Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:45:40 UTC

HMDB ID

HMDB0000963

Secondary Accession Numbers

HMDB00963

Metabolite Identification

Common Name

5-Methylthioribose 1-phosphate

Description

5-Methylthioribose 1-phosphate belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 5-Methylthioribose 1-phosphate is an intermediate in methionine biosynthesis. It is converted from 5'-deoxy-5'-methylthioadenosine by 5'-deoxy-5'-methylthioadenosine phosphorylase. Then it is converted to methionine (PMID: 2153115 ). In the methionine salvage pathway, 5-methylthioribose 1-phosphate isomerase (M1Pi) catalyzes the conversion of 5-methylthioribose 1-phosphate (MTR-1-P) into 5-methylthioribulose 1-phosphate (MTRu-1-P).

Structure

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

HMDB0000963
     RDKit          3D
5-Methylthioribose 1-phosphate
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.9172    1.8292   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144    0.1607   -0.3944 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -1.1046    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310   -1.0723   -0.2561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5936    0.1803   -0.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    0.0378    0.3644 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5475    0.1121   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    1.3561   -0.6607 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0862    0.8057   -0.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    2.2956    0.7381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    2.3495   -2.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -1.3014    1.0459 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0555   -1.8771    0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -2.1077    0.2754 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3934   -2.7769   -0.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793    2.0737   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326    1.9275    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7392    2.5550   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -0.9071    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528   -2.0892    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663   -1.1978   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    0.8388    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249    3.2169    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566    3.2737   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.2461    2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.4026    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7470   -2.8464    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -2.0832   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  6 22  1  1
 10 23  1  0
 11 24  1  0
 12 25  1  1
 13 26  1  0
 14 27  1  1
 15 28  1  0
M  END


  Mrv1652307092019462D          

 15 15  0  0  0  0            999 V2000
 9998.614010000.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.899410000.4574    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3130 9999.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.180710000.8718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4877 9999.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0828 9999.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.380510000.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8733 9999.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.095910000.4574    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10002.809210000.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.994110000.9510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.326710000.4660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.5816 9999.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.4066 9999.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.661510000.4660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12  1  1  1  0  0  0
 13  6  1  1  0  0  0
 15  7  1  6  0  0  0
 14  8  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000963

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1

> <INCHI_KEY>
JTFITTQBRJDSTL-KVTDHHQDSA-N

> <FORMULA>
C6H13O7PS

> <MOLECULAR_WEIGHT>
260.202

> <EXACT_MASS>
260.011959972

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.384275965480278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-0.9432991613333329

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.219263382330931

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1557362714105084

> <JCHEM_PKA_STRONGEST_BASIC>
-3.659561681639288

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
51.667399999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000963
     RDKit          3D
5-Methylthioribose 1-phosphate
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.9172    1.8292   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144    0.1607   -0.3944 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -1.1046    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310   -1.0723   -0.2561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5936    0.1803   -0.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    0.0378    0.3644 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5475    0.1121   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    1.3561   -0.6607 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0862    0.8057   -0.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    2.2956    0.7381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    2.3495   -2.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -1.3014    1.0459 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0555   -1.8771    0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -2.1077    0.2754 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3934   -2.7769   -0.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793    2.0737   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326    1.9275    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7392    2.5550   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -0.9071    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528   -2.0892    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663   -1.1978   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    0.8388    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249    3.2169    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566    3.2737   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.2461    2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.4026    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7470   -2.8464    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -2.0832   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  6 22  1  1
 10 23  1  0
 11 24  1  0
 12 25  1  1
 13 26  1  0
 14 27  1  1
 15 28  1  0
M  END

HEADER    PROTEIN                                 09-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-20         0                                  
HETATM    1  O   UNK     0    8664.0798668.290   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0    8662.7468667.520   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0    8663.5188666.186   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8661.4048668.294   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8661.9778666.186   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8664.9558664.833   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8669.2448668.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8668.2978664.818   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0    8670.5798667.520   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0    8671.9118668.290   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8666.6568668.442   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8665.4108667.537   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.8868666.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.4268666.072   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.9018667.537   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6   13                                                            
CONECT    7    9   15                                                       
CONECT    8   14                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11   12   15                                                       
CONECT   12   13   11    1                                                  
CONECT   13   12   14    6                                                  
CONECT   14   13   15    8                                                  
CONECT   15   14   11    7                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0000963
HETATM    1  C1  UNL     1      -2.917   1.829  -0.068  1.00  0.00           C  
HETATM    2  S1  UNL     1      -3.514   0.161  -0.394  1.00  0.00           S  
HETATM    3  C2  UNL     1      -2.495  -1.105   0.401  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.131  -1.072  -0.256  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.594   0.180  -0.071  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.709   0.038   0.364  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.548   0.112  -0.739  1.00  0.00           O  
HETATM    8  P1  UNL     1       2.665   1.356  -0.661  1.00  0.00           P  
HETATM    9  O3  UNL     1       4.086   0.806  -0.725  1.00  0.00           O  
HETATM   10  O4  UNL     1       2.515   2.296   0.738  1.00  0.00           O  
HETATM   11  O5  UNL     1       2.455   2.350  -2.027  1.00  0.00           O  
HETATM   12  C5  UNL     1       0.808  -1.301   1.046  1.00  0.00           C  
HETATM   13  O6  UNL     1       2.055  -1.877   0.898  1.00  0.00           O  
HETATM   14  C6  UNL     1      -0.204  -2.108   0.275  1.00  0.00           C  
HETATM   15  O7  UNL     1       0.393  -2.777  -0.792  1.00  0.00           O  
HETATM   16  H1  UNL     1      -2.079   2.074  -0.751  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.633   1.927   0.990  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.739   2.555  -0.260  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.392  -0.907   1.488  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.953  -2.089   0.253  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.266  -1.198  -1.360  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.954   0.839   1.084  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.225   3.217   0.507  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.757   3.274  -1.825  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.595  -1.246   2.126  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.143  -2.403   0.055  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.747  -2.846   0.925  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.758  -2.083  -1.408  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4   19   20
CONECT    4    5   14   21
CONECT    5    6
CONECT    6    7   12   22
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   23
CONECT   11   24
CONECT   12   13   14   25
CONECT   13   26
CONECT   14   15   27
CONECT   15   28
END

HMDB0000963
     RDKit          3D
5-Methylthioribose 1-phosphate
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.9172    1.8292   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144    0.1607   -0.3944 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948   -1.1046    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310   -1.0723   -0.2561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5936    0.1803   -0.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    0.0378    0.3644 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5475    0.1121   -0.7388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    1.3561   -0.6607 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0862    0.8057   -0.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    2.2956    0.7381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547    2.3495   -2.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -1.3014    1.0459 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0555   -1.8771    0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -2.1077    0.2754 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3934   -2.7769   -0.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793    2.0737   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326    1.9275    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7392    2.5550   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -0.9071    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528   -2.0892    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663   -1.1978   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    0.8388    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249    3.2169    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566    3.2737   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.2461    2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.4026    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7470   -2.8464    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575   -2.0832   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  6 22  1  1
 10 23  1  0
 11 24  1  0
 12 25  1  1
 13 26  1  0
 14 27  1  1
 15 28  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-S-Methyl-1-O-phosphono-5-thio-alpha-D-ribofuranose	ChEBI
S-Methyl-5-thio-5-deoxy-D-ribose 1-phosphate	ChEBI
S-Methyl-5-thio-D-ribose 1-phosphate	ChEBI
5-S-Methyl-1-O-phosphono-5-thio-a-D-ribofuranose	Generator
5-S-Methyl-1-O-phosphono-5-thio-α-D-ribofuranose	Generator
S-Methyl-5-thio-5-deoxy-D-ribose 1-phosphoric acid	Generator
S-Methyl-5-thio-D-ribose 1-phosphoric acid	Generator
S-Methyl-5-thio-a-D-ribose 1-phosphate	Generator
S-Methyl-5-thio-a-D-ribose 1-phosphoric acid	Generator
S-Methyl-5-thio-alpha-D-ribose 1-phosphoric acid	Generator
S-Methyl-5-thio-α-D-ribose 1-phosphate	Generator
S-Methyl-5-thio-α-D-ribose 1-phosphoric acid	Generator
S-Methyl-5-thio-alpha-D-ribose 1-phosphate	HMDB
1-PMTR	HMDB
1-Phospho-5-S-methylthio-alpha-D-ribofuranoside	HMDB
1-Phospho-5-S-methylthio-α-D-ribofuranoside	HMDB
1-Phospho-5-S-methylthioribose	HMDB
1-Phosphomethylthioribose	HMDB
5-Methylthio-D-ribose-1-phosphate	HMDB
5-Methylthioribose 1-phosphate	HMDB
5-Methylthioribose-1-phosphate	HMDB

Chemical Formula

C₆H₁₃O₇PS

Average Molecular Weight

260.202

Monoisotopic Molecular Weight

260.011959972

IUPAC Name

{[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxy}phosphonic acid

Traditional Name

[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxyphosphonic acid

CAS Registry Number

68134-74-7

SMILES

CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1

InChI Key

JTFITTQBRJDSTL-KVTDHHQDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Pentose monosaccharide
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetrahydrofuran
1,2-diol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Organic oxide
Alcohol
Hydrocarbon derivative
Organosulfur compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ribose monophosphate (CHEBI:27859 )
thioribose phosphate (CHEBI:27859 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0000963)

Source

Endogenous

Endogenous (HMDB: HMDB0000963)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Role

Not Available

Physical Properties

State

Solid

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	28.7 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.94	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	51.67 m³·mol⁻¹	ChemAxon
Polarizability	22.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	149.853	30932474
DeepCCS	[M-H]-	147.457	30932474
DeepCCS	[M-2H]-	182.111	30932474
DeepCCS	[M+Na]+	157.051	30932474
AllCCS	[M+H]+	155.9	32859911
AllCCS	[M+H-H2O]+	152.5	32859911
AllCCS	[M+NH4]+	159.2	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	150.2	32859911
AllCCS	[M+Na-2H]-	150.9	32859911
AllCCS	[M+HCOO]-	151.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.48 minutes	32390414
Predicted by Siyang on May 30, 2022	10.229 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.61 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	450.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	567.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	311.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	27.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	280.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	265.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	828.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	659.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	43.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	625.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	182.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	220.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	811.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	510.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	381.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methylthioribose 1-phosphate	CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O	3231.9	Standard polar	33892256
5-Methylthioribose 1-phosphate	CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O	1941.3	Standard non polar	33892256
5-Methylthioribose 1-phosphate	CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O	2077.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Methylthioribose 1-phosphate,1TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H]1O	2059.0	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,1TMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O[Si](C)(C)C	2054.6	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,1TMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H]1O	2066.2	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2052.1	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2085.4	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2073.5	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TMS,isomer #4	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O	2081.5	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2078.9	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2056.4	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2574.4	Standard polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2092.3	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2104.3	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2459.7	Standard polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2098.1	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2097.7	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2426.3	Standard polar	33892256
5-Methylthioribose 1-phosphate,4TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2126.4	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,4TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2114.3	Standard non polar	33892256
5-Methylthioribose 1-phosphate,4TMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2329.2	Standard polar	33892256
5-Methylthioribose 1-phosphate,1TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2314.3	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,1TBDMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2312.8	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,1TBDMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	2319.6	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2533.5	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TBDMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2543.4	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TBDMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2546.5	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,2TBDMS,isomer #4	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	2540.2	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2763.9	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2639.3	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2874.0	Standard polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2754.2	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2645.5	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #2	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2789.7	Standard polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2755.7	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2637.1	Standard non polar	33892256
5-Methylthioribose 1-phosphate,3TBDMS,isomer #3	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2762.2	Standard polar	33892256
5-Methylthioribose 1-phosphate,4TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2980.2	Semi standard non polar	33892256
5-Methylthioribose 1-phosphate,4TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2796.8	Standard non polar	33892256
5-Methylthioribose 1-phosphate,4TBDMS,isomer #1	CSC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2753.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9100000000-2488064947bfab511f5e	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methylthioribose 1-phosphate GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-06	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 - 5-Methylthioribose 1-phosphate 10V, Positive-QTOF	splash10-0002-9340000000-81076180aee84a287f34	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 20V, Positive-QTOF	splash10-0002-9330000000-16cc1e6103ea1cca9414	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 40V, Positive-QTOF	splash10-001j-9200000000-e1e1c3a051f24524c0f3	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 10V, Negative-QTOF	splash10-0002-9010000000-6e1ba60f11f69a1cb95a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 20V, Negative-QTOF	splash10-004j-9000000000-138587ed5d90d657c9c1	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-41783131ed46fc1d13e5	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 10V, Positive-QTOF	splash10-03di-0590000000-7230baddac79c72027cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 20V, Positive-QTOF	splash10-03di-5900000000-f9dacc6c82e4fa8c2fd2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 40V, Positive-QTOF	splash10-01ot-9000000000-beff4b861a0056502418	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 10V, Negative-QTOF	splash10-0a4i-1090000000-ee3347d57dbc539ed78c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 20V, Negative-QTOF	splash10-004i-9000000000-0bc06e5e365bbcaeadc8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methylthioribose 1-phosphate 40V, Negative-QTOF	splash10-002b-9000000000-d539ffcaed3ac6a3dd0e	2021-09-24	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

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Methionine Metabolism
Cystathionine Beta-Synthase Deficiency		Not Available
Hypermethioninemia		Not Available
S-Adenosylhomocysteine (SAH) Hydrolase Deficiency		Not Available
Glycine N-methyltransferase Deficiency		Not Available

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

FDB022341

KNApSAcK ID

Not Available

Chemspider ID

10160733

KEGG Compound ID

C04188

BioCyc ID

CPD-444

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11988266

PDB ID

Not Available

ChEBI ID

27859

Food Biomarker Ontology

Not Available

VMH ID

5MDR1P

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Della Ragione, Fulvio; Carteni-Farina, Maria; Gragnaniello, Vincenzo; Schettino, Maria Irene; Zappia, Vincenzo. Purification and characterization of 5'-deoxy-5'-methylthioadenosine phosphorylase from human placenta. Journal of Biological Chemistry (1986), 261(26), 12324-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Avila MA, Garcia-Trevijano ER, Lu SC, Corrales FJ, Mato JM: Methylthioadenosine. Int J Biochem Cell Biol. 2004 Nov;36(11):2125-30. [PubMed:15313459 ]
Savarese TM, Ghoda LY, Dexter DL, Parks RE Jr: Conversion of 5'-deoxy-5'-methylthioadenosine and 5'-deoxy-5'-methylthioinosine to methionine in cultured human leukemic cells. Cancer Res. 1983 Oct;43(10):4699-702. [PubMed:6411330 ]
Tisdale MJ: Methionine synthesis from 5'-methylthioadenosine by tumour cells. Biochem Pharmacol. 1983 Oct 1;32(19):2915-20. [PubMed:6626263 ]
Savarese TM, Cannistra AJ, Parks RE Jr, Secrist JA 3rd, Shortnacy AT, Montgomery JA: 5'-deoxy-5'-methylthioadenosine phosphorylase--IV. Biological activity of 2-fluoroadenine-substituted 5'-deoxy-5'-methylthioadenosine analogs. Biochem Pharmacol. 1987 Jun 15;36(12):1881-93. [PubMed:3109431 ]
Ghoda LY, Savarese TM, Dexter DL, Parks RE Jr, Trackman PC, Abeles RH: Characterization of a defect in the pathway for converting 5'-deoxy-5'-methylthioadenosine to methionine in a subline of a cultured heterogeneous human colon carcinoma. J Biol Chem. 1984 Jun 10;259(11):6715-9. [PubMed:6725268 ]
Gianotti AJ, Tower PA, Sheley JH, Conte PA, Spiro C, Ferro AJ, Fitchen JH, Riscoe MK: Selective killing of Klebsiella pneumoniae by 5-trifluoromethylthioribose. Chemotherapeutic exploitation of the enzyme 5-methylthioribose kinase. J Biol Chem. 1990 Jan 15;265(2):831-7. [PubMed:2153115 ]

Enzymes

Enzyme Details

1. S-methyl-5'-thioadenosine phosphorylase

General function:: Involved in transferase activity, transferring pentosyl groups
Specific function:: Catalyzes the reversible phosphorylation of S-methyl-5'-thioadenosine (MTA) to adenine and 5-methylthioribose-1-phosphate. Involved in the breakdown of MTA, a major by-product of polyamine biosynthesis. Responsible for the first step in the methionine salvage pathway after MTA has been generated from S-adenosylmethionine. Has broad substrate specificity with 6-aminopurine nucleosides as preferred substrates.
Gene Name:: MTAP
Uniprot ID:: Q13126
Molecular weight:: 31235.76

Reactions

5'-Methylthioadenosine + Phosphate → Adenine + 5-Methylthioribose 1-phosphate	details

Enzyme Details

2. Methylthioribose-1-phosphate isomerase

General function:: Not Available
Specific function:: Catalyzes the interconversion of methylthioribose-1-phosphate (MTR-1-P) into methylthioribulose-1-phosphate (MTRu-1-P). Independently from catalytic activity, promotes cell invasion in response to constitutive RhoA activation by promoting FAK tyrosine phosphorylation and stress fiber turnover.
Gene Name:: MRI1
Uniprot ID:: Q9BV20
Molecular weight:: 39149.38

Reactions

5-Methylthioribose 1-phosphate → 5-Methylthioribulose 1-phosphate	details

Showing metabocard for 5-Methylthioribose 1-phosphate (HMDB0000963)

MOL for HMDB0000963 (5-Methylthioribose 1-phosphate)

3D MOL for HMDB0000963 (5-Methylthioribose 1-phosphate)

3D SDF for HMDB0000963 (5-Methylthioribose 1-phosphate)

3D-SDF for HMDB0000963 (5-Methylthioribose 1-phosphate)

PDB for HMDB0000963 (5-Methylthioribose 1-phosphate)

3D PDB for HMDB0000963 (5-Methylthioribose 1-phosphate)

SMILES for HMDB0000963 (5-Methylthioribose 1-phosphate)

INCHI for HMDB0000963 (5-Methylthioribose 1-phosphate)

Structure for HMDB0000963 (5-Methylthioribose 1-phosphate)

3D Structure for HMDB0000963 (5-Methylthioribose 1-phosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions