CDK    2/12/10,15:27

 21 21  0  0  0  0  0  0  0  0999 V2000
    1.4289   -0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    1.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557    1.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268    1.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413   -0.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0 
  2 14  1  1  0  0  0 
  3  9  1  1  0  0  0 
  3  5  1  0  0  0  0 
  6  1  1  0  0  0  0 
  5  6  1  0  0  0  0 
  4  7  1  0  0  0  0 
  3  7  1  0  0  0  0 
  2 21  1  0  0  0  0 
  8  4  1  0  0  0  0 
 16  8  1  0  0  0  0 
 20  8  1  0  0  0  0 
  9 10  1  0  0  0  0 
  9 11  2  0  0  0  0 
 14 12  1  0  0  0  0 
 14 13  2  0  0  0  0 
 16 15  1  0  0  0  0 
 20 15  1  0  0  0  0 
 16 18  1  1  0  0  0 
 18 17  2  0  0  0  0 
 18 19  1  0  0  0  0 
M  CHG  1   5   1
M  CHG  1   8   1
M  CHG  1  10  -1
M  CHG  1  12  -1
M  CHG  1  19  -1
M  CHG  1  21   1
M  END
> <ID>
CHEBI:58249

> <NAME>
(S,S,S)-nicotianamine trizwitterion

> <DEFINITION>
An amino acid zwitterion resulting from transfer of three protons from the carboxy to the amino groups of (S,S,S)-nicotianamine. One of two major microspecies at physiological pH.

> <STAR>
3

> <SYNONYM>
nicotianamine; (S,S,S)-nicotianamine zwitterion; (2S)-1-[(3S)-3-{[(3S)-3-ammonio-3-carboxylatopropyl]ammonio}-3-carboxylatopropyl]azetidinium-2-carboxylate

> <IUPAC_NAME>
(2S)-1-[(3S)-3-{[(3S)-3-azaniumyl-3-carboxylatopropyl]azaniumyl}-3-carboxylatopropyl]azetidinium-2-carboxylate

> <FORMULA>
C12H21N3O6

> <MASS>
303.31160

> <MONOISOTOPIC_MASS>
303.14304

> <CHARGE>
0

> <SMILES>
[NH3+][C@@H](CC[NH2+][C@@H](CC[NH+]1CC[C@H]1C([O-])=O)C([O-])=O)C([O-])=O

> <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

$$$$