Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:16:44 UTC

Update Date

2021-09-26 22:58:13 UTC

HMDB ID

HMDB0248110

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Alaproclate

Description

Alaproclate, also known as alaproclic acid, belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on Alaproclate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Alaproclate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Alaproclate 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

HMDB0248110
     RDKit          3D
Alaproclate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0570   -0.7513   -1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8784    0.3365   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    0.3850    0.7263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    0.2680    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690    0.2615    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3633    0.2131   -0.1544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020    0.1496    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -1.0780    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.4129    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081    0.0417   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -0.0396   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392    1.0998   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597    1.0789    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.1357    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332   -0.1141    1.1364 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2494   -1.2957    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -1.2437    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.9713   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -0.4086   -1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -1.6425   -0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.3188   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005   -0.5443    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613    0.9407    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5988   -0.8715    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.2871    1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -1.9657    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    1.2665    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    2.2772    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890    1.7443    1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -0.9284   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    0.8347   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923    2.0556   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169    2.0085    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7449   -2.2226    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -2.1936   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
M  END


  Mrv1572004221604382D          

 17 17  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 O   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
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248110

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18ClNO2/c1-9(15)12(16)17-13(2,3)8-10-4-6-11(14)7-5-10/h4-7,9H,8,15H2,1-3H3

> <INCHI_KEY>
FZSPJBYOKQPKCD-UHFFFAOYSA-N

> <FORMULA>
C13H18ClNO2

> <MOLECULAR_WEIGHT>
255.74

> <EXACT_MASS>
255.1026065

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.988806307759866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-chlorophenyl)-2-methylpropan-2-yl 2-aminopropanoate

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.8815134330000003

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.3387504704717115

> <JCHEM_POLAR_SURFACE_AREA>
52.32000000000001

> <JCHEM_REFRACTIVITY>
68.4958

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
alaproclate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248110
     RDKit          3D
Alaproclate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0570   -0.7513   -1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8784    0.3365   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    0.3850    0.7263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    0.2680    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690    0.2615    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3633    0.2131   -0.1544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020    0.1496    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -1.0780    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.4129    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081    0.0417   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -0.0396   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392    1.0998   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597    1.0789    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.1357    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332   -0.1141    1.1364 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2494   -1.2957    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -1.2437    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.9713   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -0.4086   -1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -1.6425   -0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.3188   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005   -0.5443    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613    0.9407    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5988   -0.8715    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.2871    1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -1.9657    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    1.2665    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    2.2772    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890    1.7443    1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -0.9284   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    0.8347   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923    2.0556   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169    2.0085    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7449   -2.2226    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -2.1936   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770  -4.414   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -1.746   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   15  N   UNK     0      -4.001  -5.390   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    6   10                                                       
CONECT    5    7   10                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   10   13                                                       
CONECT    9    1   12   15                                                  
CONECT   10    4    5    8                                                  
CONECT   11    6    7   14                                                  
CONECT   12    9   16   17                                                  
CONECT   13    2    3    8   17                                             
CONECT   14   11                                                            
CONECT   15    9                                                            
CONECT   16   12                                                            
CONECT   17   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0248110
HETATM    1  C1  UNL     1      -4.057  -0.751  -1.194  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.878   0.336  -0.188  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.975   0.385   0.726  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.560   0.268   0.512  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.569   0.262   1.749  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.363   0.213  -0.154  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.102   0.150   0.479  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.002  -1.078   1.355  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.111   1.413   1.284  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.908   0.042  -0.650  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.299  -0.040  -0.213  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.039   1.100  -0.048  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.360   1.079   0.363  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.961  -0.136   0.618  1.00  0.00           C  
HETATM   15 CL1  UNL     1       6.633  -0.114   1.136  1.00  0.00          CL  
HETATM   16  C12 UNL     1       4.249  -1.296   0.463  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.913  -1.244   0.045  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.164  -0.971  -1.786  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.839  -0.409  -1.931  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.497  -1.642  -0.705  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.871   1.319  -0.741  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.401  -0.544   0.931  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.761   0.941   1.572  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.599  -0.871   2.279  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.024  -1.287   1.672  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.388  -1.966   0.819  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.906   1.267   2.068  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.374   2.277   0.626  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.789   1.744   1.838  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.664  -0.928  -1.173  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.710   0.835  -1.398  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.592   2.056  -0.241  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.917   2.009   0.484  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.745  -2.223   0.669  1.00  0.00           H  
HETATM   35  H18 UNL     1       2.408  -2.194  -0.059  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    9   10
CONECT    8   24   25   26
CONECT    9   27   28   29
CONECT   10   11   30   31
CONECT   11   12   12   17
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   16   17   17   34
CONECT   17   35
END

HMDB0248110
     RDKit          3D
Alaproclate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0570   -0.7513   -1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8784    0.3365   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    0.3850    0.7263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    0.2680    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690    0.2615    1.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3633    0.2131   -0.1544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020    0.1496    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -1.0780    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107    1.4129    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081    0.0417   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -0.0396   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392    1.0998   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597    1.0789    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9606   -0.1357    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332   -0.1141    1.1364 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2494   -1.2957    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132   -1.2437    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.9713   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -0.4086   -1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -1.6425   -0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.3188   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005   -0.5443    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613    0.9407    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5988   -0.8715    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.2871    1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -1.9657    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    1.2665    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    2.2772    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890    1.7443    1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -0.9284   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095    0.8347   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923    2.0556   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169    2.0085    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7449   -2.2226    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -2.1936   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Alaproclic acid	Generator
GEA-654alaproclate	ChEMBL
GEA-654alaproclic acid	Generator
2-Aminopropionic acid-1-(4-chlorophenyl)-2-methyl-2-propyl ester.hcl	MeSH
Alaproclate hydrochloride	MeSH
Alaproclate hydrochloride, (D)-isomer	MeSH
Alaproclate hydrochloride, (L)-isomer	MeSH
D-Alanine, 2-(4-chlorophenyl)-1,1-dimethylethyl ester, hydrochloride	MeSH
L-Alanine, 2-(4-chlorophenyl)-1,1-dimethylethyl ester, hydrochloride	MeSH

Chemical Formula

C₁₃H₁₈ClNO₂

Average Molecular Weight

255.74

Monoisotopic Molecular Weight

255.1026065

IUPAC Name

1-(4-chlorophenyl)-2-methylpropan-2-yl 2-aminopropanoate

Traditional Name

alaproclate

CAS Registry Number

Not Available

SMILES

CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C13H18ClNO2/c1-9(15)12(16)17-13(2,3)8-10-4-6-11(14)7-5-10/h4-7,9H,8,15H2,1-3H3

InChI Key

FZSPJBYOKQPKCD-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Alanine or derivatives
Phenylpropane
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organochloride
Organohalogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
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)

Source

Exogenous

Exogenous (HMDB: HMDB0248110)

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	2.82	ALOGPS
logP	2.88	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.5 m³·mol⁻¹	ChemAxon
Polarizability	26.99 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]+	159.792	30932474
DeepCCS	[M-H]-	157.434	30932474
DeepCCS	[M-2H]-	190.32	30932474
DeepCCS	[M+Na]+	165.885	30932474
AllCCS	[M+H]+	157.7	32859911
AllCCS	[M+H-H2O]+	154.2	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.7479 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.31 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1530.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	318.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	152.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	485.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	443.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	221.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	967.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1010.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	322.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	311.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	203.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alaproclate	CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	2422.9	Standard polar	33892256
Alaproclate	CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	1795.4	Standard non polar	33892256
Alaproclate	CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	1739.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alaproclate,1TMS,isomer #1	CC(N[Si](C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	1881.5	Semi standard non polar	33892256
Alaproclate,1TMS,isomer #1	CC(N[Si](C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	1865.6	Standard non polar	33892256
Alaproclate,1TMS,isomer #1	CC(N[Si](C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	2252.2	Standard polar	33892256
Alaproclate,2TMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2075.2	Semi standard non polar	33892256
Alaproclate,2TMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2008.8	Standard non polar	33892256
Alaproclate,2TMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2222.6	Standard polar	33892256
Alaproclate,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	2100.6	Semi standard non polar	33892256
Alaproclate,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	2081.8	Standard non polar	33892256
Alaproclate,1TBDMS,isomer #1	CC(N[Si](C)(C)C(C)(C)C)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1	2374.1	Standard polar	33892256
Alaproclate,2TBDMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2524.9	Semi standard non polar	33892256
Alaproclate,2TBDMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2384.4	Standard non polar	33892256
Alaproclate,2TBDMS,isomer #1	CC(C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2410.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alaproclate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-6d1daa1ee033924f95b2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alaproclate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 10V, Positive-QTOF	splash10-0aor-5690000000-aaeb3fce57d0f2b029d9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 20V, Positive-QTOF	splash10-014l-6900000000-30571c80df9f0e961e8d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 40V, Positive-QTOF	splash10-0l06-9800000000-d31e4482ef68c8ebe1b1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 10V, Negative-QTOF	splash10-0ue9-3980000000-51bab7bfc5b6b59b82c4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 20V, Negative-QTOF	splash10-001r-6920000000-61cd801f6c0d912a7ba2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 40V, Negative-QTOF	splash10-014i-6900000000-cbb37b1c547a55b3e938	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 10V, Positive-QTOF	splash10-0006-9510000000-d59a1d238d9e74e25604	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 20V, Positive-QTOF	splash10-0006-9500000000-d602f49d599350c93b8a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 40V, Positive-QTOF	splash10-0006-9100000000-0ef55beb3c59184280b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 10V, Negative-QTOF	splash10-014i-1920000000-4abb9221709a6ec3291e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 20V, Negative-QTOF	splash10-01c9-9710000000-3be15050a129bbe575b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alaproclate 40V, Negative-QTOF	splash10-001i-9200000000-0103b6fb84f57bafebd1	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

DB13233

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Alaproclate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 Alaproclate (HMDB0248110)

MOL for HMDB0248110 (Alaproclate)

3D MOL for HMDB0248110 (Alaproclate)

3D SDF for HMDB0248110 (Alaproclate)

3D-SDF for HMDB0248110 (Alaproclate)

PDB for HMDB0248110 (Alaproclate)

3D PDB for HMDB0248110 (Alaproclate)

SMILES for HMDB0248110 (Alaproclate)

INCHI for HMDB0248110 (Alaproclate)

Structure for HMDB0248110 (Alaproclate)

3D Structure for HMDB0248110 (Alaproclate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra