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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:51:41 UTC

Update Date

2021-09-26 23:13:19 UTC

HMDB ID

HMDB0257152

Secondary Accession Numbers

None

Metabolite Identification

Common Name

reparixin

Description

reparixin belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on reparixin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Reparixin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically reparixin 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

HMDB0257152
     RDKit          3D
reparixin
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.4034    1.1792    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -0.2772    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -1.1186   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -0.7383    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.5667    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.5512   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3486   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543   -0.1909   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462    0.0432   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    1.3216   -2.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    0.2215   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6213    0.1597    0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1985    0.4599   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    0.6655    0.2712 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.6161   -0.7246    1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7888    0.8889   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828    1.8861    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    0.7951    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.6008    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2544    1.8129    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7131    1.4100   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4331    1.4237   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2839   -0.4142    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6274   -2.1978   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -1.0042   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2437   -0.8368   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3606   -1.8283    1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -0.2192    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.5002   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -2.1380   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140   -0.8340   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    2.2035   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346    1.3248   -3.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506    1.4996   -2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676    0.5066   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9601   -1.5195    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -1.0662    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.4454    2.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5397    1.7008    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547    1.4164    1.4540 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  8 18  1  0
 18 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
M  END

  Mrv1652309112119512D          

 19 19  0  0  0  0            999 V2000
    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
    0.7145    2.0625    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    0.8250    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
    0.7145   -0.4125    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
    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
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 S   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
    1.7309   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -2.1730    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257152

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO3S/c1-10(2)9-12-5-7-13(8-6-12)11(3)14(16)15-19(4,17)18/h5-8,10-11H,9H2,1-4H3,(H,15,16)

> <INCHI_KEY>
KQDRVXQXKZXMHP-UHFFFAOYSA-N

> <FORMULA>
C14H21NO3S

> <MOLECULAR_WEIGHT>
283.39

> <EXACT_MASS>
283.124214714

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.28117173291995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methanesulfonyl-2-[4-(2-methylpropyl)phenyl]propanamide

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
2.5202627033333336

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9961036492045476

> <JCHEM_POLAR_SURFACE_AREA>
63.24

> <JCHEM_REFRACTIVITY>
75.72099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methanesulfonyl-2-[4-(2-methylpropyl)phenyl]propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257152
     RDKit          3D
reparixin
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.4034    1.1792    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -0.2772    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -1.1186   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -0.7383    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.5667    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.5512   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3486   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543   -0.1909   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462    0.0432   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    1.3216   -2.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    0.2215   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6213    0.1597    0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1985    0.4599   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    0.6655    0.2712 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.6161   -0.7246    1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7888    0.8889   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828    1.8861    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    0.7951    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.6008    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2544    1.8129    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7131    1.4100   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4331    1.4237   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2839   -0.4142    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6274   -2.1978   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -1.0042   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2437   -0.8368   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3606   -1.8283    1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -0.2192    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.5002   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -2.1380   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140   -0.8340   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    2.2035   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346    1.3248   -3.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506    1.4996   -2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676    0.5066   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9601   -1.5195    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -1.0662    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.4454    2.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5397    1.7008    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547    1.4164    1.4540 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  8 18  1  0
 18 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   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      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   16  S   UNK     0       4.001  -5.390   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.231  -6.724   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.771  -4.056   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0257152
HETATM    1  C1  UNL     1      -4.403   1.179   0.338  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.422  -0.277   0.686  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.762  -1.119  -0.513  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.199  -0.738   1.408  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.948  -0.567   0.687  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.455  -1.551  -0.139  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.268  -1.349  -0.804  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.454  -0.191  -0.675  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.746   0.043  -1.390  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.620   1.322  -2.186  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.863   0.222  -0.436  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.621   0.160   0.793  1.00  0.00           O  
HETATM   13  N1  UNL     1       4.198   0.460  -0.848  1.00  0.00           N  
HETATM   14  S1  UNL     1       5.492   0.666   0.271  1.00  0.00           S  
HETATM   15  C12 UNL     1       5.616  -0.725   1.379  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.789   0.889  -0.418  1.00  0.00           O  
HETATM   17  O3  UNL     1       5.183   1.886   1.096  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.032   0.795   0.148  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.226   0.601   0.821  1.00  0.00           C  
HETATM   20  H1  UNL     1      -4.254   1.813   1.212  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.713   1.410  -0.511  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.433   1.424  -0.061  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.284  -0.414   1.406  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.627  -2.198  -0.232  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.856  -1.004  -0.706  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.244  -0.837  -1.429  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.361  -1.828   1.648  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.187  -0.219   2.407  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.995  -2.500  -0.279  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.086  -2.138  -1.439  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.014  -0.834  -2.025  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.923   2.203  -1.591  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.235   1.325  -3.103  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.551   1.500  -2.465  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.368   0.507  -1.883  1.00  0.00           H  
HETATM   36  H17 UNL     1       4.960  -1.520   0.955  1.00  0.00           H  
HETATM   37  H18 UNL     1       6.670  -1.066   1.407  1.00  0.00           H  
HETATM   38  H19 UNL     1       5.295  -0.445   2.400  1.00  0.00           H  
HETATM   39  H20 UNL     1       0.540   1.701   0.244  1.00  0.00           H  
HETATM   40  H21 UNL     1      -1.555   1.416   1.454  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6    6   19
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   18
CONECT    9   10   11   31
CONECT   10   32   33   34
CONECT   11   12   12   13
CONECT   13   14   35
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   36   37   38
CONECT   18   19   19   39
CONECT   19   40
END

HMDB0257152
     RDKit          3D
reparixin
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.4034    1.1792    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -0.2772    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -1.1186   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -0.7383    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.5667    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.5512   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3486   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543   -0.1909   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462    0.0432   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197    1.3216   -2.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    0.2215   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6213    0.1597    0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1985    0.4599   -0.8483 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    0.6655    0.2712 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.6161   -0.7246    1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7888    0.8889   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828    1.8861    1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    0.7951    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262    0.6008    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2544    1.8129    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7131    1.4100   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4331    1.4237   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2839   -0.4142    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6274   -2.1978   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -1.0042   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2437   -0.8368   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3606   -1.8283    1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -0.2192    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.5002   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -2.1380   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0140   -0.8340   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235    2.2035   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346    1.3248   -3.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506    1.4996   -2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676    0.5066   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9601   -1.5195    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6695   -1.0662    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -0.4454    2.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5397    1.7008    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547    1.4164    1.4540 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  8 18  1  0
 18 19  2  0
 19  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Methanesulfonyl-2-[4-(2-methylpropyl)phenyl]propanimidate	HMDB
N-Methanesulphonyl-2-[4-(2-methylpropyl)phenyl]propanimidate	HMDB
N-Methanesulphonyl-2-[4-(2-methylpropyl)phenyl]propanimidic acid	HMDB

Chemical Formula

C₁₄H₂₁NO₃S

Average Molecular Weight

283.39

Monoisotopic Molecular Weight

283.124214714

IUPAC Name

N-methanesulfonyl-2-[4-(2-methylpropyl)phenyl]propanamide

Traditional Name

N-methanesulfonyl-2-[4-(2-methylpropyl)phenyl]propanamide

CAS Registry Number

Not Available

SMILES

CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(C)(=O)=O

InChI Identifier

InChI=1S/C14H21NO3S/c1-10(2)9-12-5-7-13(8-6-12)11(3)14(16)15-19(4,17)18/h5-8,10-11H,9H2,1-4H3,(H,15,16)

InChI Key

KQDRVXQXKZXMHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Phenylacetamide
Phenylpropane
Monocyclic benzene moiety
Benzenoid
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen 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)

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	2.84	ALOGPS
logP	2.52	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.24 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.72 m³·mol⁻¹	ChemAxon
Polarizability	30.28 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]+	171.948	30932474
DeepCCS	[M-H]-	169.59	30932474
DeepCCS	[M-2H]-	202.476	30932474
DeepCCS	[M+Na]+	178.041	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	163.2	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.6	32859911
AllCCS	[M-H]-	168.4	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
reparixin	CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(C)(=O)=O	3496.9	Standard polar	33892256
reparixin	CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(C)(=O)=O	1992.5	Standard non polar	33892256
reparixin	CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(C)(=O)=O	2065.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
reparixin,1TMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C)S(C)(=O)=O)C=C1	2116.7	Semi standard non polar	33892256
reparixin,1TMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C)S(C)(=O)=O)C=C1	2298.6	Standard non polar	33892256
reparixin,1TMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C)S(C)(=O)=O)C=C1	2838.0	Standard polar	33892256
reparixin,1TBDMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C1	2377.5	Semi standard non polar	33892256
reparixin,1TBDMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C1	2558.4	Standard non polar	33892256
reparixin,1TBDMS,isomer #1	CC(C)CC1=CC=C(C(C)C(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C1	2875.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - reparixin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-4920000000-18c3c8c80cbca1d6f2ac	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - reparixin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

4938303

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6433115

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 reparixin (HMDB0257152)

MOL for HMDB0257152 (reparixin)

3D MOL for HMDB0257152 (reparixin)

3D SDF for HMDB0257152 (reparixin)

3D-SDF for HMDB0257152 (reparixin)

PDB for HMDB0257152 (reparixin)

3D PDB for HMDB0257152 (reparixin)

SMILES for HMDB0257152 (reparixin)

INCHI for HMDB0257152 (reparixin)

Structure for HMDB0257152 (reparixin)

3D Structure for HMDB0257152 (reparixin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra