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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:01:07 UTC

Update Date

2021-09-14 15:38:59 UTC

HMDB ID

HMDB0060416

Secondary Accession Numbers

HMDB60416

Metabolite Identification

Common Name

6-Thioinosine-5'-monophosphate

Description

6-Thioinosine-5'-monophosphate, also known as 6-TIMP or ion(-2) OF thioinosinic acid, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. 6-Thioinosine-5'-monophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Mercaptopurine (also called 6-mercaptopurine, 6-MP or its brand name Purinethol) is an immunosuppressive drug. 6-Thioinosine-5'-monophosphate exists in all living organisms, ranging from bacteria to humans. Within humans, 6-thioinosine-5'-monophosphate participates in a number of enzymatic reactions. In particular, 6-thioinosine-5'-monophosphate can be biosynthesized from mercaptopurine and phosphoribosyl pyrophosphate; which is catalyzed by the enzyme hypoxanthine-guanine phosphoribosyltransferase. In addition, 6-thioinosine-5'-monophosphate can be converted into thioxanthine monophosphate through its interaction with the enzyme inosine-5'-monophosphate dehydrogenase 1. 6-Thioinosine-5'-monophosphate is a metabolite of mercaptopurine. It is a thiopurine. In humans, 6-thioinosine-5'-monophosphate is involved in mercaptopurine metabolism pathway.

Structure

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

HMDB0060416
     RDKit          3D
6-Thioinosine-5'-monophosphate
 36 38  0  0  0  0  0  0  0  0999 V2000
    3.3559    2.6723    1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232    1.7602    0.5070 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8192    2.4613   -1.0004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    1.7309    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984    0.1945    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320    0.3026    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -1.0641    0.9260 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0322   -0.8662    1.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.4795    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9908   -0.9335   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302   -1.6508   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -0.8595   -0.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.3699   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4910    1.5380   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079    1.5589   -0.6228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    2.6148    0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    2.5643    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8626    1.4189    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    0.3043    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108   -1.3950   -1.0495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1911   -2.2727   -2.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -1.8280   -0.3742 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3815   -3.1776   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    3.0146   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966    0.7857    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981    0.8424    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970    0.8456   -0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -1.6430    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848   -2.5721    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -2.6912   -0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3443    1.9647   -1.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    3.4721    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3359   -0.3650   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910   -2.6839   -2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -1.5717   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -3.3622    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  7  1  0
 19 10  1  0
 19 13  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  1
  9 29  1  1
 11 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  6
 23 36  1  0
M  END

  Mrv0541 05161318012D          

 23 25  0  0  0  0            999 V2000
    1.7798    3.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    3.1994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    2.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7403    2.1195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    3.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728    1.6346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0967    5.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    4.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571    5.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868    4.1556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    2.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    4.9402    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  6  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  2  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  2  0  0  0  0
 13  5  1  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 10 14  1  1  0  0  0
  6 15  1  6  0  0  0
  7 16  1  6  0  0  0
 20  1  1  0  0  0  0
 21  4  1  0  0  0  0
 21 10  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  2  0  0  0  0
 22 20  1  0  0  0  0
 23  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060416

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2S

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
ZKRFOXLVOKTUTA-KQYNXXCUSA-N

> <FORMULA>
C10H13N4O7PS

> <MOLECULAR_WEIGHT>
364.272

> <EXACT_MASS>
364.024255992

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
31.520111717603392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-sulfanyl-9H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-1.6166949431851603

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.2281972028555055

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3039626828020294

> <JCHEM_PKA_STRONGEST_BASIC>
0.44695451023815075

> <JCHEM_POLAR_SURFACE_AREA>
160.04999999999998

> <JCHEM_REFRACTIVITY>
77.37790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Thio-IMP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060416
     RDKit          3D
6-Thioinosine-5'-monophosphate
 36 38  0  0  0  0  0  0  0  0999 V2000
    3.3559    2.6723    1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232    1.7602    0.5070 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8192    2.4613   -1.0004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    1.7309    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984    0.1945    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320    0.3026    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -1.0641    0.9260 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0322   -0.8662    1.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.4795    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9908   -0.9335   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302   -1.6508   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -0.8595   -0.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.3699   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4910    1.5380   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079    1.5589   -0.6228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    2.6148    0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    2.5643    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8626    1.4189    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    0.3043    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108   -1.3950   -1.0495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1911   -2.2727   -2.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -1.8280   -0.3742 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3815   -3.1776   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    3.0146   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966    0.7857    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981    0.8424    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970    0.8456   -0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -1.6430    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848   -2.5721    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -2.6912   -0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3443    1.9647   -1.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    3.4721    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3359   -0.3650   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910   -2.6839   -2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -1.5717   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -3.3622    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  7  1  0
 19 10  1  0
 19 13  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  1
  9 29  1  1
 11 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  6
 23 36  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       3.322   7.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.846   5.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.382   5.496   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.382   3.956   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       0.136   6.402   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.136   3.051   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.781  10.686   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.769   8.746   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.840   9.698   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.829   7.757   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.752   4.726   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0       5.305   9.222   0.000  0.00  0.00           P+0
HETATM   23  S   UNK     0       6.121  -2.310   0.000  0.00  0.00           S+0
CONECT    1    4   20                                                       
CONECT    2   11   12                                                       
CONECT    3   13   14                                                       
CONECT    4    1    6   21                                                  
CONECT    5    8    9   13                                                  
CONECT    6    4    7   15                                                  
CONECT    7    6   10   16                                                  
CONECT    8    5   11   14                                                  
CONECT    9    5   12   23                                                  
CONECT   10    7   14   21                                                  
CONECT   11    2    8                                                       
CONECT   12    2    9                                                       
CONECT   13    3    5                                                       
CONECT   14    3    8   10                                                  
CONECT   15    6                                                            
CONECT   16    7                                                            
CONECT   17   22                                                            
CONECT   18   22                                                            
CONECT   19   22                                                            
CONECT   20    1   22                                                       
CONECT   21    4   10                                                       
CONECT   22   17   18   19   20                                             
CONECT   23    9                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0060416
HETATM    1  O1  UNL     1       3.356   2.672   1.527  1.00  0.00           O  
HETATM    2  P1  UNL     1       4.023   1.760   0.507  1.00  0.00           P  
HETATM    3  O2  UNL     1       3.819   2.461  -1.000  1.00  0.00           O  
HETATM    4  O3  UNL     1       5.685   1.731   0.914  1.00  0.00           O  
HETATM    5  O4  UNL     1       3.398   0.194   0.589  1.00  0.00           O  
HETATM    6  C1  UNL     1       2.032   0.303   0.834  1.00  0.00           C  
HETATM    7  C2  UNL     1       1.369  -1.064   0.926  1.00  0.00           C  
HETATM    8  O5  UNL     1       0.032  -0.866   1.167  1.00  0.00           O  
HETATM    9  C3  UNL     1      -0.700  -1.480   0.184  1.00  0.00           C  
HETATM   10  N1  UNL     1      -1.991  -0.933  -0.051  1.00  0.00           N  
HETATM   11  C4  UNL     1      -3.030  -1.651  -0.565  1.00  0.00           C  
HETATM   12  N2  UNL     1      -4.088  -0.860  -0.662  1.00  0.00           N  
HETATM   13  C5  UNL     1      -3.781   0.370  -0.225  1.00  0.00           C  
HETATM   14  C6  UNL     1      -4.491   1.538  -0.112  1.00  0.00           C  
HETATM   15  S1  UNL     1      -6.208   1.559  -0.623  1.00  0.00           S  
HETATM   16  N3  UNL     1      -3.874   2.615   0.375  1.00  0.00           N  
HETATM   17  C7  UNL     1      -2.586   2.564   0.748  1.00  0.00           C  
HETATM   18  N4  UNL     1      -1.863   1.419   0.645  1.00  0.00           N  
HETATM   19  C8  UNL     1      -2.454   0.304   0.156  1.00  0.00           C  
HETATM   20  C9  UNL     1       0.211  -1.395  -1.049  1.00  0.00           C  
HETATM   21  O6  UNL     1      -0.191  -2.273  -2.034  1.00  0.00           O  
HETATM   22  C10 UNL     1       1.497  -1.828  -0.374  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.382  -3.178  -0.073  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.627   3.015  -1.235  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.997   0.786   0.818  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.798   0.842   1.764  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.597   0.846  -0.025  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.875  -1.643   1.726  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.785  -2.572   0.399  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.015  -2.691  -0.851  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.344   1.965  -1.945  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.133   3.472   1.138  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.336  -0.365  -1.385  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.591  -2.684  -2.519  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.392  -1.572  -0.947  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.518  -3.362   0.896  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   24
CONECT    4   25
CONECT    5    6
CONECT    6    7   26   27
CONECT    7    8   22   28
CONECT    8    9
CONECT    9   10   20   29
CONECT   10   11   19
CONECT   11   12   12   30
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   16
CONECT   15   31
CONECT   16   17   17
CONECT   17   18   32
CONECT   18   19   19
CONECT   20   21   22   33
CONECT   21   34
CONECT   22   23   35
CONECT   23   36
END

HMDB0060416
     RDKit          3D
6-Thioinosine-5'-monophosphate
 36 38  0  0  0  0  0  0  0  0999 V2000
    3.3559    2.6723    1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232    1.7602    0.5070 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8192    2.4613   -1.0004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6846    1.7309    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984    0.1945    0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320    0.3026    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691   -1.0641    0.9260 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0322   -0.8662    1.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.4795    0.1842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9908   -0.9335   -0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302   -1.6508   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -0.8595   -0.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.3699   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4910    1.5380   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079    1.5589   -0.6228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    2.6148    0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    2.5643    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8626    1.4189    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    0.3043    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108   -1.3950   -1.0495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1911   -2.2727   -2.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -1.8280   -0.3742 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3815   -3.1776   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    3.0146   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966    0.7857    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981    0.8424    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970    0.8456   -0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -1.6430    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848   -2.5721    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -2.6912   -0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3443    1.9647   -1.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    3.4721    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3359   -0.3650   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910   -2.6839   -2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -1.5717   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -3.3622    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  7  1  0
 19 10  1  0
 19 13  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  1
  9 29  1  1
 11 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  6
 21 34  1  0
 22 35  1  6
 23 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
9-(5-Phospho-1-ribofuranosyl)-6-mercaptopurine	Kegg
6-Thioinosine-5'-monophosphoric acid	Generator
6-TIMP	HMDB
6-Mercaptopurine ribonucleoside 5'-monophosphate	HMDB
6-Thio-imp	HMDB
6-Thioinosine 5'-monophosphate	HMDB
Ion(-2) OF thioinosinic acid	HMDB

Chemical Formula

C₁₀H₁₃N₄O₇PS

Average Molecular Weight

364.272

Monoisotopic Molecular Weight

364.024255992

IUPAC Name

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-sulfanyl-9H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

Thio-IMP

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2S

InChI Identifier

InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m1/s1

InChI Key

ZKRFOXLVOKTUTA-KQYNXXCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Purinethione
Imidazopyrimidine
Purine
Monoalkyl phosphate
Pyrimidinethione
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Azole
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Secondary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organic oxide
Organopnictogen compound
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 5'-monophosphate (CHEBI:2332 )
thiopurine (CHEBI:2332 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060416)

Organ

Liver (HMDB: HMDB0060416)
Kidney (HMDB: HMDB0060416)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060416)

Cellular substructure

Cytoplasm (HMDB: HMDB0060416)

Source

Endogenous

Endogenous (HMDB: HMDB0060416)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Azathioprine Action Pathway (PathBank: SMP0000427)
Mercaptopurine Action Pathway (PathBank: SMP0000428)
Thioguanine Action Pathway (PathBank: SMP0000430)

Metabolic pathway

Mercaptopurine Metabolism Pathway (PathBank: SMP0000609)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.12 g/L	ALOGPS
logP	-0.94	ALOGPS
logP	-1.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.3	ChemAxon
pKa (Strongest Basic)	0.45	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	160.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.38 m³·mol⁻¹	ChemAxon
Polarizability	31.52 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	179.453	31661259
DarkChem	[M-H]-	169.679	31661259
DeepCCS	[M+H]+	159.195	30932474
DeepCCS	[M-H]-	156.8	30932474
DeepCCS	[M-2H]-	190.894	30932474
DeepCCS	[M+Na]+	165.426	30932474
AllCCS	[M+H]+	177.5	32859911
AllCCS	[M+H-H2O]+	174.6	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	171.4	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	171.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Thioinosine-5'-monophosphate	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2S	4219.4	Standard polar	33892256
6-Thioinosine-5'-monophosphate	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2S	2165.9	Standard non polar	33892256
6-Thioinosine-5'-monophosphate	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2S	3447.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Thioinosine-5'-monophosphate,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3257.3	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(S)N=CN=C21	3247.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@H](O)[C@@H]1O	3319.0	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TMS,isomer #4	C[Si](C)(C)SC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	3130.0	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3213.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3278.4	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3038.3	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3271.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3021.1	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3308.8	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TMS,isomer #7	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3149.2	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3231.7	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3070.5	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	4007.5	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	2974.1	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3413.0	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	4727.4	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3264.7	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3075.8	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3905.3	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3089.0	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3336.3	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	4413.3	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3255.7	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3086.1	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3922.5	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3082.8	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3335.3	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	4431.7	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3138.5	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3332.7	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4232.5	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3218.2	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3065.5	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C	3756.5	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3098.0	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3290.8	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	4130.9	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3121.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3294.3	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O	3904.4	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3115.5	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3291.5	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C)N=CN=C21	3938.8	Standard polar	33892256
6-Thioinosine-5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3149.6	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3238.6	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C	3716.4	Standard polar	33892256
6-Thioinosine-5'-monophosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3488.6	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(S)N=CN=C21	3476.1	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@H](O)[C@@H]1O	3529.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)SC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	3363.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3656.7	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3712.3	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3474.1	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3697.5	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	3459.4	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3724.3	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3568.1	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3827.7	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3643.8	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4216.3	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3597.2	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4008.2	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4732.7	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3854.4	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	3598.9	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O	4138.2	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3707.8	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3929.2	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	4512.4	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3836.9	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	3609.2	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S)N=CN=C21	4155.9	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	3695.6	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	3929.2	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	4529.1	Standard polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3742.3	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3885.8	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4399.3	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3972.8	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3739.3	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4075.0	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	3854.4	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4021.5	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C	4284.8	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3904.5	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	3986.4	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(S[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O	4153.2	Standard polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	3896.8	Semi standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	3980.3	Standard non polar	33892256
6-Thioinosine-5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=CN=C21	4183.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Thioinosine-5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9612000000-a74111380007299b2135	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Thioinosine-5'-monophosphate GC-MS (2 TMS) - 70eV, Positive	splash10-01ot-9412200000-c26fea11eb214c387e75	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Thioinosine-5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Thioinosine-5'-monophosphate 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 - 6-Thioinosine-5'-monophosphate 50V, Positive-QTOF	splash10-0udi-0900000000-4dc22cccdaa7c85f7c70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 20V, Positive-QTOF	splash10-0udi-0900000000-ad4d271b47df5b6558a5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 10V, Positive-QTOF	splash10-0udi-0903000000-7187ee2c202f03877b8e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 30V, Positive-QTOF	splash10-0udi-0900000000-1fdde4f4d2dbe69874c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 40V, Positive-QTOF	splash10-0udi-0900000000-0159057b9cadc705c481	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 10V, Positive-QTOF	splash10-0udi-0913000000-80ef082378137b80cdb3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 20V, Positive-QTOF	splash10-0udi-0900000000-841a3c66f7f8d3a5f565	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 40V, Positive-QTOF	splash10-0udi-3900000000-a2c9bd3787ad7fcb372b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 10V, Negative-QTOF	splash10-0imi-6709000000-c2114b8c00dbf084377d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 20V, Negative-QTOF	splash10-0fb9-9700000000-6bde5e07b26405551d25	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 40V, Negative-QTOF	splash10-004i-9200000000-928327df5699c8b1cda5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 10V, Positive-QTOF	splash10-0udi-0900000000-67dad22e2593a56a8777	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 20V, Positive-QTOF	splash10-0udi-0900000000-67dad22e2593a56a8777	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 40V, Positive-QTOF	splash10-0udi-0900000000-cbf5914f8b861087553c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 10V, Negative-QTOF	splash10-03di-3009000000-213aee230c5419f36ded	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 20V, Negative-QTOF	splash10-004i-9100000000-5f4b5bc0c34223f25fb6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Thioinosine-5'-monophosphate 40V, Negative-QTOF	splash10-004i-9300000000-5eeca3508d09a4c98522	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

Name	SMPDB/PathBank	KEGG
Mercaptopurine Action Pathway		Not Available
Mercaptopurine Metabolism Pathway		Not Available
Thioguanine Action Pathway		Not Available
Azathioprine Action Pathway		Not Available

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

C04646

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3034391

PDB ID

Not Available

ChEBI ID

2332

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Thiopurine S-methyltransferase

General function:: Involved in thiopurine S-methyltransferase activity
Specific function:: Catalyzes the S-methylation of thiopurine drugs such as 6-mercaptopurine.
Gene Name:: TPMT
Uniprot ID:: P51580
Molecular weight:: 28180.09

Reactions

6-Thioinosine-5'-monophosphate + S-Adenosylmethionine → 6-Methylthiopurine 5'-monophosphate ribonucleotide + S-Adenosylhomocysteine	details

Enzyme Details

2. Inosine triphosphate pyrophosphatase

General function:: Involved in hydrolase activity
Specific function:: Pyrophosphatase that hydrolyzes the non-canonical purine nucleotides inosine triphosphate (ITP), deoxyinosine triphosphate (dITP) as well as 2'-deoxy-N-6-hydroxylaminopurine triposphate (dHAPTP) and xanthosine 5'-triphosphate (XTP) to their respective monophosphate derivatives. The enzyme does not distinguish between the deoxy- and ribose forms. Probably excludes non-canonical purines from RNA and DNA precursor pools, thus preventing their incorporation into RNA and DNA and avoiding chromosomal lesions.
Gene Name:: ITPA
Uniprot ID:: Q9BY32
Molecular weight:: 16833.23

Reactions

6-Mercaptopurine ribonucleoside triphosphate + Water → 6-Thioinosine-5'-monophosphate + Pyrophosphate	details

Enzyme Details

3. Hypoxanthine-guanine phosphoribosyltransferase

General function:: Involved in hypoxanthine phosphoribosyltransferase activity
Specific function:: Converts guanine to guanosine monophosphate, and hypoxanthine to inosine monophosphate. Transfers the 5-phosphoribosyl group from 5-phosphoribosylpyrophosphate onto the purine. Plays a central role in the generation of purine nucleotides through the purine salvage pathway.
Gene Name:: HPRT1
Uniprot ID:: P00492
Molecular weight:: 24579.155

Reactions

Mercaptopurine + Phosphoribosyl pyrophosphate → 6-Thioinosine-5'-monophosphate + Pyrophosphate	details

Enzyme Details

4. Inosine-5'-monophosphate dehydrogenase 2

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of inosine 5'-phosphate (IMP) to xanthosine 5'-phosphate (XMP), the first committed and rate-limiting step in the de novo synthesis of guanine nucleotides, and therefore plays an important role in the regulation of cell growth. Could also have a single-stranded nucleic acid-binding activity and could play a role in RNA and/or DNA metabolism. It may also have a role in the development of malignancy and the growth progression of some tumors.
Gene Name:: IMPDH2
Uniprot ID:: P12268
Molecular weight:: 55804.495

Reactions

6-Thioinosine-5'-monophosphate + NAD + Water → 6-Thioxanthine 5'-monophosphate + NADH + Hydrogen Ion	details

Enzyme Details

5. Inosine-5'-monophosphate dehydrogenase 1

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of inosine 5'-phosphate (IMP) to xanthosine 5'-phosphate (XMP), the first committed and rate-limiting step in the de novo synthesis of guanine nucleotides, and therefore plays an important role in the regulation of cell growth. Could also have a single-stranded nucleic acid-binding activity and could play a role in RNA and/or DNA metabolism. It may also have a role in the development of malignancy and the growth progression of some tumors.
Gene Name:: IMPDH1
Uniprot ID:: P20839
Molecular weight:: 63252.24

Reactions

6-Thioinosine-5'-monophosphate + NAD + Water → 6-Thioxanthine 5'-monophosphate + NADH + Hydrogen Ion	details

Showing metabocard for 6-Thioinosine-5'-monophosphate (HMDB0060416)

MOL for HMDB0060416 (6-Thioinosine-5'-monophosphate)

3D MOL for HMDB0060416 (6-Thioinosine-5'-monophosphate)

3D SDF for HMDB0060416 (6-Thioinosine-5'-monophosphate)

3D-SDF for HMDB0060416 (6-Thioinosine-5'-monophosphate)

PDB for HMDB0060416 (6-Thioinosine-5'-monophosphate)

3D PDB for HMDB0060416 (6-Thioinosine-5'-monophosphate)

SMILES for HMDB0060416 (6-Thioinosine-5'-monophosphate)

INCHI for HMDB0060416 (6-Thioinosine-5'-monophosphate)

Structure for HMDB0060416 (6-Thioinosine-5'-monophosphate)

3D Structure for HMDB0060416 (6-Thioinosine-5'-monophosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions