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Showing metabocard for 5-(Methylthio)-2,3-dioxopentyl phosphate (HMDB0059620)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059620
Secondary Accession Numbers
  • HMDB0060266
  • HMDB0062750
  • HMDB59620
  • HMDB60266
  • HMDB62750
Metabolite Identification
Common Name5-(Methylthio)-2,3-dioxopentyl phosphate
Description5-(Methylthio)-2,3-dioxopentyl phosphate, also known as 1-phospho-2,3-diketo-5-S-methylthiopentane or 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P), belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. 5-(Methylthio)-2,3-dioxopentyl phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-(Methylthio)-2,3-dioxopentyl phosphate exists in all eukaryotes, ranging from yeast to humans. 5-(Methylthio)-2,3-dioxopentyl phosphate is a metabolite involved in the cysteine and methionine metabolism pathway. It is a substrate for both E1 enolase-phosphatase and methylthioribulose-1-phosphate dehydratase. Outside of the human body, 5-(methylthio)-2,3-dioxopentyl phosphate can be found in a number of food items such as lime, pineapple, spearmint, and yautia. This makes 5-(methylthio)-2,3-dioxopentyl phosphate a potential biomarker for the consumption of these food products.
Structure
Data?1592861475
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)


  Mrv1652305171807392D          

 14 13  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
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3D MOL for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

HMDB0059620
     RDKit          3D
5-(Methylthio)-2,3-dioxopentyl phosphate
 25 24  0  0  0  0  0  0  0  0999 V2000
    4.0903    0.1056    1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.7741    0.7615 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.2071   -0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6754   -0.8873   -1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2824   -0.7825   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387   -1.4865   -2.0567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -0.0118   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    0.6924    0.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -0.0342   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991    0.7585    1.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929    0.6865    1.2821 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.0312    0.4016    2.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -0.5697    0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5213    2.1290    0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788   -0.3658    2.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    1.1442    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.1691    1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.4503   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561    0.9158   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8019   -0.6199   -2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -1.9926   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2342    0.3312   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -1.0805    0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594   -0.2100   -0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367    2.1382   -0.1561 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  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  9 22  1  0
  9 23  1  0
 13 24  1  0
 14 25  1  0
M  END
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3D SDF for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)


  Mrv1652305171807392D          

 14 13  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059620

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(=O)C(=O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)

> <INCHI_KEY>
HKEAOVFNWRDVAJ-UHFFFAOYSA-N

> <FORMULA>
C6H11O6PS

> <MOLECULAR_WEIGHT>
242.187

> <EXACT_MASS>
242.001395286

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
21.009206917920018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[5-(methylsulfanyl)-2,3-dioxopentyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
0.5128286950000003

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.143880429984992

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1140333449772122

> <JCHEM_PKA_STRONGEST_BASIC>
-9.360354692322906

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
51.197100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-pdmsp

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

HMDB0059620
     RDKit          3D
5-(Methylthio)-2,3-dioxopentyl phosphate
 25 24  0  0  0  0  0  0  0  0999 V2000
    4.0903    0.1056    1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.7741    0.7615 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.2071   -0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6754   -0.8873   -1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2824   -0.7825   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387   -1.4865   -2.0567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -0.0118   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    0.6924    0.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -0.0342   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991    0.7585    1.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929    0.6865    1.2821 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.0312    0.4016    2.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855   -0.5697    0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5213    2.1290    0.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788   -0.3658    2.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    1.1442    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.1691    1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.4503   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561    0.9158   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8019   -0.6199   -2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -1.9926   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2342    0.3312   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -1.0805    0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594   -0.2100   -0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367    2.1382   -0.1561 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  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  9 22  1  0
  9 23  1  0
 13 24  1  0
 14 25  1  0
M  END
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PDB for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       4.620   2.667   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.622   2.667   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      13.956   3.437   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      15.289   4.207   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.726   2.104   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.186   4.771   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
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3D PDB for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

COMPND    HMDB0059620
HETATM    1  C1  UNL     1       4.090   0.106   1.686  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.806  -0.774   0.762  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.699  -0.207  -0.941  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.675  -0.887  -1.764  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.282  -0.782  -1.353  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.539  -1.487  -2.057  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.288  -0.012  -0.288  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.434   0.692   0.445  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.741  -0.034  -0.035  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.099   0.758   1.056  1.00  0.00           O  
HETATM   11  P1  UNL     1      -3.793   0.687   1.282  1.00  0.00           P  
HETATM   12  O4  UNL     1      -4.031   0.402   2.754  1.00  0.00           O  
HETATM   13  O5  UNL     1      -4.385  -0.570   0.363  1.00  0.00           O  
HETATM   14  O6  UNL     1      -4.521   2.129   0.827  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.279  -0.366   2.667  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.757   1.144   1.849  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.049   0.169   1.111  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.698  -0.450  -1.418  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.656   0.916  -1.009  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.802  -0.620  -2.838  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.924  -1.993  -1.725  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.234   0.331  -0.968  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.023  -1.081   0.207  1.00  0.00           H  
HETATM   24  H10 UNL     1      -4.859  -0.210  -0.455  1.00  0.00           H  
HETATM   25  H11 UNL     1      -4.637   2.138  -0.156  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6    6    7
CONECT    7    8    8    9
CONECT    9   10   22   23
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   24
CONECT   14   25
END
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SMILES for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

CSCCC(=O)C(=O)COP(O)(O)=O
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INCHI for HMDB0059620 (5-(Methylthio)-2,3-dioxopentyl phosphate)

InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Phospho-2,3-diketo-5-S-methylthiopentaneChEBI
2,3-Diketo-5-methylthio-1-phosphopentaneChEBI
2,3-Diketo-5-methylthiopentyl-1-phosphateChEBI
5-Methylthio-1-(phosphonooxy)pentane-2,3-dioneChEBI
5-(Methylsulfanyl)-2,3-dioxopentyl phosphateKegg
2,3-Diketo-5-methylthiopentyl-1-phosphoric acidGenerator
5-(Methylsulfanyl)-2,3-dioxopentyl phosphoric acidGenerator
5-(Methylsulphanyl)-2,3-dioxopentyl phosphateGenerator
5-(Methylsulphanyl)-2,3-dioxopentyl phosphoric acidGenerator
5-(Methylthio)-2,3-dioxopentyl phosphoric acidGenerator
1-PDMSPHMDB
5-(Methylthio)-1-(phosphonooxy)-2,3-pentanedioneHMDB
DK-MTP-1-pHMDB
5-(Methylthio)-2,3-dioxopentyl phosphateChEBI
Chemical FormulaC6H11O6PS
Average Molecular Weight242.187
Monoisotopic Molecular Weight242.001395286
IUPAC Name{[5-(methylsulfanyl)-2,3-dioxopentyl]oxy}phosphonic acid
Traditional Name1-pdmsp
CAS Registry Number115974-73-7
SMILES
CSCCC(=O)C(=O)COP(O)(O)=O
InChI Identifier
InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)
InChI KeyHKEAOVFNWRDVAJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Monosaccharide
  • Alpha-diketone
  • Ketone
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.99 g/LALOGPS
logP-0.08ALOGPS
logP0.51ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)1.11ChemAxon
pKa (Strongest Basic)-9.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity51.2 m³·mol⁻¹ChemAxon
Polarizability21.01 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+155.67631661259
DarkChem[M-H]-149.93331661259
DeepCCS[M+H]+147.10930932474
DeepCCS[M-H]-143.16730932474
DeepCCS[M-2H]-180.13330932474
DeepCCS[M+Na]+155.93630932474
AllCCS[M+H]+150.232859911
AllCCS[M+H-H2O]+146.932859911
AllCCS[M+NH4]+153.432859911
AllCCS[M+Na]+154.332859911
AllCCS[M-H]-148.432859911
AllCCS[M+Na-2H]-149.632859911
AllCCS[M+HCOO]-151.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-(Methylthio)-2,3-dioxopentyl phosphateCSCCC(=O)C(=O)COP(O)(O)=O3050.5Standard polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphateCSCCC(=O)C(=O)COP(O)(O)=O1687.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphateCSCCC(=O)C(=O)COP(O)(O)=O2020.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O)O[Si](C)(C)C2017.5Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O)O[Si](C)(C)C1897.2Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #2CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O)O2072.7Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #2CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O)O1964.5Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O)O[Si](C)(C)C2008.1Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O)O[Si](C)(C)C1937.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2113.5Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1991.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #2CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O)O[Si](C)(C)C2135.1Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #2CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O)O[Si](C)(C)C1995.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2106.5Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1987.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #4CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C2166.3Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TMS,isomer #4CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C2015.3Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #1CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2174.1Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #1CSCC=C(O[Si](C)(C)C)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2069.3Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #2CSCCC(=O)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2142.8Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #2CSCCC(=O)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2055.1Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #3CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2207.3Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TMS,isomer #3CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2018.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,4TMS,isomer #1CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2230.2Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,4TMS,isomer #1CSCC=C(O[Si](C)(C)C)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2059.7Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2263.3Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2135.9Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #2CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O)O2306.1Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #2CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O)O2169.5Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2271.8Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,1TBDMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2150.5Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2568.3Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #1CSCCC(=O)C(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2404.6Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #2CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2583.1Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #2CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2398.6Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2574.6Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #3CSCCC(=O)C(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2381.3Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #4CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2647.6Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,2TBDMS,isomer #4CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2387.0Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #1CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2819.4Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #1CSCC=C(O[Si](C)(C)C(C)(C)C)C(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2570.3Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #2CSCCC(=O)C(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2784.2Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #2CSCCC(=O)C(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2554.3Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #3CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2864.6Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,3TBDMS,isomer #3CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2544.1Standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,4TBDMS,isomer #1CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3049.5Semi standard non polar33892256
5-(Methylthio)-2,3-dioxopentyl phosphate,4TBDMS,isomer #1CSCC=C(O[Si](C)(C)C(C)(C)C)C(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2674.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f72-7900000000-24d819c66c14ff8aeaf42016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 10V, Positive-QTOFsplash10-0007-4790000000-b3d6f7fd978638aee8542016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 20V, Positive-QTOFsplash10-002b-7940000000-ea0d584390fc83528ea72016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 40V, Positive-QTOFsplash10-0032-9300000000-9ea44ac5ab6994e2cbf12016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 10V, Negative-QTOFsplash10-0002-9110000000-ffbac72bafb213d67f092016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 20V, Negative-QTOFsplash10-004j-9000000000-3b618e15250a280204512016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 40V, Negative-QTOFsplash10-004i-9000000000-574f7e21fceca4fa56a62016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 10V, Negative-QTOFsplash10-0006-2090000000-fad1b029313d537385be2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 20V, Negative-QTOFsplash10-004j-9000000000-8410711e0388e8b17b922021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 10V, Positive-QTOFsplash10-0f6w-1950000000-d8f80edcf3a29db228462021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 20V, Positive-QTOFsplash10-0002-9400000000-8c5923edadbd9702efe02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(Methylthio)-2,3-dioxopentyl phosphate 40V, Positive-QTOFsplash10-01ot-9100000000-92506e54893321b61dce2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030557
KNApSAcK IDNot Available
Chemspider ID545
KEGG Compound IDC15650
BioCyc IDCPD-8999
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound561
PDB IDNot Available
ChEBI ID50604
Food Biomarker OntologyNot Available
VMH IDDKMPP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Enzymes

Enzyme Details
1. Enolase-phosphatase E1
General function:
Involved in catalytic activity
Specific function:
Bifunctional enzyme that catalyzes the enolization of 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P) into the intermediate 2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate (HK-MTPenyl-1-P), which is then dephosphorylated to form the acireductone 1,2-dihydroxy-3-keto-5-methylthiopentene (DHK-MTPene).
Gene Name:
ENOPH1
Uniprot ID:
Q9UHY7
Molecular weight:
28932.44
Reactions
5-(Methylthio)-2,3-dioxopentyl phosphate + Water → 1,2-Dihydroxy-3-keto-5-methylthiopentene + Phosphatedetails
Enzyme Details
2. Methylthioribulose-1-phosphate dehydratase
General function:
Not Available
Specific function:
Catalyzes the dehydration of methylthioribulose-1-phosphate (MTRu-1-P) into 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P). Functions in the methionine salvage pathway, which plays a key role in cancer, apoptosis, microbial proliferation and inflammation. May inhibit the CASP1-related inflammatory response (pyroptosis), the CASP9-dependent apoptotic pathway and the cytochrome c-dependent and APAF1-mediated cell death.
Gene Name:
APIP
Uniprot ID:
Q96GX9
Molecular weight:
27125.065
Reactions
5-Methylthioribulose 1-phosphate → 5-(Methylthio)-2,3-dioxopentyl phosphate + Waterdetails