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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:09:00 UTC

Update Date

2021-09-24 12:09:00 UTC

HMDB ID

HMDB0304751

Secondary Accession Numbers

None

Metabolite Identification

Common Name

gamma-Aminobutyric acid-betaxanthin

Description

(2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Based on a literature review very few articles have been published on (2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid.

Structure

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

HMDB0304751
     RDKit          3D
gamma-Aminobutyric acid-betaxanthin
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.1532   -1.8471   -0.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4130   -0.9408   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629   -0.3617    1.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2187   -0.5329   -0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840    0.4597   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8397    0.0076    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966   -1.1460    1.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7383   -1.1414    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.1207    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    0.1515    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    1.4581    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246    1.5684   -0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.8682   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    3.0242   -0.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    3.9869   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.3414   -0.1649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1880   -0.8296   -0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0606   -2.0030   -0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2574   -1.9182   -0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706   -3.2161   -1.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.0670    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9652    0.6305    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5405   -0.1632   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4412   -0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698    1.4059    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    0.8098   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.8964    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6483   -0.2363    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2139   -2.0976    0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568    1.0720    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017    2.3445    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    4.9102   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    0.4000    0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7290   -0.6693   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -3.5127   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085   -1.3556    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.9764   -0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 10  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END


  Mrv1652304022019553D          

 21 21  0  0  0  0            999 V2000
    4.0883    0.9143   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -0.4602   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398    0.3517    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314    0.7931   -0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6128    0.1484   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8911    0.4089    1.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -0.2585   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161    0.1751    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    0.6156    1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5626    0.4222   -0.7051 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9677   -0.3817   -1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7715    0.8534    3.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011   -0.4737   -1.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092    0.3604   -1.2088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063    0.6059    0.6400 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3177    0.1010   -2.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9619   -0.8365   -0.3288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9848    1.0491    3.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8889    0.8452    4.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4966   -0.9237   -0.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3022   -0.8213   -2.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  1  0  0  0  0
  2 11  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  2  0  0  0  0
  4 14  1  0  0  0  0
  5 14  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  6  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  2  0  0  0  0
 12 19  1  0  0  0  0
 13 20  2  0  0  0  0
 13 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304751

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCC\N=C/C=C1\C[C@H](NC(=C1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O6/c16-11(17)2-1-4-14-5-3-8-6-9(12(18)19)15-10(7-8)13(20)21/h3,5-6,10,15H,1-2,4,7H2,(H,16,17)(H,18,19)(H,20,21)/b8-3-,14-5-/t10-/m0/s1

> <INCHI_KEY>
ICGRVJRPJJYWPZ-FDLAANOMSA-N

> <FORMULA>
C13H16N2O6

> <MOLECULAR_WEIGHT>
296.279

> <EXACT_MASS>
296.100836243

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.62389488760626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
-3.6939148446629715

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.064153402590398

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.479978534177692

> <JCHEM_PKA_STRONGEST_BASIC>
10.344695455497568

> <JCHEM_POLAR_SURFACE_AREA>
136.29

> <JCHEM_REFRACTIVITY>
73.2728

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304751
     RDKit          3D
gamma-Aminobutyric acid-betaxanthin
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.1532   -1.8471   -0.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4130   -0.9408   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629   -0.3617    1.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2187   -0.5329   -0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840    0.4597   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8397    0.0076    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966   -1.1460    1.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7383   -1.1414    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.1207    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    0.1515    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    1.4581    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246    1.5684   -0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.8682   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    3.0242   -0.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    3.9869   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.3414   -0.1649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1880   -0.8296   -0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0606   -2.0030   -0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2574   -1.9182   -0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706   -3.2161   -1.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.0670    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9652    0.6305    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5405   -0.1632   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4412   -0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698    1.4059    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    0.8098   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.8964    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6483   -0.2363    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2139   -2.0976    0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568    1.0720    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017    2.3445    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    4.9102   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    0.4000    0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7290   -0.6693   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -3.5127   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085   -1.3556    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.9764   -0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 10  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       4.088   0.914  -0.390  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.550  -0.460  -0.841  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.040   0.352   0.129  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.631   0.793  -0.034  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.613   0.148  -1.121  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.891   0.409   1.644  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.201  -0.259  -0.761  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.316   0.175   0.325  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.186   0.616   1.797  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.563   0.422  -0.705  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.968  -0.382  -1.198  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.772   0.853   3.138  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.501  -0.474  -1.414  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.909   0.360  -1.209  0.00  0.00           N+0
HETATM   15  N   UNK     0      -4.006   0.606   0.640  0.00  0.00           N+0
HETATM   16  O   UNK     0       6.318   0.101  -2.304  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.962  -0.837  -0.329  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.985   1.049   3.298  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.889   0.845   4.205  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.497  -0.924  -0.806  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.302  -0.821  -2.723  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1   11                                                       
CONECT    3    5    8                                                       
CONECT    4    1   14                                                       
CONECT    5    3   14                                                       
CONECT    6    8    9                                                       
CONECT    7    8   10                                                       
CONECT    8    3    6    7                                                  
CONECT    9    6   12   15                                                  
CONECT   10    7   13   15                                                  
CONECT   11    2   16   17                                                  
CONECT   12    9   18   19                                                  
CONECT   13   10   20   21                                                  
CONECT   14    4    5                                                       
CONECT   15    9   10                                                       
CONECT   16   11                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   13                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0304751
HETATM    1  O1  UNL     1       6.153  -1.847  -0.527  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.413  -0.941  -0.066  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.763  -0.362   1.120  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.219  -0.533  -0.795  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.384   0.460  -0.064  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.840   0.008   1.249  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.997  -1.146   1.165  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.738  -1.141   0.884  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.095   0.121   0.625  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.187   0.152   0.331  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.831   1.458   0.071  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.125   1.568  -0.164  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.711   2.868  -0.411  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.937   3.024  -0.639  1.00  0.00           O  
HETATM   15  O4  UNL     1      -2.897   3.987  -0.398  1.00  0.00           O  
HETATM   16  N2  UNL     1      -3.872   0.341  -0.165  1.00  0.00           N  
HETATM   17  C11 UNL     1      -3.188  -0.830  -0.638  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.061  -2.003  -0.692  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.257  -1.918  -0.348  1.00  0.00           O  
HETATM   20  O6  UNL     1      -3.571  -3.216  -1.124  1.00  0.00           O  
HETATM   21  C13 UNL     1      -1.976  -1.067   0.263  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.965   0.630   1.128  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.540  -0.163  -1.798  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.566  -1.441  -0.952  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.970   1.406   0.143  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.558   0.810  -0.728  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.324   0.896   1.718  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.648  -0.236   1.987  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.214  -2.098   0.861  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.657   1.072   0.668  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.202   2.345   0.076  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.193   4.910  -0.101  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.850   0.400   0.175  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.729  -0.669  -1.660  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.615  -3.513  -1.027  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.409  -1.356   1.271  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.434  -1.976  -0.096  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    8
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   21
CONECT   11   12   12   31
CONECT   12   13   16
CONECT   13   14   14   15
CONECT   15   32
CONECT   16   17   33
CONECT   17   18   21   34
CONECT   18   19   19   20
CONECT   20   35
CONECT   21   36   37
END

HMDB0304751
     RDKit          3D
gamma-Aminobutyric acid-betaxanthin
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.1532   -1.8471   -0.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4130   -0.9408   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629   -0.3617    1.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2187   -0.5329   -0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840    0.4597   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8397    0.0076    1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966   -1.1460    1.1654 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7383   -1.1414    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.1207    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    0.1515    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    1.4581    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246    1.5684   -0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.8682   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9374    3.0242   -0.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    3.9869   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.3414   -0.1649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1880   -0.8296   -0.6376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0606   -2.0030   -0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2574   -1.9182   -0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706   -3.2161   -1.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -1.0670    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9652    0.6305    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5405   -0.1632   -1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4412   -0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698    1.4059    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    0.8098   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.8964    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6483   -0.2363    1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2139   -2.0976    0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568    1.0720    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017    2.3445    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    4.9102   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    0.4000    0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7290   -0.6693   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -3.5127   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085   -1.3556    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.9764   -0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 10  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,4E)-4-[(2Z)-2-[(3-Carboxypropyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylate	Generator

Chemical Formula

C₁₃H₁₆N₂O₆

Average Molecular Weight

296.279

Monoisotopic Molecular Weight

296.100836243

IUPAC Name

(2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

Traditional Name

(2S,4E)-4-[(2Z)-2-[(3-carboxypropyl)imino]ethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC\N=C/C=C1\C[C@H](NC(=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C13H16N2O6/c16-11(17)2-1-4-14-5-3-8-6-9(12(18)19)15-10(7-8)13(20)21/h3,5-6,10,15H,1-2,4,7H2,(H,16,17)(H,18,19)(H,20,21)/b8-3-,14-5-/t10-/m0/s1

InChI Key

ICGRVJRPJJYWPZ-FDLAANOMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
Tetrahydropyridine
Hydropyridine
Amino acid
Shiff base
Aldimine
Carboxylic acid
Secondary aliphatic amine
Enamine
Secondary amine
Azacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxide
Organopnictogen compound
Imine
Organonitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.78	ALOGPS
logP	-3.7	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.48	ChemAxon
pKa (Strongest Basic)	10.34	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.27 m³·mol⁻¹	ChemAxon
Polarizability	29.62 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
AllCCS	[M+H]+	165.491	32859911
AllCCS	[M+H-H2O]+	162.39	32859911
AllCCS	[M+Na]+	169.186	32859911
AllCCS	[M+NH4]+	168.362	32859911
AllCCS	[M-H]-	166.735	32859911
AllCCS	[M+Na-2H]-	166.811	32859911
AllCCS	[M+HCOO]-	167.016	32859911
DeepCCS	[M+H]+	166.186	30932474
DeepCCS	[M-H]-	163.828	30932474
DeepCCS	[M-2H]-	196.714	30932474
DeepCCS	[M+Na]+	172.279	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Aminobutyric acid-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C1	2669.2	Semi standard non polar	33892256
gamma-Aminobutyric acid-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C1	2499.7	Standard non polar	33892256
gamma-Aminobutyric acid-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C1	3284.8	Standard polar	33892256
gamma-Aminobutyric acid-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1	3542.3	Semi standard non polar	33892256
gamma-Aminobutyric acid-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1	3073.2	Standard non polar	33892256
gamma-Aminobutyric acid-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC/N=C\C=C1\C=C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1	3456.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Aminobutyric acid-betaxanthin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udl-3490000000-12ea0a5c83b03a606bd2	2017-07-27	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 - gamma-Aminobutyric acid-betaxanthin 10V, Positive-QTOF	splash10-0f92-1190000000-9c0d4f27751ab37d0172	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 20V, Positive-QTOF	splash10-0udl-4970000000-396c3e6475113a0dc94f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 40V, Positive-QTOF	splash10-052o-8910000000-c97320698db87c6529ed	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 10V, Negative-QTOF	splash10-0002-0190000000-effdaffc50b6779b671a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 20V, Negative-QTOF	splash10-0zfs-1390000000-5125495ca51c13215cf8	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 40V, Negative-QTOF	splash10-0bt9-8910000000-9280ac40c5f0238b4552	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 10V, Positive-QTOF	splash10-0002-0090000000-482fa9a3285fbe523f61	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 20V, Positive-QTOF	splash10-0ufv-0960000000-7dceed37283284ec2133	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 40V, Positive-QTOF	splash10-0f6t-0900000000-cadee91ad78c4e49c1c9	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 10V, Negative-QTOF	splash10-0002-0590000000-0df816cd322fb4cbc4e4	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 20V, Negative-QTOF	splash10-03g0-0940000000-3b1c242856fbfa7fbee8	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Aminobutyric acid-betaxanthin 40V, Negative-QTOF	splash10-01p9-2910000000-5f16be0d3c6d44577674	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB097395

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for gamma-Aminobutyric acid-betaxanthin (HMDB0304751)

MOL for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

3D MOL for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

3D SDF for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

3D-SDF for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

PDB for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

3D PDB for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

SMILES for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

INCHI for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

Structure for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

3D Structure for HMDB0304751 (gamma-Aminobutyric acid-betaxanthin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra