N
Chemical Structure
2D Structure
2D structure of Nicotianamine
CAS: 34441-14-0
CID: 9882882
Formula: C12H21N3O6
MW: 303.31
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight303.31
XLogP3-8.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Exact Mass303.14303540
Monoisotopic Mass303.14303540
Topological Polar Surface Area153 Ų
Heavy Atom Count21
Formal Charge0
Complexity402
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
574511Nicotianamine
TRC-Z439750-25MGZn-Nicotianamine
AR-N08576-01Nicotianamine-13C4-15N
285129-01Nicotianamine discontinued. See N2561-80
MBS1430057-01Recombinant Solanum lycopersicum Nicotianamine synthase (CHLN)
MBS1446638-01Recombinant Hordeum vulgare Nicotianamine aminotransferase A (naat-A)
MBS1450785-01Recombinant Arabidopsis thaliana Nicotianamine synthase 1 (NAS1)
MBS1484856-01Recombinant Arabidopsis thaliana Nicotianamine synthase 2 (NAS2)
MBS1419187-01Recombinant Hordeum vulgare Nicotianamine synthase 9 (NAS9)
MBS1412153-01Recombinant Hordeum vulgare Nicotianamine synthase 8 (NAS8)

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