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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:36:32 UTC

Update Date

2022-11-23 22:13:43 UTC

HMDB ID

HMDB0253757

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Kainic Acid

Description

3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups. 3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Kainic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Kainic Acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253757
     RDKit          3D
kainic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.1815    0.5455   -1.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    0.0163   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    0.1567    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447   -0.6484   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -2.0606    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698   -2.3479    0.5538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -1.0923    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.9010   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -1.7735   -0.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853    0.2223    0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844   -0.0199    0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6620    1.2943    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.0597    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    1.5953    2.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    3.2733    0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047    1.0574   -2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    0.4821   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    1.0427    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049    0.2681    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -0.7278    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -0.6111   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738   -2.2322    0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9188   -2.7461   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -2.9786   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -1.1138    1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.6175   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    0.1041    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913    1.1383   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274    1.9064   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808    3.4731   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
M  END

  Mrv1533004171504262D          

 15 15  0  0  0  0            999 V2000
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -0.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    0.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253757

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CNC(C1CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
VLSMHEGGTFMBBZ-UHFFFAOYSA-N

> <FORMULA>
C10H15NO4

> <MOLECULAR_WEIGHT>
213.233

> <EXACT_MASS>
213.100107967

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.122709108241303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-2.362798383574018

> <ALOGPS_LOGS>
-0.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.482594161537072

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7361970566625553

> <JCHEM_PKA_STRONGEST_BASIC>
11.591239621490706

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
52.20100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kainic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253757
     RDKit          3D
kainic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.1815    0.5455   -1.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    0.0163   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    0.1567    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447   -0.6484   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -2.0606    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698   -2.3479    0.5538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -1.0923    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.9010   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -1.7735   -0.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853    0.2223    0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844   -0.0199    0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6620    1.2943    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.0597    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    1.5953    2.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    3.2733    0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047    1.0574   -2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    0.4821   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    1.0427    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049    0.2681    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -0.7278    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -0.6111   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738   -2.2322    0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9188   -2.7461   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -2.9786   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -1.1138    1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.6175   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    0.1041    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913    1.1383   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274    1.9064   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808    3.4731   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.795   0.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.475  -0.886   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.260   1.096   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.011  -2.943   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.147  -1.375   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0253757
HETATM    1  C1  UNL     1       2.181   0.546  -1.863  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.922   0.016  -0.673  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.994   0.157   0.353  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.645  -0.648  -0.449  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.722  -2.061   0.007  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.570  -2.348   0.554  1.00  0.00           N  
HETATM    7  C6  UNL     1      -1.248  -1.092   0.808  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.401  -0.901  -0.071  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.693  -1.773  -0.917  1.00  0.00           O  
HETATM   10  O2  UNL     1      -3.185   0.222   0.002  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.184  -0.020   0.662  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.662   1.294   0.188  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.470   2.060   1.137  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.678   1.595   2.288  1.00  0.00           O  
HETATM   15  O4  UNL     1      -1.988   3.273   0.755  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.105   1.057  -2.115  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.453   0.482  -2.653  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.624   1.043   0.147  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.605   0.268   1.371  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.667  -0.728   0.270  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.022  -0.611  -1.359  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.474  -2.232   0.808  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.919  -2.746  -0.868  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.145  -2.979  -0.047  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.528  -1.114   1.896  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.534   0.618  -0.864  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.397   0.104   1.591  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.191   1.138  -0.798  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.227   1.906  -0.072  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.481   3.473  -0.087  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    4
CONECT    3   18   19   20
CONECT    4    5   11   21
CONECT    5    6   22   23
CONECT    6    7   24
CONECT    7    8   11   25
CONECT    8    9    9   10
CONECT   10   26
CONECT   11   12   27
CONECT   12   13   28   29
CONECT   13   14   14   15
CONECT   15   30
END

HMDB0253757
     RDKit          3D
kainic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.1815    0.5455   -1.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    0.0163   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938    0.1567    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447   -0.6484   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -2.0606    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698   -2.3479    0.5538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -1.0923    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.9010   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -1.7735   -0.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853    0.2223    0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844   -0.0199    0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6620    1.2943    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    2.0597    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    1.5953    2.2879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    3.2733    0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047    1.0574   -2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    0.4821   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    1.0427    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049    0.2681    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674   -0.7278    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -0.6111   -1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738   -2.2322    0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9188   -2.7461   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -2.9786   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -1.1138    1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.6175   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    0.1041    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913    1.1383   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274    1.9064   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4808    3.4731   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(Carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylate	Generator
rac Kainate	Generator

Chemical Formula

C₁₀H₁₅NO₄

Average Molecular Weight

213.233

Monoisotopic Molecular Weight

213.100107967

IUPAC Name

3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid

Traditional Name

kainic acid

CAS Registry Number

Not Available

SMILES

CC(=C)C1CNC(C1CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)

InChI Key

VLSMHEGGTFMBBZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Kainoids

Alternative Parents

Substituents

Kainoid skeleton
Proline or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Pyrrolidine
Amino acid
Secondary amine
Azacycle
Secondary aliphatic amine
Carboxylic acid
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	-1.2	ALOGPS
logP	-2.4	ChemAxon
logS	-0.78	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	11.59	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.2 m³·mol⁻¹	ChemAxon
Polarizability	21.12 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]+	142.152	30932474
DeepCCS	[M-H]-	138.702	30932474
DeepCCS	[M-2H]-	175.906	30932474
DeepCCS	[M+Na]+	151.445	30932474
AllCCS	[M+H]+	147.3	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	150.9	32859911
AllCCS	[M+Na]+	151.9	32859911
AllCCS	[M-H]-	146.3	32859911
AllCCS	[M+Na-2H]-	147.0	32859911
AllCCS	[M+HCOO]-	147.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
kainic acid	CC(=C)C1CNC(C1CC(O)=O)C(O)=O	3150.0	Standard polar	33892256
kainic acid	CC(=C)C1CNC(C1CC(O)=O)C(O)=O	1674.3	Standard non polar	33892256
kainic acid	CC(=C)C1CNC(C1CC(O)=O)C(O)=O	1993.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
kainic acid,3TMS,isomer #1	C=C(C)C1CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C1CC(=O)O[Si](C)(C)C	1916.6	Semi standard non polar	33892256
kainic acid,3TMS,isomer #1	C=C(C)C1CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C1CC(=O)O[Si](C)(C)C	1955.2	Standard non polar	33892256
kainic acid,3TMS,isomer #1	C=C(C)C1CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C1CC(=O)O[Si](C)(C)C	2119.7	Standard polar	33892256
kainic acid,3TBDMS,isomer #1	C=C(C)C1CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C1CC(=O)O[Si](C)(C)C(C)(C)C	2577.1	Semi standard non polar	33892256
kainic acid,3TBDMS,isomer #1	C=C(C)C1CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C1CC(=O)O[Si](C)(C)C(C)(C)C	2571.9	Standard non polar	33892256
kainic acid,3TBDMS,isomer #1	C=C(C)C1CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C1CC(=O)O[Si](C)(C)C(C)(C)C	2515.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-7900000000-1cc7243bf4dae4f5509b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kainic Acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-00di-9000000000-089afcc6c4db21df7ad2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03di-1970000000-798dd09dcd504d473fea	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-000i-0900000000-fe2620aec8a8c2d1342b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03xr-0980000000-529fc08feb2100e4d99a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-001i-9100000000-2175b8bbb78d3df796a4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-02t9-0940000000-e1d366b81ff07ead5156	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03di-1970000000-44f61197d5c45323744a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Negative-QTOF	splash10-02t9-0950000000-c298d4da8a4938624e9f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-02t9-0950000000-1e2aa434b4766d88956d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-00di-9700000000-86d1b16f1972af510817	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03xr-1960000000-e83af7f92046e663ce6a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03xr-0970000000-94d7b89624d9105613b9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-03xr-0890000000-7f884cef24499523e7d5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Kainic Acid 6V, Positive-QTOF	splash10-05a9-9600000000-b34bb64a8dbd17402b62	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 10V, Positive-QTOF	splash10-03di-0960000000-13ac2d65fcf875fe6480	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 20V, Positive-QTOF	splash10-0i0r-5910000000-c5a116110f443a6d9f29	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 40V, Positive-QTOF	splash10-052b-9400000000-48aaaa37776bf61cb451	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 10V, Negative-QTOF	splash10-03di-0790000000-a5ae4791c957f9e9bad5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 20V, Negative-QTOF	splash10-0udi-1910000000-b2d9f876e265efa48299	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kainic Acid 40V, Negative-QTOF	splash10-0f6y-9500000000-6c933bdd9c3e675bb45c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

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

3816

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Kainic Acid (HMDB0253757)

MOL for HMDB0253757 (Kainic Acid)

3D MOL for HMDB0253757 (Kainic Acid)

3D SDF for HMDB0253757 (Kainic Acid)

3D-SDF for HMDB0253757 (Kainic Acid)

PDB for HMDB0253757 (Kainic Acid)

3D PDB for HMDB0253757 (Kainic Acid)

SMILES for HMDB0253757 (Kainic Acid)

INCHI for HMDB0253757 (Kainic Acid)

Structure for HMDB0253757 (Kainic Acid)

3D Structure for HMDB0253757 (Kainic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra