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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:39:33 UTC

Update Date

2021-09-24 11:39:34 UTC

HMDB ID

HMDB0304685

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glycine-betaxanthin

Description

(2S,4E)-4-[(2Z)-2-[(carboxymethyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Based on a literature review very few articles have been published on (2S,4E)-4-[(2Z)-2-[(carboxymethyl)imino]ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid.

Structure

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

HMDB0304685
     RDKit          3D
Glycine-betaxanthin
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6459    1.4424    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729    0.6813    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296   -0.0198    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436    0.5601    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0425   -0.4275   -0.4623 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -1.0953   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927   -1.2330   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -0.6217   -1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169   -1.1811   -1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.7686   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7851   -1.3079   -1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -2.0942   -2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -0.9215   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.1105    0.1210 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468    0.4744    0.6453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1725    1.6344    1.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668    2.2059    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398    2.1169    2.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.6851   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -1.0221    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170    0.3999    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.5583    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815   -1.8250   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.2344   -2.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940   -1.8519   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272    0.0271   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.4670    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -0.4542    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.0087    3.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    1.3949   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048    1.2915   -1.2771 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  2  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
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  1
 18 29  1  0
 19 30  1  0
 19 31  1  0
M  END


  Mrv1652304022019453D          

 19 19  0  0  0  0            999 V2000
    1.0154   -0.2592   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.8643   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -1.2208    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7906    1.2961    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7581   -0.6508   -0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2812   -0.0646    0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -1.0900    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943    1.3874    0.1353 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2323   -0.5688   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3647   -2.2452    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6821    1.6010   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1915    0.6547   -0.3475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667    0.2208    0.6337 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383   -1.5869   -0.4288 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8480    0.6245    0.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.0849    0.6584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8866   -3.5141    0.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828    0.8048   -1.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1961    2.6525   -2.0346 O   0  0  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 12  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  7 10  1  0  0  0  0
  7 13  1  0  0  0  0
  8 11  1  6  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
  9 15  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 18  2  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304685

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O6/c14-9(15)5-12-2-1-6-3-7(10(16)17)13-8(4-6)11(18)19/h1-3,8,13H,4-5H2,(H,14,15)(H,16,17)(H,18,19)/b6-1-,12-2-/t8-/m0/s1

> <INCHI_KEY>
ZZZQMKRQWYRKFG-HVXFQPPXSA-N

> <FORMULA>
C11H12N2O6

> <MOLECULAR_WEIGHT>
268.225

> <EXACT_MASS>
268.069536114

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.3817996063568

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
-3.987645979694391

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.404375877645959

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5647330355296631

> <JCHEM_PKA_STRONGEST_BASIC>
9.039636370932117

> <JCHEM_POLAR_SURFACE_AREA>
136.29

> <JCHEM_REFRACTIVITY>
63.81840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
portulacaxanthin III

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304685
     RDKit          3D
Glycine-betaxanthin
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6459    1.4424    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729    0.6813    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296   -0.0198    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436    0.5601    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0425   -0.4275   -0.4623 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -1.0953   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927   -1.2330   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -0.6217   -1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169   -1.1811   -1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.7686   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7851   -1.3079   -1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -2.0942   -2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -0.9215   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.1105    0.1210 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468    0.4744    0.6453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1725    1.6344    1.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668    2.2059    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398    2.1169    2.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.6851   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -1.0221    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170    0.3999    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.5583    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815   -1.8250   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.2344   -2.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940   -1.8519   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272    0.0271   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.4670    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -0.4542    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.0087    3.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    1.3949   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048    1.2915   -1.2771 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  2  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
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  1
 18 29  1  0
 19 30  1  0
 19 31  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       1.015  -0.259  -0.110  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.936   0.864  -0.145  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.189  -1.221   0.128  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.791   1.296   0.292  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.758  -0.651  -0.546  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.281  -0.065   0.097  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.490  -1.090   0.388  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.294   1.387   0.135  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.232  -0.569  -0.313  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.365  -2.245   0.412  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.682   1.601  -1.275  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.192   0.655  -0.348  0.00  0.00           N+0
HETATM   13  N   UNK     0      -2.967   0.221   0.634  0.00  0.00           N+0
HETATM   14  O   UNK     0       5.938  -1.587  -0.429  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.848   0.625   0.034  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.577  -2.085   0.658  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.887  -3.514   0.170  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.483   0.805  -1.816  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.196   2.652  -2.035  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1   12                                                       
CONECT    3    6    7                                                       
CONECT    4    6    8                                                       
CONECT    5    9   12                                                       
CONECT    6    1    3    4                                                  
CONECT    7    3   10   13                                                  
CONECT    8    4   11   13                                                  
CONECT    9    5   14   15                                                  
CONECT   10    7   16   17                                                  
CONECT   11    8   18   19                                                  
CONECT   12    2    5                                                       
CONECT   13    7    8                                                       
CONECT   14    9                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0304685
HETATM    1  O1  UNL     1       3.646   1.442   2.409  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.873   0.681   1.467  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.030  -0.020   1.303  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.744   0.560   0.452  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.042  -0.427  -0.462  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.333  -1.095  -1.156  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.993  -1.233  -1.417  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.088  -0.622  -1.174  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.417  -1.181  -1.666  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.489  -0.769  -0.988  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.785  -1.308  -1.463  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.831  -2.094  -2.436  1.00  0.00           O  
HETATM   13  O4  UNL     1      -4.950  -0.922  -0.804  1.00  0.00           O  
HETATM   14  N2  UNL     1      -2.444   0.110   0.121  1.00  0.00           N  
HETATM   15  C9  UNL     1      -1.147   0.474   0.645  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.173   1.634   1.523  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.267   2.206   1.749  1.00  0.00           O  
HETATM   18  O6  UNL     1      -0.040   2.117   2.107  1.00  0.00           O  
HETATM   19  C11 UNL     1      -0.248   0.685  -0.586  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.041  -1.022   1.469  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.817   0.400   1.063  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.697   1.558   0.005  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.982  -1.825  -1.814  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.761  -2.234  -2.026  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.394  -1.852  -2.478  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.327   0.027  -0.894  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.337   0.467   0.525  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.750  -0.454   1.146  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.210   2.009   3.084  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.523   1.395  -0.488  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.005   1.292  -1.277  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6    6
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   19
CONECT    9   10   10   25
CONECT   10   11   14
CONECT   11   12   12   13
CONECT   13   26
CONECT   14   15   27
CONECT   15   16   19   28
CONECT   16   17   17   18
CONECT   18   29
CONECT   19   30   31
END

HMDB0304685
     RDKit          3D
Glycine-betaxanthin
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6459    1.4424    2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729    0.6813    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296   -0.0198    1.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436    0.5601    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0425   -0.4275   -0.4623 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330   -1.0953   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927   -1.2330   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -0.6217   -1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169   -1.1811   -1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892   -0.7686   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7851   -1.3079   -1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305   -2.0942   -2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -0.9215   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.1105    0.1210 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468    0.4744    0.6453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1725    1.6344    1.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668    2.2059    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398    2.1169    2.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.6851   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -1.0221    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170    0.3999    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.5583    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815   -1.8250   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614   -2.2344   -2.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940   -1.8519   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272    0.0271   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.4670    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -0.4542    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.0087    3.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    1.3949   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048    1.2915   -1.2771 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  2  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
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  1
 18 29  1  0
 19 30  1  0
 19 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₁H₁₂N₂O₆

Average Molecular Weight

268.225

Monoisotopic Molecular Weight

268.069536114

IUPAC Name

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

Traditional Name

portulacaxanthin III

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H12N2O6/c14-9(15)5-12-2-1-6-3-7(10(16)17)13-8(4-6)11(18)19/h1-3,8,13H,4-5H2,(H,14,15)(H,16,17)(H,18,19)/b6-1-,12-2-/t8-/m0/s1

InChI Key

ZZZQMKRQWYRKFG-HVXFQPPXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-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

L-alpha-amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:8342 )
Betaxanthins (C08566 )

Ontology

Not Available

Swiss chard (FooDB: FOOD00237)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

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	0.44	ALOGPS
logP	-4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.56	ChemAxon
pKa (Strongest Basic)	9.04	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	5	ChemAxon
Refractivity	63.82 m³·mol⁻¹	ChemAxon
Polarizability	25.38 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]+	158.389	32859911
AllCCS	[M+H-H2O]+	154.944	32859911
AllCCS	[M+Na]+	162.504	32859911
AllCCS	[M+NH4]+	161.585	32859911
AllCCS	[M-H]-	157.228	32859911
AllCCS	[M+Na-2H]-	157.236	32859911
AllCCS	[M+HCOO]-	157.355	32859911
DeepCCS	[M+H]+	158.165	30932474
DeepCCS	[M-H]-	155.807	30932474
DeepCCS	[M-2H]-	188.693	30932474
DeepCCS	[M+Na]+	164.258	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycine-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)C/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	2503.8	Semi standard non polar	33892256
Glycine-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)C/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	2354.8	Standard non polar	33892256
Glycine-betaxanthin,4TMS,isomer #1	C[Si](C)(C)OC(=O)C/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	3102.7	Standard polar	33892256
Glycine-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C/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	3367.0	Semi standard non polar	33892256
Glycine-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C/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	2944.2	Standard non polar	33892256
Glycine-betaxanthin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C/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	3297.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glycine-betaxanthin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufu-2960000000-dcf2c9145057735fce2c	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 - Glycine-betaxanthin 10V, Positive-QTOF	splash10-01b9-1190000000-388129d54e11deda123f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 20V, Positive-QTOF	splash10-0fkc-2940000000-48d5a285b04031c5993e	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 40V, Positive-QTOF	splash10-00b9-6900000000-3863e1d51beb735c816b	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 10V, Negative-QTOF	splash10-014i-1090000000-2a02dbc22bc10d7a1c71	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 20V, Negative-QTOF	splash10-00xr-3390000000-0b268abf0329793d2c7f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 40V, Negative-QTOF	splash10-00di-9200000000-e61d149d181999d29040	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 10V, Positive-QTOF	splash10-014i-0090000000-730ffcfabc53af7dd4a7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 20V, Positive-QTOF	splash10-0fmi-0960000000-55431f0661eb84485a60	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 40V, Positive-QTOF	splash10-0fba-0900000000-8e981ba87311638a7059	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 10V, Negative-QTOF	splash10-01b9-0090000000-7177e7f9a9473007376b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 20V, Negative-QTOF	splash10-01ri-0930000000-d4f2002a7e26ffb58f5f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycine-betaxanthin 40V, Negative-QTOF	splash10-004i-0910000000-4bdff57abb526dcb8575	2021-10-21	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

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

8342

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 Glycine-betaxanthin (HMDB0304685)

MOL for HMDB0304685 (Glycine-betaxanthin)

3D MOL for HMDB0304685 (Glycine-betaxanthin)

3D SDF for HMDB0304685 (Glycine-betaxanthin)

3D-SDF for HMDB0304685 (Glycine-betaxanthin)

PDB for HMDB0304685 (Glycine-betaxanthin)

3D PDB for HMDB0304685 (Glycine-betaxanthin)

SMILES for HMDB0304685 (Glycine-betaxanthin)

INCHI for HMDB0304685 (Glycine-betaxanthin)

Structure for HMDB0304685 (Glycine-betaxanthin)

3D Structure for HMDB0304685 (Glycine-betaxanthin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra