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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:36:46 UTC

Update Date

2021-09-26 23:10:53 UTC

HMDB ID

HMDB0255770

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid

Description

4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid, also known as pbab acid or 4-(2-{[4-(propan-2-yl)phenyl]formamido}ethoxy)benzoate, 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 small amount of articles have been published on 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-[2-(4-isopropylbenzamido)ethoxy]benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255770
     RDKit          3D
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0197    1.6060    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5928    1.8396   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977    3.2745   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4970    0.8900   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077    1.0101   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    0.1283   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3585   -0.8891   -1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.8311   -1.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489   -2.7315   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.7460   -0.8940 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -2.7169   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -2.4489   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.1353   -0.7033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7823   -0.6334   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962   -1.3699    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.8824    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816    0.3974    1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2676    0.9350    1.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291    2.1012    1.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9471    0.1637    2.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    1.1355    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.6448   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -1.0095   -1.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3635    0.5525    0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4668    1.5763   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149    3.3512   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    3.7652    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003    3.8707   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221    1.8056    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    0.2680    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -1.0112   -0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6371   -2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -3.7544   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.5334    0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.1959   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615   -2.3695    1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.4814    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380   -0.2959    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7343    2.1467    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.2550   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568   -1.8201   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5423   -0.2165   -2.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 24 45  1  0
M  END


  Mrv1652309112117372D          

 24 25  0  0  0  0            999 V2000
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 O   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  2  0  0  0  0
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  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
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 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255770

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC=C(C=C1)C(=O)NCCOC1=CC=C(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-13(2)14-3-5-15(6-4-14)18(21)20-11-12-24-17-9-7-16(8-10-17)19(22)23/h3-10,13H,11-12H2,1-2H3,(H,20,21)(H,22,23)

> <INCHI_KEY>
ODLDHXPJRGNTPC-UHFFFAOYSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.38

> <EXACT_MASS>
327.14705816

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.347789403722345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-{[4-(propan-2-yl)phenyl]formamido}ethoxy)benzoic acid

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.594203841666667

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.158289899100446

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.360685518737792

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8493983564345226

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
92.0323

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{2-[(4-isopropylphenyl)formamido]ethoxy}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255770
     RDKit          3D
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0197    1.6060    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5928    1.8396   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977    3.2745   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4970    0.8900   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077    1.0101   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    0.1283   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3585   -0.8891   -1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.8311   -1.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489   -2.7315   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.7460   -0.8940 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -2.7169   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -2.4489   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.1353   -0.7033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7823   -0.6334   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962   -1.3699    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.8824    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816    0.3974    1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2676    0.9350    1.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291    2.1012    1.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9471    0.1637    2.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    1.1355    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.6448   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -1.0095   -1.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -0.1287   -1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1548    1.7984    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3635    0.5525    0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8159    2.3227    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668    1.5763   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149    3.3512   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    3.7652    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003    3.8707   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221    1.8056    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    0.2680    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -1.0112   -0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6371   -2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -3.7544   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.5334    0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.1959   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615   -2.3695    1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.4814    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380   -0.2959    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7343    2.1467    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.2550   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568   -1.8201   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5423   -0.2165   -2.2777 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
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  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  2  0
  7 23  1  0
 23 24  2  0
 24  4  1  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
 10 34  1  0
 11 35  1  0
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 12 37  1  0
 12 38  1  0
 15 39  1  0
 16 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  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      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.670 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0255770
HETATM    1  C1  UNL     1      -6.020   1.606   0.913  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.593   1.840  -0.537  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.198   3.274  -0.667  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.497   0.890  -0.815  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.308   1.010  -0.128  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.257   0.128  -0.369  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.359  -0.889  -1.292  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.281  -1.831  -1.572  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.449  -2.732  -2.428  1.00  0.00           O  
HETATM   10  N1  UNL     1      -0.049  -1.746  -0.894  1.00  0.00           N  
HETATM   11  C9  UNL     1       0.988  -2.717  -1.219  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.241  -2.449  -0.373  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.652  -1.135  -0.703  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.782  -0.633  -0.070  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.496  -1.370   0.853  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.618  -0.882   1.487  1.00  0.00           C  
HETATM   17  C14 UNL     1       6.082   0.397   1.215  1.00  0.00           C  
HETATM   18  C15 UNL     1       7.268   0.935   1.874  1.00  0.00           C  
HETATM   19  O3  UNL     1       7.629   2.101   1.579  1.00  0.00           O  
HETATM   20  O4  UNL     1       7.947   0.164   2.787  1.00  0.00           O  
HETATM   21  C16 UNL     1       5.365   1.135   0.290  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.243   0.645  -0.344  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.567  -1.010  -1.989  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.595  -0.129  -1.737  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.155   1.798   1.581  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.364   0.552   0.988  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.816   2.323   1.196  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.467   1.576  -1.192  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.315   3.351  -1.359  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.967   3.765   0.298  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.000   3.871  -1.152  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.222   1.806   0.597  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.347   0.268   0.197  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.163  -1.011  -0.159  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.304  -2.637  -2.269  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.683  -3.754  -0.976  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.951  -2.533   0.696  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.005  -3.196  -0.665  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.161  -2.370   1.087  1.00  0.00           H  
HETATM   40  H16 UNL     1       6.173  -1.481   2.217  1.00  0.00           H  
HETATM   41  H17 UNL     1       8.838  -0.296   2.592  1.00  0.00           H  
HETATM   42  H18 UNL     1       5.734   2.147   0.077  1.00  0.00           H  
HETATM   43  H19 UNL     1       3.700   1.255  -1.070  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.657  -1.820  -2.729  1.00  0.00           H  
HETATM   45  H21 UNL     1      -5.542  -0.217  -2.278  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   28
CONECT    3   29   30   31
CONECT    4    5    5   24
CONECT    5    6   32
CONECT    6    7    7   33
CONECT    7    8   23
CONECT    8    9    9   10
CONECT   10   11   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14
CONECT   14   15   15   22
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   21
CONECT   18   19   19   20
CONECT   20   41
CONECT   21   22   22   42
CONECT   22   43
CONECT   23   24   24   44
CONECT   24   45
END

HMDB0255770
     RDKit          3D
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0197    1.6060    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5928    1.8396   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977    3.2745   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4970    0.8900   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3077    1.0101   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    0.1283   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3585   -0.8891   -1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -1.8311   -1.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489   -2.7315   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.7460   -0.8940 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880   -2.7169   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -2.4489   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.1353   -0.7033 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7823   -0.6334   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962   -1.3699    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.8824    1.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816    0.3974    1.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2676    0.9350    1.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291    2.1012    1.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9471    0.1637    2.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    1.1355    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.6448   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -1.0095   -1.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -0.1287   -1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1548    1.7984    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3635    0.5525    0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8159    2.3227    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668    1.5763   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149    3.3512   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    3.7652    0.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003    3.8707   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221    1.8056    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    0.2680    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -1.0112   -0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -2.6371   -2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833   -3.7544   -0.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.5334    0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.1959   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615   -2.3695    1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.4814    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380   -0.2959    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7343    2.1467    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.2550   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568   -1.8201   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5423   -0.2165   -2.2777 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  2  0
  7 23  1  0
 23 24  2  0
 24  4  1  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
 16 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[2-(4-Isopropylbenzamido)ethoxy]benzoate	Generator
4-(2-{[4-(propan-2-yl)phenyl]formamido}ethoxy)benzoate	HMDB
4-(2-(4-Isopropylbenzamido)ethoxy)benzoic acid	HMDB
PBAB acid	HMDB

Chemical Formula

C₁₉H₂₁NO₄

Average Molecular Weight

327.38

Monoisotopic Molecular Weight

327.14705816

IUPAC Name

4-(2-{[4-(propan-2-yl)phenyl]formamido}ethoxy)benzoic acid

Traditional Name

4-{2-[(4-isopropylphenyl)formamido]ethoxy}benzoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC=C(C=C1)C(=O)NCCOC1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C19H21NO4/c1-13(2)14-3-5-15(6-4-14)18(21)20-11-12-24-17-9-7-16(8-10-17)19(22)23/h3-10,13H,11-12H2,1-2H3,(H,20,21)(H,22,23)

InChI Key

ODLDHXPJRGNTPC-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
Benzamide
Phenylpropane
Benzoic acid or derivatives
Benzoic acid
Cumene
Phenoxy compound
Phenol ether
Benzoyl
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
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)

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	3.57	ALOGPS
logP	3.59	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-0.85	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	92.03 m³·mol⁻¹	ChemAxon
Polarizability	36.35 Å³	ChemAxon
Number of Rings	2	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]+	180.777	30932474
DeepCCS	[M-H]-	178.419	30932474
DeepCCS	[M-2H]-	211.535	30932474
DeepCCS	[M+Na]+	186.87	30932474
AllCCS	[M+H]+	179.3	32859911
AllCCS	[M+H-H2O]+	176.2	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	181.9	32859911
AllCCS	[M+Na-2H]-	182.0	32859911
AllCCS	[M+HCOO]-	182.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.769 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2285.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	307.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	184.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	140.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	560.2 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	587.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1154.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	543.5 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	1514.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	421.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	219.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.7 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid	CC(C)C1=CC=C(C=C1)C(=O)NCCOC1=CC=C(C=C1)C(O)=O	3957.9	Standard polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid	CC(C)C1=CC=C(C=C1)C(=O)NCCOC1=CC=C(C=C1)C(O)=O	2973.2	Standard non polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid	CC(C)C1=CC=C(C=C1)C(=O)NCCOC1=CC=C(C=C1)C(O)=O	3106.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C)C=C2)[Si](C)(C)C)C=C1	3058.6	Semi standard non polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C)C=C2)[Si](C)(C)C)C=C1	2904.5	Standard non polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C)C=C2)[Si](C)(C)C)C=C1	3360.7	Standard polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TBDMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=C1	3581.3	Semi standard non polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TBDMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=C1	3266.5	Standard non polar	33892256
4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid,2TBDMS,isomer #1	CC(C)C1=CC=C(C(=O)N(CCOC2=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=C1	3531.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r2-2902000000-bdc61c23cdd3ce97aa90	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

2338718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081027

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 4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid (HMDB0255770)

MOL for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

3D MOL for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

3D SDF for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

3D-SDF for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

PDB for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

3D PDB for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

SMILES for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

INCHI for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

Structure for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

3D Structure for HMDB0255770 (4-[2-(4-Isopropylbenzamido)ethoxy]benzoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra