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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:29:37 UTC

Update Date

2021-09-26 23:05:14 UTC

HMDB ID

HMDB0252569

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gabexate

Description

Gabexate, also known as gabexic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Gabexate is a very strong basic compound (based on its pKa). Gabexate is a serine protease inhibitor which is used therapeutically (as gabexate mesilate) in the treatment of pancreatitis, disseminated intravascular coagulation, and as a regional anticoagulant for haemodialysis. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gabexate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gabexate 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

HMDB0252569
     RDKit          3D
Gabexate
 46 46  0  0  0  0  0  0  0  0999 V2000
   -8.3149   -0.4928   -0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8701    0.2776    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4951    0.4841    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.4589    0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287   -1.6613    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.0469    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1256   -0.9882    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -0.6278    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4620    0.7025    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474    1.1147    0.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.0410   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    0.5840   -1.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    1.4758   -0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    0.5440    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417    1.0224    0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9538    1.0151   -1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.3004   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9700   -1.1698   -1.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568   -1.7502    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6625   -1.6332    1.1309 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.4611    0.5009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.6732    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744    1.3030    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4458   -0.7527   -1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0192    0.0922   -1.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7983   -1.4672   -0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893   -0.1903    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3478    1.2981    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -2.0344    0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -1.4104    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076    2.5195   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3681   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.4997    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5883    0.7129    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2923    2.1185    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9928    0.5722    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.4996   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    1.7270   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4829   -0.2011   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1238   -0.8526   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9263   -1.4343   -1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6026   -2.0227    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -2.3084    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -3.1256   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    2.7385    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    2.0062    0.4364 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
M  END


  Mrv1652310211602332D          

 23 23  0  0  0  0            999 V2000
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252569

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N3O4/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18/h7-10H,2-6,11H2,1H3,(H4,17,18,19)

> <INCHI_KEY>
YKGYIDJEEQRWQH-UHFFFAOYSA-N

> <FORMULA>
C16H23N3O4

> <MOLECULAR_WEIGHT>
321.377

> <EXACT_MASS>
321.168856233

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.47206761264875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
2.0977023869999996

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
12.130090980654158

> <JCHEM_POLAR_SURFACE_AREA>
114.49999999999999

> <JCHEM_REFRACTIVITY>
96.69500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252569
     RDKit          3D
Gabexate
 46 46  0  0  0  0  0  0  0  0999 V2000
   -8.3149   -0.4928   -0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8701    0.2776    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4951    0.4841    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.4589    0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287   -1.6613    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.0469    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1256   -0.9882    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -0.6278    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4620    0.7025    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474    1.1147    0.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.0410   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    0.5840   -1.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    1.4758   -0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    0.5440    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417    1.0224    0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9538    1.0151   -1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.3004   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9700   -1.1698   -1.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568   -1.7502    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6625   -1.6332    1.1309 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.4611    0.5009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.6732    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744    1.3030    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4458   -0.7527   -1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0192    0.0922   -1.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7983   -1.4672   -0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893   -0.1903    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3478    1.2981    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -2.0344    0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -1.4104    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076    2.5195   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3681   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.4997    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5883    0.7129    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2923    2.1185    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9928    0.5722    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.4996   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    1.7270   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4829   -0.2011   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1238   -0.8526   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9263   -1.4343   -1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6026   -2.0227    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -2.3084    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -3.1256   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    2.7385    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    2.0062    0.4364 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      10.669   4.620   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      13.337   4.620   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      12.003   2.310   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0252569
HETATM    1  C1  UNL     1      -8.315  -0.493  -0.867  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.870   0.278   0.346  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.495   0.484   0.403  1.00  0.00           O  
HETATM    4  C3  UNL     1      -5.507  -0.459   0.461  1.00  0.00           C  
HETATM    5  O2  UNL     1      -5.829  -1.661   0.467  1.00  0.00           O  
HETATM    6  C4  UNL     1      -4.115  -0.047   0.514  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.126  -0.988   0.582  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.793  -0.628   0.625  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.462   0.703   0.600  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.147   1.115   0.642  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.627   1.041  -0.495  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.082   0.584  -1.547  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.067   1.476  -0.519  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.922   0.544   0.324  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.342   1.022   0.255  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.954   1.015  -1.100  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.083  -0.300  -1.776  1.00  0.00           C  
HETATM   18  N1  UNL     1       5.970  -1.170  -1.041  1.00  0.00           N  
HETATM   19  C14 UNL     1       5.757  -1.750   0.223  1.00  0.00           C  
HETATM   20  N2  UNL     1       6.662  -1.633   1.131  1.00  0.00           N  
HETATM   21  N3  UNL     1       4.581  -2.461   0.501  1.00  0.00           N  
HETATM   22  C15 UNL     1      -2.445   1.673   0.531  1.00  0.00           C  
HETATM   23  C16 UNL     1      -3.774   1.303   0.488  1.00  0.00           C  
HETATM   24  H1  UNL     1      -7.446  -0.753  -1.515  1.00  0.00           H  
HETATM   25  H2  UNL     1      -9.019   0.092  -1.503  1.00  0.00           H  
HETATM   26  H3  UNL     1      -8.798  -1.467  -0.623  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.289  -0.190   1.262  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.348   1.298   0.280  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.390  -2.034   0.600  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.062  -1.410   0.679  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.108   2.520  -0.226  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.436   1.368  -1.576  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.750  -0.500   0.092  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.588   0.713   1.390  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.292   2.118   0.563  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.993   0.572   1.027  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.971   1.500  -0.983  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.418   1.727  -1.793  1.00  0.00           H  
HETATM   39  H16 UNL     1       5.483  -0.201  -2.814  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.124  -0.853  -1.866  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.926  -1.434  -1.478  1.00  0.00           H  
HETATM   42  H19 UNL     1       6.603  -2.023   2.091  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.101  -2.308   1.411  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.182  -3.126  -0.175  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.197   2.739   0.512  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.593   2.006   0.436  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   23
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   22
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   31   32
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   41
CONECT   19   20   20   21
CONECT   20   42
CONECT   21   43   44
CONECT   22   23   23   45
CONECT   23   46
END

HMDB0252569
     RDKit          3D
Gabexate
 46 46  0  0  0  0  0  0  0  0999 V2000
   -8.3149   -0.4928   -0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8701    0.2776    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4951    0.4841    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5066   -0.4589    0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287   -1.6613    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1151   -0.0469    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1256   -0.9882    0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -0.6278    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4620    0.7025    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474    1.1147    0.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    1.0410   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    0.5840   -1.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    1.4758   -0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    0.5440    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417    1.0224    0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9538    1.0151   -1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -0.3004   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9700   -1.1698   -1.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568   -1.7502    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6625   -1.6332    1.1309 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.4611    0.5009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.6732    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744    1.3030    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4458   -0.7527   -1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0192    0.0922   -1.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7983   -1.4672   -0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893   -0.1903    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3478    1.2981    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -2.0344    0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616   -1.4104    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076    2.5195   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3681   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.4997    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5883    0.7129    1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2923    2.1185    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9928    0.5722    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.4996   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    1.7270   -1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4829   -0.2011   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1238   -0.8526   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9263   -1.4343   -1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6026   -2.0227    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -2.3084    1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -3.1256   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    2.7385    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    2.0062    0.4364 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
  9 22  1  0
 22 23  2  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Gabexic acid	Generator
GABEXATE mesilATE	ChEMBL, MeSH
GABEXic acid mesilic acid	Generator
Foy	MeSH
Mesylate, gabexate	MeSH
Methanesulfonate, gabexate	MeSH
Gabexate mesylate	MeSH
Gabexate methanesulfonate	MeSH
Monomethanesulfonate, gabexate	MeSH
Gabexate monomethanesulfonate	MeSH
Mesilate, gabexate	MeSH
Gabexate monomethanesulfonate, 14C labeled CPD	MeSH
Gabexate monomethanesulfonate, 14C-labeled CPD	MeSH

Chemical Formula

C₁₆H₂₃N₃O₄

Average Molecular Weight

321.377

Monoisotopic Molecular Weight

321.168856233

IUPAC Name

ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate

Traditional Name

ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1

InChI Identifier

InChI=1S/C16H23N3O4/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18/h7-10H,2-6,11H2,1H3,(H4,17,18,19)

InChI Key

YKGYIDJEEQRWQH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Phenol ester
Phenoxy compound
Benzoyl
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Carboxylic acid ester
Guanidine
Carboxylic acid derivative
Carboximidamide
Organic nitrogen compound
Imine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.83	ALOGPS
logP	2.1	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	12.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	96.7 m³·mol⁻¹	ChemAxon
Polarizability	35.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	183.256	30932474
DeepCCS	[M-H]-	180.898	30932474
DeepCCS	[M-2H]-	213.785	30932474
DeepCCS	[M+Na]+	189.349	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	177.0	32859911
AllCCS	[M+Na]+	177.8	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	177.6	32859911
AllCCS	[M+HCOO]-	178.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gabexate	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1	4076.5	Standard polar	33892256
Gabexate	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1	2687.6	Standard non polar	33892256
Gabexate	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1	3008.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gabexate,1TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C)C=C1	3163.9	Semi standard non polar	33892256
Gabexate,1TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C)C=C1	2640.0	Standard non polar	33892256
Gabexate,1TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C)C=C1	4548.1	Standard polar	33892256
Gabexate,1TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C)C=C1	3026.7	Semi standard non polar	33892256
Gabexate,1TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C)C=C1	2670.3	Standard non polar	33892256
Gabexate,1TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C)C=C1	4638.8	Standard polar	33892256
Gabexate,1TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C)C=C1	2943.8	Semi standard non polar	33892256
Gabexate,1TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C)C=C1	2489.8	Standard non polar	33892256
Gabexate,1TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C)C=C1	4623.4	Standard polar	33892256
Gabexate,2TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C)[Si](C)(C)C)C=C1	3102.2	Semi standard non polar	33892256
Gabexate,2TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C)[Si](C)(C)C)C=C1	2746.5	Standard non polar	33892256
Gabexate,2TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C)[Si](C)(C)C)C=C1	4204.9	Standard polar	33892256
Gabexate,2TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N[Si](C)(C)C)C=C1	3036.4	Semi standard non polar	33892256
Gabexate,2TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N[Si](C)(C)C)C=C1	2387.2	Standard non polar	33892256
Gabexate,2TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N[Si](C)(C)C)C=C1	4289.0	Standard polar	33892256
Gabexate,2TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3196.6	Semi standard non polar	33892256
Gabexate,2TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2786.3	Standard non polar	33892256
Gabexate,2TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C1	4162.2	Standard polar	33892256
Gabexate,2TMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C)[Si](C)(C)C)C=C1	2951.3	Semi standard non polar	33892256
Gabexate,2TMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C)[Si](C)(C)C)C=C1	2379.7	Standard non polar	33892256
Gabexate,2TMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C)[Si](C)(C)C)C=C1	4438.3	Standard polar	33892256
Gabexate,3TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C)C=C1	3004.1	Semi standard non polar	33892256
Gabexate,3TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C)C=C1	2345.9	Standard non polar	33892256
Gabexate,3TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C)C=C1	3874.9	Standard polar	33892256
Gabexate,3TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	3069.1	Semi standard non polar	33892256
Gabexate,3TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	2870.0	Standard non polar	33892256
Gabexate,3TMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	3915.7	Standard polar	33892256
Gabexate,3TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3049.1	Semi standard non polar	33892256
Gabexate,3TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2412.8	Standard non polar	33892256
Gabexate,3TMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3883.3	Standard polar	33892256
Gabexate,4TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	3039.1	Semi standard non polar	33892256
Gabexate,4TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	2503.8	Standard non polar	33892256
Gabexate,4TMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1	3411.9	Standard polar	33892256
Gabexate,1TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C(C)(C)C)C=C1	3356.5	Semi standard non polar	33892256
Gabexate,1TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C(C)(C)C)C=C1	2823.7	Standard non polar	33892256
Gabexate,1TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N[Si](C)(C)C(C)(C)C)C=C1	4392.0	Standard polar	33892256
Gabexate,1TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C(C)(C)C)C=C1	3237.4	Semi standard non polar	33892256
Gabexate,1TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C(C)(C)C)C=C1	2835.3	Standard non polar	33892256
Gabexate,1TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N)[Si](C)(C)C(C)(C)C)C=C1	4602.4	Standard polar	33892256
Gabexate,1TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C(C)(C)C)C=C1	3219.0	Semi standard non polar	33892256
Gabexate,1TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C(C)(C)C)C=C1	2705.0	Standard non polar	33892256
Gabexate,1TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N[Si](C)(C)C(C)(C)C)C=C1	4571.8	Standard polar	33892256
Gabexate,2TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3538.5	Semi standard non polar	33892256
Gabexate,2TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3064.0	Standard non polar	33892256
Gabexate,2TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4148.5	Standard polar	33892256
Gabexate,2TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C1	3514.7	Semi standard non polar	33892256
Gabexate,2TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C1	2749.7	Standard non polar	33892256
Gabexate,2TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C1	4122.8	Standard polar	33892256
Gabexate,2TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3607.3	Semi standard non polar	33892256
Gabexate,2TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3092.5	Standard non polar	33892256
Gabexate,2TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4103.2	Standard polar	33892256
Gabexate,2TBDMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3401.4	Semi standard non polar	33892256
Gabexate,2TBDMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2707.5	Standard non polar	33892256
Gabexate,2TBDMS,isomer #4	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(N)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4442.1	Standard polar	33892256
Gabexate,3TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3636.8	Semi standard non polar	33892256
Gabexate,3TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2818.3	Standard non polar	33892256
Gabexate,3TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3895.6	Standard polar	33892256
Gabexate,3TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3710.0	Semi standard non polar	33892256
Gabexate,3TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3334.5	Standard non polar	33892256
Gabexate,3TBDMS,isomer #2	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3943.7	Standard polar	33892256
Gabexate,3TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3689.7	Semi standard non polar	33892256
Gabexate,3TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2907.4	Standard non polar	33892256
Gabexate,3TBDMS,isomer #3	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3874.2	Standard polar	33892256
Gabexate,4TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3906.3	Semi standard non polar	33892256
Gabexate,4TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3169.5	Standard non polar	33892256
Gabexate,4TBDMS,isomer #1	CCOC(=O)C1=CC=C(OC(=O)CCCCCN(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3613.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gabexate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fu-5930000000-6759ee618840a81938ef	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gabexate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gabexate , positive-QTOF	splash10-00di-0119000000-c1086ad8b4cff4d62118	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gabexate 35V, Positive-QTOF	splash10-00di-4719000000-cbbaa28b66bb7ce4d8e8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 10V, Positive-QTOF	splash10-00di-1945000000-308f533ab7a1a28b4b9e	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 20V, Positive-QTOF	splash10-02ft-3910000000-e3d6a07c841309d27c5e	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 40V, Positive-QTOF	splash10-03di-9400000000-9309fecb5a75eaa3adb5	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 10V, Negative-QTOF	splash10-0100-3595000000-48cf63060cd859a55ef9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 20V, Negative-QTOF	splash10-0ar0-7890000000-4179c675465a7221e085	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 40V, Negative-QTOF	splash10-052f-9400000000-8ce9bde829398bf77030	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 10V, Positive-QTOF	splash10-00di-0029000000-366378e4254451f2e6f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 20V, Positive-QTOF	splash10-08fv-9553000000-b291203997c60d2e51ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 40V, Positive-QTOF	splash10-00ke-9550000000-bb5fe843cedba336980e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 10V, Negative-QTOF	splash10-00di-1009000000-1c2adce03cf7c82b04a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 20V, Negative-QTOF	splash10-00pi-1691000000-f40aa2bdba5aa912cec1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gabexate 40V, Negative-QTOF	splash10-0006-9740000000-e3fda49114e2820a0da0	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

DB12831

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

Gabexate

METLIN ID

Not Available

PubChem Compound

3447

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 Gabexate (HMDB0252569)

MOL for HMDB0252569 (Gabexate)

3D MOL for HMDB0252569 (Gabexate)

3D SDF for HMDB0252569 (Gabexate)

3D-SDF for HMDB0252569 (Gabexate)

PDB for HMDB0252569 (Gabexate)

3D PDB for HMDB0252569 (Gabexate)

SMILES for HMDB0252569 (Gabexate)

INCHI for HMDB0252569 (Gabexate)

Structure for HMDB0252569 (Gabexate)

3D Structure for HMDB0252569 (Gabexate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra