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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:07 UTC

Update Date

2022-03-07 02:53:22 UTC

HMDB ID

HMDB0032496

Secondary Accession Numbers

HMDB32496

Metabolite Identification

Common Name

Propyl propane thiosulfonate

Description

Propyl propane thiosulfonate belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Propyl propane thiosulfonate is an alliaceous and roasted tasting compound. Propyl propane thiosulfonate has been detected, but not quantified in, garden onions (Allium cepa). This could make propyl propane thiosulfonate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Propyl propane thiosulfonate.

Structure

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

HMDB0032496
     RDKit          3D
Propyl propane thiosulfonate
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.5068   -2.7831   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7699   -1.7263    0.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -1.4116   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895   -2.0871   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880   -0.2808    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679    0.9543    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0050   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    2.0995    0.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    3.3266    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6062   -0.1533   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    0.9907    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    1.1441    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -0.0989   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -1.2250   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -1.9019   -1.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -1.4058    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382   -3.4660    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3699   -0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938   -3.4096   -0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619   -0.4883    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    3.2964    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    4.0868    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    3.6862    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868   -0.0371   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209    1.9289    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    0.9054    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.6933    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209    1.7972   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4494    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3267    0.0907   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.3324   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6906   -1.3788    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
 16 32  1  0
M  END

  Mrv0541 05061306322D          

 16 16  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 15  1  1  0  0  0  0
 15 10  1  0  0  0  0
 16  2  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032496

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(C1CCCC(=O)C1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O5/c1-15-10(13)9(11(14)16-2)7-4-3-5-8(12)6-7/h7,9H,3-6H2,1-2H3

> <INCHI_KEY>
XRRVFMYYAGGSJO-UHFFFAOYSA-N

> <FORMULA>
C11H16O5

> <MOLECULAR_WEIGHT>
228.2417

> <EXACT_MASS>
228.099773622

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.930069858976047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dimethyl 2-(3-oxocyclohexyl)propanedioate

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
0.9260072503333338

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.039453687846915

> <JCHEM_PKA_STRONGEST_BASIC>
-6.7543983386085005

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
54.89230000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dimethyl 2-(3-oxocyclohexyl)propanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032496
     RDKit          3D
Propyl propane thiosulfonate
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.5068   -2.7831   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7699   -1.7263    0.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -1.4116   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895   -2.0871   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880   -0.2808    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679    0.9543    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0050   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    2.0995    0.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    3.3266    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6062   -0.1533   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    0.9907    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    1.1441    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -0.0989   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -1.2250   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -1.9019   -1.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -1.4058    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382   -3.4660    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3699   -0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938   -3.4096   -0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619   -0.4883    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    3.2964    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    4.0868    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    3.6862    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868   -0.0371   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209    1.9289    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    0.9054    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.6933    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209    1.7972   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4494    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3267    0.0907   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.3324   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6906   -1.3788    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3    8                                                       
CONECT    6    7    8                                                       
CONECT    7    4    6    9                                                  
CONECT    8    5    6   12                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9   13   15                                                  
CONECT   11    9   14   16                                                  
CONECT   12    8                                                            
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15    1   10                                                       
CONECT   16    2   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0032496
HETATM    1  C1  UNL     1       3.507  -2.783  -0.257  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.770  -1.726   0.304  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.524  -1.412  -0.198  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.090  -2.087  -1.147  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.788  -0.281   0.436  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.568   0.954   0.228  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.540   1.005  -0.588  1.00  0.00           O  
HETATM    8  O4  UNL     1       1.280   2.100   0.903  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.949   3.327   0.787  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.606  -0.153  -0.106  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.336   0.991   0.529  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.769   1.144   0.157  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.556  -0.099  -0.042  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.707  -1.225  -0.575  1.00  0.00           C  
HETATM   15  O5  UNL     1      -3.045  -1.902  -1.505  1.00  0.00           O  
HETATM   16  C11 UNL     1      -1.426  -1.406   0.161  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.938  -3.466   0.501  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.344  -2.370  -0.852  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.894  -3.410  -0.948  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.762  -0.488   1.525  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.806   3.296   0.087  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.211   4.087   0.427  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.273   3.686   1.792  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.587  -0.037  -1.207  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.821   1.929   0.212  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.242   0.905   1.643  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.259   1.693   1.019  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.821   1.797  -0.765  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.084  -0.449   0.877  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.327   0.091  -0.818  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.968  -2.332  -0.151  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.691  -1.379   1.252  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   10   20
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   21   22   23
CONECT   10   11   16   24
CONECT   11   12   25   26
CONECT   12   13   27   28
CONECT   13   14   29   30
CONECT   14   15   15   16
CONECT   16   31   32
END

HMDB0032496
     RDKit          3D
Propyl propane thiosulfonate
 32 32  0  0  0  0  0  0  0  0999 V2000
    3.5068   -2.7831   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7699   -1.7263    0.3043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236   -1.4116   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895   -2.0871   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880   -0.2808    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679    0.9543    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0050   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    2.0995    0.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    3.3266    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6062   -0.1533   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    0.9907    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    1.1441    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -0.0989   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -1.2250   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -1.9019   -1.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -1.4058    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382   -3.4660    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3699   -0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938   -3.4096   -0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619   -0.4883    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    3.2964    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    4.0868    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    3.6862    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868   -0.0371   -1.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209    1.9289    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    0.9054    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.6933    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8209    1.7972   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4494    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3267    0.0907   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.3324   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6906   -1.3788    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 16 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Propyl propane thiosulfonic acid	Generator
Propyl propane thiosulphonate	Generator
Propyl propane thiosulphonic acid	Generator
Dipropyl thiosulfonate	HMDB
Propyl propanethiosulfonate	HMDB
1,3-Dimethyl 2-(3-oxocyclohexyl)propanedioic acid	Generator

Chemical Formula

C₁₁H₁₆O₅

Average Molecular Weight

228.2417

Monoisotopic Molecular Weight

228.099773622

IUPAC Name

1,3-dimethyl 2-(3-oxocyclohexyl)propanedioate

Traditional Name

1,3-dimethyl 2-(3-oxocyclohexyl)propanedioate

CAS Registry Number

1113-13-9

SMILES

COC(=O)C(C1CCCC(=O)C1)C(=O)OC

InChI Identifier

InChI=1S/C11H16O5/c1-15-10(13)9(11(14)16-2)7-4-3-5-8(12)6-7/h7,9H,3-6H2,1-2H3

InChI Key

XRRVFMYYAGGSJO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

1,3-dicarbonyl compound
Dicarboxylic acid or derivatives
Methyl ester
Cyclic ketone
Ketone
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032496)
Cytoplasm (HMDB: HMDB0032496)

Source

Endogenous

Endogenous (HMDB: HMDB0032496)

Exogenous

Food

Food (HMDB: HMDB0032496)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Exogenous (HMDB: HMDB0032496)

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	113.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	2.285 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.77 g/L	ALOGPS
logP	0.53	ALOGPS
logP	0.93	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	16.04	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	54.89 m³·mol⁻¹	ChemAxon
Polarizability	22.93 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
DarkChem	[M+H]+	155.282	31661259
DarkChem	[M-H]-	150.089	31661259
DeepCCS	[M+H]+	145.266	30932474
DeepCCS	[M-H]-	142.908	30932474
DeepCCS	[M-2H]-	177.825	30932474
DeepCCS	[M+Na]+	152.426	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	147.3	32859911
AllCCS	[M+NH4]+	154.5	32859911
AllCCS	[M+Na]+	155.5	32859911
AllCCS	[M-H]-	151.9	32859911
AllCCS	[M+Na-2H]-	152.5	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propyl propane thiosulfonate	COC(=O)C(C1CCCC(=O)C1)C(=O)OC	2401.2	Standard polar	33892256
Propyl propane thiosulfonate	COC(=O)C(C1CCCC(=O)C1)C(=O)OC	1627.1	Standard non polar	33892256
Propyl propane thiosulfonate	COC(=O)C(C1CCCC(=O)C1)C(=O)OC	1636.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propyl propane thiosulfonate,1TMS,isomer #1	COC(=O)C(C(=O)OC)C1C=C(O[Si](C)(C)C)CCC1	1729.6	Semi standard non polar	33892256
Propyl propane thiosulfonate,1TMS,isomer #1	COC(=O)C(C(=O)OC)C1C=C(O[Si](C)(C)C)CCC1	1675.4	Standard non polar	33892256
Propyl propane thiosulfonate,1TMS,isomer #2	COC(=O)C(C(=O)OC)C1CCC=C(O[Si](C)(C)C)C1	1729.9	Semi standard non polar	33892256
Propyl propane thiosulfonate,1TMS,isomer #2	COC(=O)C(C(=O)OC)C1CCC=C(O[Si](C)(C)C)C1	1692.3	Standard non polar	33892256
Propyl propane thiosulfonate,1TBDMS,isomer #1	COC(=O)C(C(=O)OC)C1C=C(O[Si](C)(C)C(C)(C)C)CCC1	1947.7	Semi standard non polar	33892256
Propyl propane thiosulfonate,1TBDMS,isomer #1	COC(=O)C(C(=O)OC)C1C=C(O[Si](C)(C)C(C)(C)C)CCC1	1885.1	Standard non polar	33892256
Propyl propane thiosulfonate,1TBDMS,isomer #2	COC(=O)C(C(=O)OC)C1CCC=C(O[Si](C)(C)C(C)(C)C)C1	1949.9	Semi standard non polar	33892256
Propyl propane thiosulfonate,1TBDMS,isomer #2	COC(=O)C(C(=O)OC)C1CCC=C(O[Si](C)(C)C(C)(C)C)C1	1874.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl propane thiosulfonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9710000000-b851f54033bb9f192ca6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl propane thiosulfonate 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 - Propyl propane thiosulfonate 10V, Positive-QTOF	splash10-004i-0490000000-f302dbe0149cd115f3d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 20V, Positive-QTOF	splash10-0002-9650000000-9efa91298ca958e882cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 40V, Positive-QTOF	splash10-0a4i-3900000000-f1abef33ee3301958b8a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 10V, Negative-QTOF	splash10-004i-0390000000-571c5d75bccb19aa7531	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 20V, Negative-QTOF	splash10-00p0-0950000000-3e49ffbffe05d4e560b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 40V, Negative-QTOF	splash10-0a4r-3900000000-97aee02cdbb6e9c60de2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 10V, Positive-QTOF	splash10-01t9-0490000000-6d8c83e120f55359afc5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 20V, Positive-QTOF	splash10-002b-9630000000-9a71de85a2b3273ec5c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 40V, Positive-QTOF	splash10-004i-9000000000-566668aea8ffd8d67ff9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 10V, Negative-QTOF	splash10-004i-0950000000-d08b630aa868e9ab60de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 20V, Negative-QTOF	splash10-0a6r-1920000000-09b0b1ba1cc8f67db0c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl propane thiosulfonate 40V, Negative-QTOF	splash10-0551-7930000000-7b0aff85643ba9f997e9	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB010144

KNApSAcK ID

Not Available

Chemspider ID

318098

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

358296

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1593711

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Propyl propane thiosulfonate (HMDB0032496)

MOL for HMDB0032496 (Propyl propane thiosulfonate)

3D MOL for HMDB0032496 (Propyl propane thiosulfonate)

3D SDF for HMDB0032496 (Propyl propane thiosulfonate)

3D-SDF for HMDB0032496 (Propyl propane thiosulfonate)

PDB for HMDB0032496 (Propyl propane thiosulfonate)

3D PDB for HMDB0032496 (Propyl propane thiosulfonate)

SMILES for HMDB0032496 (Propyl propane thiosulfonate)

INCHI for HMDB0032496 (Propyl propane thiosulfonate)

Structure for HMDB0032496 (Propyl propane thiosulfonate)

3D Structure for HMDB0032496 (Propyl propane thiosulfonate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra