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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:35:31 UTC

Update Date

2021-09-26 23:07:10 UTC

HMDB ID

HMDB0253742

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(4-Methylcyclohexyl)-4-oxobutanoic acid

Description

4-(4-Methylcyclohexyl)-4-oxobutanoic acid, also known as JTT 608, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Based on a literature review very few articles have been published on 4-(4-Methylcyclohexyl)-4-oxobutanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(4-methylcyclohexyl)-4-oxobutanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(4-Methylcyclohexyl)-4-oxobutanoic 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

HMDB0253742
     RDKit          3D
4-(4-Methylcyclohexyl)-4-oxobutanoic acid
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0462   -1.0583   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8408   -0.1845    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.7480    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.2896    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    0.6930    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    0.6526    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    0.3211    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325    1.0144   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805    0.9185   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -0.4453    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -1.3511    0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -0.6644    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.1927   -0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422    0.0870   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.6222   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160   -0.9886    0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -2.0906   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.7888    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.7193    0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -0.8659    2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.1528    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4232    1.1513    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    1.7179   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    0.4286   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    2.0876   -0.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.6635    0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1819   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9053   -1.4584    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -1.2624   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370    0.1417   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1066    1.1595   -1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.4922   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
M  END

  Mrv1652309112114352D          

 14 14  0  0  0  0            999 V2000
   -2.1434    1.2375    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
   -1.4289    2.4750    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    2.4750    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    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
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253742

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC(CC1)C(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O3/c1-8-2-4-9(5-3-8)10(12)6-7-11(13)14/h8-9H,2-7H2,1H3,(H,13,14)

> <INCHI_KEY>
JOWMTYWOBJALGB-UHFFFAOYSA-N

> <FORMULA>
C11H18O3

> <MOLECULAR_WEIGHT>
198.262

> <EXACT_MASS>
198.12559444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.082873387191718

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4-methylcyclohexyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.331663869333333

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.705689460367188

> <JCHEM_PKA_STRONGEST_BASIC>
-7.420726075501651

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
52.8389

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-methylcyclohexyl)-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253742
     RDKit          3D
4-(4-Methylcyclohexyl)-4-oxobutanoic acid
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0462   -1.0583   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8408   -0.1845    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.7480    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.2896    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    0.6930    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    0.6526    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    0.3211    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325    1.0144   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805    0.9185   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -0.4453    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -1.3511    0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -0.6644    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.1927   -0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422    0.0870   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.6222   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160   -0.9886    0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -2.0906   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.7888    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.7193    0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -0.8659    2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.1528    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4232    1.1513    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    1.7179   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    0.4286   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    2.0876   -0.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.6635    0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1819   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9053   -1.4584    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -1.2624   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370    0.1417   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1066    1.1595   -1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.4922   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  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      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0253742
HETATM    1  C1  UNL     1      -4.046  -1.058  -0.179  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.841  -0.185   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.958  -0.748   1.168  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.894   0.290   1.480  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.136   0.693   0.235  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.322   0.653   0.428  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.779   0.321   1.497  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.233   1.014  -0.678  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.680   0.919  -0.331  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.091  -0.445   0.071  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.231  -1.351   0.080  1.00  0.00           O  
HETATM   12  O3  UNL     1       5.402  -0.664   0.420  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.560  -0.193  -0.944  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.042   0.087  -1.159  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.585  -0.622  -1.045  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.716  -0.989   0.693  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.781  -2.091  -0.449  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.230   0.789   0.466  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.503  -1.719   0.898  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.556  -0.866   2.099  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.186  -0.153   2.227  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.423   1.151   1.943  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.504   1.718  -0.036  1.00  0.00           H  
HETATM   24  H10 UNL     1       2.034   0.429  -1.601  1.00  0.00           H  
HETATM   25  H11 UNL     1       2.025   2.088  -0.924  1.00  0.00           H  
HETATM   26  H12 UNL     1       3.934   1.663   0.473  1.00  0.00           H  
HETATM   27  H13 UNL     1       4.264   1.182  -1.232  1.00  0.00           H  
HETATM   28  H14 UNL     1       5.905  -1.458   0.040  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.364  -1.262  -0.734  1.00  0.00           H  
HETATM   30  H16 UNL     1      -0.037   0.142  -1.841  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.107   1.160  -1.475  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.430  -0.492  -2.036  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   14   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   13   23
CONECT    6    7    7    8
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   11   12
CONECT   12   28
CONECT   13   14   29   30
CONECT   14   31   32
END

HMDB0253742
     RDKit          3D
4-(4-Methylcyclohexyl)-4-oxobutanoic acid
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0462   -1.0583   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8408   -0.1845    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.7480    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.2896    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    0.6930    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    0.6526    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    0.3211    1.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325    1.0144   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805    0.9185   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -0.4453    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -1.3511    0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -0.6644    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.1927   -0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422    0.0870   -1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.6222   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160   -0.9886    0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -2.0906   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.7888    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.7193    0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -0.8659    2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.1528    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4232    1.1513    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    1.7179   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    0.4286   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    2.0876   -0.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    1.6635    0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1819   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9053   -1.4584    0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -1.2624   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0370    0.1417   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1066    1.1595   -1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.4922   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(4-Methylcyclohexyl)-4-oxobutanoate	Generator
4-(4-Methylcyclohexyl)-4-oxobutyric acid	HMDB
4-(trans-4-Methylcyclohexyl)-4-oxobutanoic acid	HMDB
JTT 608	HMDB
JTT-608	MeSH

Chemical Formula

C₁₁H₁₈O₃

Average Molecular Weight

198.262

Monoisotopic Molecular Weight

198.12559444

IUPAC Name

4-(4-methylcyclohexyl)-4-oxobutanoic acid

Traditional Name

4-(4-methylcyclohexyl)-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

CC1CCC(CC1)C(=O)CCC(O)=O

InChI Identifier

InChI=1S/C11H18O3/c1-8-2-4-9(5-3-8)10(12)6-7-11(13)14/h8-9H,2-7H2,1H3,(H,13,14)

InChI Key

JOWMTYWOBJALGB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Short-chain keto acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	2.13	ALOGPS
logP	2.33	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.84 m³·mol⁻¹	ChemAxon
Polarizability	22.08 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]+	145.193	30932474
DeepCCS	[M-H]-	141.365	30932474
DeepCCS	[M-2H]-	178.903	30932474
DeepCCS	[M+Na]+	154.465	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methylcyclohexyl)-4-oxobutanoic acid	CC1CCC(CC1)C(=O)CCC(O)=O	2902.7	Standard polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid	CC1CCC(CC1)C(=O)CCC(O)=O	1565.1	Standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid	CC1CCC(CC1)C(=O)CCC(O)=O	1655.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1848.8	Semi standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1876.3	Standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1987.6	Standard polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1819.5	Semi standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1730.1	Standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)CC1	1983.6	Standard polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2318.5	Semi standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2279.9	Standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #1	CC1CCC(=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2257.0	Standard polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2290.4	Semi standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2053.0	Standard non polar	33892256
4-(4-Methylcyclohexyl)-4-oxobutanoic acid,2TBDMS,isomer #2	CC1CCC(C(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1	2241.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zor-9500000000-b191063c083843675668	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic 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-(4-Methylcyclohexyl)-4-oxobutanoic 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-(4-Methylcyclohexyl)-4-oxobutanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic 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-(4-Methylcyclohexyl)-4-oxobutanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	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 - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 10V, Positive-QTOF	splash10-0002-9600000000-82193c040de6849c7aca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 20V, Positive-QTOF	splash10-0002-9100000000-db0e6a36999a6e0294bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-1dcf5c17d975fa0c3113	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 10V, Negative-QTOF	splash10-004i-0900000000-1a75476e983697469ed5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 20V, Negative-QTOF	splash10-0a4l-9300000000-9f44e858b71e3b354186	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylcyclohexyl)-4-oxobutanoic acid 40V, Negative-QTOF	splash10-0006-9300000000-4b5638dda514c9572553	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

5294250

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6919096

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-(4-Methylcyclohexyl)-4-oxobutanoic acid (HMDB0253742)

MOL for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

3D MOL for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

3D SDF for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

3D-SDF for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

PDB for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

3D PDB for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

SMILES for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

INCHI for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

Structure for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

3D Structure for HMDB0253742 (4-(4-Methylcyclohexyl)-4-oxobutanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra