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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 18:09:10 UTC

Update Date

2021-09-14 15:47:16 UTC

HMDB ID

HMDB0060627

Secondary Accession Numbers

HMDB60627

Metabolite Identification

Common Name

Malaoxon

Description

Malaoxon belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Malaoxon is an extremely weak basic (essentially neutral) compound (based on its pKa). Malaoxon is a potentially toxic compound.

Structure

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

HMDB0060627
     RDKit          3D
Malaoxon
 38 37  0  0  0  0  0  0  0  0999 V2000
    4.3581   -3.2907   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -2.9010   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110   -1.5571   -0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460   -0.9780   -0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471   -1.7255   -0.8750 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3806    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    1.0787   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.4785    0.8514 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.2392    0.1406 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2297   -1.3282   -1.3834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -2.6037    0.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914   -3.5865    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0433   -1.2241    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.7000   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590    2.5195    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3441    2.9538    1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    3.3333   -0.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038    4.6705    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    5.5589   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4593   -3.7126    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -2.4887   -0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -4.1210   -0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -3.5267    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244   -2.9795   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0409    1.0797   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952    0.4305    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    1.1748   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -3.2081    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -4.4540    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -3.8306    0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4605    0.0346   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0498   -0.1394   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463   -1.4762   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    5.0718   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    4.7979    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    5.1269    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4327    6.5065    0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    5.8743   -1.0324 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
M  END


  Mrv0541 06151311092D          

 19 18  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.9520    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    2.3645    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060627

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3

> <INCHI_KEY>
WSORODGWGUUOBO-UHFFFAOYSA-N

> <FORMULA>
C10H19O7PS

> <MOLECULAR_WEIGHT>
314.292

> <EXACT_MASS>
314.058910164

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.584306893079933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.9674136213333335

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.804404734138704

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000002

> <JCHEM_REFRACTIVITY>
70.19140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
malaoxon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060627
     RDKit          3D
Malaoxon
 38 37  0  0  0  0  0  0  0  0999 V2000
    4.3581   -3.2907   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -2.9010   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110   -1.5571   -0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460   -0.9780   -0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471   -1.7255   -0.8750 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3806    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    1.0787   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.4785    0.8514 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.2392    0.1406 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2297   -1.3282   -1.3834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -2.6037    0.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914   -3.5865    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0433   -1.2241    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.7000   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590    2.5195    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3441    2.9538    1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    3.3333   -0.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038    4.6705    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    5.5589   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4593   -3.7126    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -2.4887   -0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -4.1210   -0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -3.5267    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244   -2.9795   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0409    1.0797   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952    0.4305    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    1.1748   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -3.2081    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -4.4540    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -3.8306    0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4605    0.0346   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0498   -0.1394   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463   -1.4762   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    5.0718   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    4.7979    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    5.1269    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4327    6.5065    0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    5.8743   -1.0324 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.645  -0.206   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.978   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       6.311   3.644   0.000  0.00  0.00           S+0
HETATM   14  P   UNK     0       7.645   4.414   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0       8.978   5.184   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.415   3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.955   3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.875   5.747   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.645   7.081   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    7   14                                                       
CONECT   14   13   15   16   18                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0060627
HETATM    1  C1  UNL     1       4.358  -3.291  -0.039  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.969  -2.901  -0.410  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.711  -1.557  -0.030  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.446  -0.978  -0.305  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.647  -1.726  -0.875  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.267   0.381   0.111  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.024   1.079  -0.013  1.00  0.00           C  
HETATM    8  S1  UNL     1      -1.439   0.479   0.851  1.00  0.00           S  
HETATM    9  P1  UNL     1      -2.359  -1.239   0.141  1.00  0.00           P  
HETATM   10  O3  UNL     1      -2.230  -1.328  -1.383  1.00  0.00           O  
HETATM   11  O4  UNL     1      -1.652  -2.604   0.829  1.00  0.00           O  
HETATM   12  C6  UNL     1      -2.591  -3.586   1.146  1.00  0.00           C  
HETATM   13  O5  UNL     1      -4.043  -1.224   0.505  1.00  0.00           O  
HETATM   14  C7  UNL     1      -4.741  -0.700  -0.585  1.00  0.00           C  
HETATM   15  C8  UNL     1       0.259   2.520   0.369  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.344   2.954   1.362  1.00  0.00           O  
HETATM   17  O7  UNL     1       1.125   3.333  -0.317  1.00  0.00           O  
HETATM   18  C9  UNL     1       1.404   4.671   0.017  1.00  0.00           C  
HETATM   19  C10 UNL     1       0.181   5.559  -0.014  1.00  0.00           C  
HETATM   20  H1  UNL     1       4.459  -3.713   0.981  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.110  -2.489  -0.209  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.662  -4.121  -0.743  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.280  -3.527   0.202  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.824  -2.980  -1.484  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.041   1.080  -0.387  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.595   0.430   1.211  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.267   1.175  -1.140  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.339  -3.208   1.873  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.056  -4.454   1.552  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.127  -3.831   0.192  1.00  0.00           H  
HETATM   31  H12 UNL     1      -5.460   0.035  -0.194  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.050  -0.139  -1.273  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.246  -1.476  -1.189  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.101   5.072  -0.767  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.876   4.798   1.021  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.691   5.127   0.496  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.433   6.507   0.547  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.090   5.874  -1.032  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   25   26
CONECT    7    8   15   27
CONECT    8    9
CONECT    9   10   10   11   13
CONECT   11   12
CONECT   12   28   29   30
CONECT   13   14
CONECT   14   31   32   33
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   34   35
CONECT   19   36   37   38
END

HMDB0060627
     RDKit          3D
Malaoxon
 38 37  0  0  0  0  0  0  0  0999 V2000
    4.3581   -3.2907   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -2.9010   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110   -1.5571   -0.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4460   -0.9780   -0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471   -1.7255   -0.8750 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3806    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    1.0787   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.4785    0.8514 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587   -1.2392    0.1406 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2297   -1.3282   -1.3834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -2.6037    0.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914   -3.5865    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0433   -1.2241    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.7000   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590    2.5195    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3441    2.9538    1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251    3.3333   -0.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038    4.6705    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    5.5589   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4593   -3.7126    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099   -2.4887   -0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -4.1210   -0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -3.5267    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8244   -2.9795   -1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0409    1.0797   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5952    0.4305    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    1.1748   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -3.2081    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -4.4540    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -3.8306    0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4605    0.0346   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0498   -0.1394   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2463   -1.4762   -1.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    5.0718   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    4.7979    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    5.1269    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4327    6.5065    0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    5.8743   -1.0324 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₉O₇PS

Average Molecular Weight

314.292

Monoisotopic Molecular Weight

314.058910164

IUPAC Name

1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate

Traditional Name

malaoxon

CAS Registry Number

Not Available

SMILES

CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC

InChI Identifier

InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3

InChI Key

WSORODGWGUUOBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Dicarboxylic acid or derivatives
Carboxylic acid ester
Sulfenyl compound
Organothiophosphorus compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:6649 )

Ontology

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
Water Solubility	8.14 g/L	ALOGPS
logP	0.79	ALOGPS
logP	0.97	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	70.19 m³·mol⁻¹	ChemAxon
Polarizability	29.58 Å³	ChemAxon
Number of Rings	0	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]+	172.188	31661259
DarkChem	[M-H]-	167.562	31661259
DeepCCS	[M+H]+	165.358	30932474
DeepCCS	[M-H]-	163.0	30932474
DeepCCS	[M-2H]-	196.179	30932474
DeepCCS	[M+Na]+	171.451	30932474
AllCCS	[M+H]+	168.9	32859911
AllCCS	[M+H-H2O]+	166.1	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.1	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	167.0	32859911
AllCCS	[M+HCOO]-	168.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malaoxon	CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC	2693.0	Standard polar	33892256
Malaoxon	CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC	1888.3	Standard non polar	33892256
Malaoxon	CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC	1983.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Malaoxon GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4490000000-3be32b99d94a0568dba5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malaoxon 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-004i-1900000000-f245f9049a6ed189a87f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-002b-9800000000-bc654e513565551ef2f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-0002-9200000000-5f8da96f7a4bd6c28f2d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-0002-9100000000-92717e126efe9cd1dbe9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-0002-9100000000-3fa546574076e3dc68f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-006t-9100000000-bbf30244ec610d5312e7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-00dj-9000000000-4d8154797f79dfbdfd82	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-0fk9-9000000000-713f99c243580257491a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon LC-ESI-QFT , positive-QTOF	splash10-0udi-9000000000-407ae6fac33cef57b3ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 90V, Positive-QTOF	splash10-006t-9100000000-13433d2b98aac0799930	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 60V, Positive-QTOF	splash10-0002-9100000000-1571d4d0edb12dfcb446	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 75V, Positive-QTOF	splash10-0002-9100000000-01d68a9fcce063a364db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 15V, Positive-QTOF	splash10-004i-1900000000-e66047fab58bcb4d3f0b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 45V, Positive-QTOF	splash10-0002-9200000000-fd95bdd28ee3debbbd2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Malaoxon 30V, Positive-QTOF	splash10-002b-9800000000-0a3e8dfdfb86454ce2a8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 10V, Positive-QTOF	splash10-014i-0192000000-245618c3e5fc21daa081	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 20V, Positive-QTOF	splash10-0002-9580000000-728ce87c907b04b594b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 40V, Positive-QTOF	splash10-001i-1930000000-eb1eb9fd2804f9750fe4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 10V, Negative-QTOF	splash10-02t9-1192000000-34cd3addfa580ad01b8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 20V, Negative-QTOF	splash10-07p4-0190000000-f405e4606435882da7cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 40V, Negative-QTOF	splash10-114j-1290000000-bb2beb159ce8bc944699	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 10V, Positive-QTOF	splash10-00b9-0901000000-6c82ff5aadf81a58e0d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 20V, Positive-QTOF	splash10-016r-0920000000-88556df83a495bae7d7f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 40V, Positive-QTOF	splash10-08ml-4900000000-d4c35b02d04ed8fc2af2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malaoxon 10V, Negative-QTOF	splash10-0006-0900000000-870ef291d60f89042637	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

C07498

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Malaoxon

METLIN ID

Not Available

PubChem Compound

15415

PDB ID

Not Available

ChEBI ID

141477

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Malaoxon (HMDB0060627)

MOL for HMDB0060627 (Malaoxon)

3D MOL for HMDB0060627 (Malaoxon)

3D SDF for HMDB0060627 (Malaoxon)

3D-SDF for HMDB0060627 (Malaoxon)

PDB for HMDB0060627 (Malaoxon)

3D PDB for HMDB0060627 (Malaoxon)

SMILES for HMDB0060627 (Malaoxon)

INCHI for HMDB0060627 (Malaoxon)

Structure for HMDB0060627 (Malaoxon)

3D Structure for HMDB0060627 (Malaoxon)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra