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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:10 UTC

Update Date

2022-03-07 02:52:09 UTC

HMDB ID

HMDB0029397

Secondary Accession Numbers

HMDB29397

Metabolite Identification

Common Name

L-Nicotianine

Description

L-Nicotianine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review very few articles have been published on L-Nicotianine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0029397
     RDKit          3D
L-Nicotianine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.1610   -1.8847    0.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5775   -0.8775   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935   -0.6171    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    0.4054   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    0.5680   -0.1741 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.1990    1.4576    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.6304    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784    0.8406    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268   -0.1002   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -0.9631   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482   -0.9473   -0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -1.8789   -1.6256 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9426   -0.1994   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    0.3159   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528    1.2958   -1.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6355    0.4281    0.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7187   -1.8081    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.7653    0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -1.3455   -1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6683   -1.6024    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -0.2796    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    0.1651   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228    1.3930   -0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991    2.0792    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    2.3653    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812    0.9099    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050   -0.9223   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9387    1.3372    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 13 27  1  0
 16 28  1  0
M  CHG  2   5   1  12  -1
M  END


  Mrv0541 02241218482D          

 16 16  0  0  0  0            999 V2000
    1.0258   -1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258   -0.9026    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.2877   -0.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690   -2.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6825    0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0258    0.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056    0.6563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690    2.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078    1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467    2.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -0.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1078   -0.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1899    0.3280    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 15  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  CHG  2   2   1  16  -1
M  END
> <DATABASE_ID>
HMDB0029397

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC[N+]1=CC(=CC=C1)C([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O4/c11-8(10(15)16)3-5-12-4-1-2-7(6-12)9(13)14/h1-2,4,6,8H,3,5,11H2,(H-,13,14,15,16)

> <INCHI_KEY>
ZPRKDLMMZXBFPH-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O4

> <MOLECULAR_WEIGHT>
224.2133

> <EXACT_MASS>
224.079706882

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
21.71401673312357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-amino-3-carboxypropyl)pyridin-1-ium-3-carboxylate

> <ALOGPS_LOGP>
-3.21

> <JCHEM_LOGP>
-6.894733471024113

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.109458780890735

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8487144849675285

> <JCHEM_PKA_STRONGEST_BASIC>
9.353879117576419

> <JCHEM_POLAR_SURFACE_AREA>
107.33000000000001

> <JCHEM_REFRACTIVITY>
66.79490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-amino-3-carboxypropyl)pyridin-1-ium-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029397
     RDKit          3D
L-Nicotianine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.1610   -1.8847    0.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5775   -0.8775   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935   -0.6171    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    0.4054   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    0.5680   -0.1741 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.1990    1.4576    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.6304    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784    0.8406    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268   -0.1002   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -0.9631   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482   -0.9473   -0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -1.8789   -1.6256 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9426   -0.1994   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    0.3159   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528    1.2958   -1.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6355    0.4281    0.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7187   -1.8081    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.7653    0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -1.3455   -1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6683   -1.6024    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -0.2796    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    0.1651   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228    1.3930   -0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991    2.0792    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    2.3653    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812    0.9099    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050   -0.9223   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9387    1.3372    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 13 27  1  0
 16 28  1  0
M  CHG  2   5   1  12  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.915  -3.217   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.915  -1.685   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       0.537  -0.919   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.842  -1.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.689  -3.217   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.689  -3.983   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.294  -0.766   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.141   0.766   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.915   1.685   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.384   1.225   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.689   3.983   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.068   3.217   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.447   3.983   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.447  -1.685   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.068  -0.919   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.221   0.612   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12    9   11   13                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    4   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0029397
HETATM    1  N1  UNL     1      -3.161  -1.885   0.434  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.577  -0.877  -0.448  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.193  -0.617   0.043  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.420   0.405  -0.749  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.925   0.568  -0.174  1.00  0.00           N1+
HETATM    6  C4  UNL     1       1.199   1.458   0.778  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.444   1.630   1.332  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.478   0.841   0.883  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.227  -0.100  -0.112  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.251  -0.963  -0.636  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.448  -0.947  -0.249  1.00  0.00           O  
HETATM   12  O2  UNL     1       3.937  -1.879  -1.626  1.00  0.00           O1-
HETATM   13  C9  UNL     1       1.943  -0.199  -0.607  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.439   0.316  -0.550  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.153   1.296  -1.280  1.00  0.00           O  
HETATM   16  O4  UNL     1      -4.635   0.428   0.166  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.719  -1.808   1.372  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.194  -1.765   0.520  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.556  -1.346  -1.455  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.668  -1.602   0.062  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.186  -0.280   1.112  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.320   0.165  -1.809  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.923   1.393  -0.668  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.399   2.079   1.135  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.647   2.365   2.111  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.481   0.910   1.261  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.705  -0.922  -1.385  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.939   1.337   0.541  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6    6   13
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9   26
CONECT    9   10   13   13
CONECT   10   11   11   12
CONECT   13   27
CONECT   14   15   15   16
CONECT   16   28
END

HMDB0029397
     RDKit          3D
L-Nicotianine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.1610   -1.8847    0.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5775   -0.8775   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935   -0.6171    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    0.4054   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    0.5680   -0.1741 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.1990    1.4576    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.6304    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784    0.8406    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268   -0.1002   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -0.9631   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482   -0.9473   -0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -1.8789   -1.6256 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.9426   -0.1994   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    0.3159   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528    1.2958   -1.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6355    0.4281    0.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7187   -1.8081    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.7653    0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -1.3455   -1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6683   -1.6024    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -0.2796    1.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    0.1651   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228    1.3930   -0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991    2.0792    1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    2.3653    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812    0.9099    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050   -0.9223   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9387    1.3372    0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 13 27  1  0
 16 28  1  0
M  CHG  2   5   1  12  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂N₂O₄

Average Molecular Weight

224.2133

Monoisotopic Molecular Weight

224.079706882

IUPAC Name

1-(3-amino-3-carboxypropyl)pyridin-1-ium-3-carboxylate

Traditional Name

1-(3-amino-3-carboxypropyl)pyridin-1-ium-3-carboxylate

CAS Registry Number

19701-79-2

SMILES

NC(CC[N+]1=CC(=CC=C1)C([O-])=O)C(O)=O

InChI Identifier

InChI=1S/C10H12N2O4/c11-8(10(15)16)3-5-12-4-1-2-7(6-12)9(13)14/h1-2,4,6,8H,3,5,11H2,(H-,13,14,15,16)

InChI Key

ZPRKDLMMZXBFPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Alkaloid or derivatives
Dicarboxylic acid or derivatives
Pyridine
Pyridinium
Vinylogous amide
Heteroaromatic compound
Carboxylic acid salt
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid
Organic salt
Amine
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Hydrocarbon derivative
Organic zwitterion
Carbonyl group
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029397)
Cytoplasm (HMDB: HMDB0029397)

Cytoplasm (HMDB: HMDB0029397)
Extracellular (HMDB: HMDB0029397)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029397)

Source

Endogenous

Endogenous (HMDB: HMDB0029397)

Plant

Plant (HMDB: HMDB0029397)

Exogenous

Food

Food (HMDB: HMDB0029397)

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	241 - 243 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-6.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	0.85	ChemAxon
pKa (Strongest Basic)	9.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.79 m³·mol⁻¹	ChemAxon
Polarizability	21.71 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	150.79	30932474
DeepCCS	[M-H]-	148.432	30932474
DeepCCS	[M-2H]-	181.614	30932474
DeepCCS	[M+Na]+	156.884	30932474
AllCCS	[M+H]+	146.3	32859911
AllCCS	[M+H-H2O]+	142.5	32859911
AllCCS	[M+NH4]+	149.7	32859911
AllCCS	[M+Na]+	150.7	32859911
AllCCS	[M-H]-	147.1	32859911
AllCCS	[M+Na-2H]-	147.1	32859911
AllCCS	[M+HCOO]-	147.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Nicotianine	NC(CC[N+]1=CC(=CC=C1)C([O-])=O)C(O)=O	3187.3	Standard polar	33892256
L-Nicotianine	NC(CC[N+]1=CC(=CC=C1)C([O-])=O)C(O)=O	1967.7	Standard non polar	33892256
L-Nicotianine	NC(CC[N+]1=CC(=CC=C1)C([O-])=O)C(O)=O	2218.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Nicotianine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC[N+]1=CC=CC(C(=O)[O-])=C1	2066.6	Semi standard non polar	33892256
L-Nicotianine,1TMS,isomer #2	C[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O	2157.1	Semi standard non polar	33892256
L-Nicotianine,2TMS,isomer #1	C[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O[Si](C)(C)C	2115.1	Semi standard non polar	33892256
L-Nicotianine,2TMS,isomer #1	C[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O[Si](C)(C)C	2108.1	Standard non polar	33892256
L-Nicotianine,2TMS,isomer #2	C[Si](C)(C)N(C(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O)[Si](C)(C)C	2299.5	Semi standard non polar	33892256
L-Nicotianine,2TMS,isomer #2	C[Si](C)(C)N(C(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O)[Si](C)(C)C	2213.5	Standard non polar	33892256
L-Nicotianine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC[N+]1=CC=CC(C(=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2289.4	Semi standard non polar	33892256
L-Nicotianine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC[N+]1=CC=CC(C(=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2232.8	Standard non polar	33892256
L-Nicotianine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC[N+]1=CC=CC(C(=O)[O-])=C1	2324.0	Semi standard non polar	33892256
L-Nicotianine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O	2420.6	Semi standard non polar	33892256
L-Nicotianine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2590.5	Semi standard non polar	33892256
L-Nicotianine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2560.9	Standard non polar	33892256
L-Nicotianine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2746.8	Semi standard non polar	33892256
L-Nicotianine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CC[N+]1=CC=CC(C(=O)[O-])=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2649.3	Standard non polar	33892256
L-Nicotianine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC[N+]1=CC=CC(C(=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2961.7	Semi standard non polar	33892256
L-Nicotianine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC[N+]1=CC=CC(C(=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2875.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Nicotianine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-5920000000-7cc606a47d32a953e4e9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Nicotianine GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-9380000000-d09aaeabc374c37eb6e7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Nicotianine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 10V, Positive-QTOF	splash10-004i-0090000000-8becd60356e73236d2ca	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 20V, Positive-QTOF	splash10-014r-0980000000-903d8f641777b30d87cc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 40V, Positive-QTOF	splash10-000l-5920000000-072eba7ebc9c46399a91	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 10V, Negative-QTOF	splash10-00di-1090000000-684aea9c8c6a96fb8980	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 20V, Negative-QTOF	splash10-00di-3290000000-1f3308e670aed83986c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 40V, Negative-QTOF	splash10-000i-9400000000-deb152130322690f2769	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 10V, Positive-QTOF	splash10-0a4i-9640000000-3422c64a6629e8763c7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 20V, Positive-QTOF	splash10-0a4i-9500000000-f42d8f380d377678149e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 40V, Positive-QTOF	splash10-0a4i-9200000000-d73da79de0f67cf3849a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 10V, Negative-QTOF	splash10-00b9-0970000000-d6ffaf8786b4d71bd41d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 20V, Negative-QTOF	splash10-05fr-7920000000-f3bb9c872e8a2303b872	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Nicotianine 40V, Negative-QTOF	splash10-0kdi-4900000000-06c9fe1459a04f1323d8	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000486

KNApSAcK ID

Not Available

Chemspider ID

35032863

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12313328

PDB ID

Not Available

ChEBI ID

173642

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1809071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for L-Nicotianine (HMDB0029397)

MOL for HMDB0029397 (L-Nicotianine)

3D MOL for HMDB0029397 (L-Nicotianine)

3D SDF for HMDB0029397 (L-Nicotianine)

3D-SDF for HMDB0029397 (L-Nicotianine)

PDB for HMDB0029397 (L-Nicotianine)

3D PDB for HMDB0029397 (L-Nicotianine)

SMILES for HMDB0029397 (L-Nicotianine)

INCHI for HMDB0029397 (L-Nicotianine)

Structure for HMDB0029397 (L-Nicotianine)

3D Structure for HMDB0029397 (L-Nicotianine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra