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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:00:39 UTC

Update Date

2022-11-23 22:29:20 UTC

HMDB ID

HMDB0259072

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tiazofurin

Description

2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboximidic acid belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Based on a literature review very few articles have been published on 2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tiazofurin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tiazofurin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0259072
     RDKit          3D
TIAZOFURIN
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.6055    0.3640   -0.6228 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    0.8343   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    1.9116    0.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.0550   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.1256   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -1.5915   -1.2092 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.2791   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5199    0.0522    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -0.1541   -1.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -0.0593   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    1.3647   -0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127    1.4923    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.6026    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.3669    1.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0893   -0.9362    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -2.2332    0.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    0.4449   -0.0670 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147   -0.6664   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3239    0.9566   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0752   -1.6269   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5727    1.0803    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.6971   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    1.9659    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.7056   -1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    1.3176   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -1.5055    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.5971    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.7808    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.2508   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  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  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  2  0
 17  4  1  0
 15  8  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END


  Mrv1533004241522172D          

 17 18  0  0  0  0            999 V2000
    1.6689   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    1.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689    1.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239    0.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    1.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    2.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    1.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956    0.0498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -3.6959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4615   -2.8560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
  7 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259072

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1=CSC(=N1)C1OC(CO)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)

> <INCHI_KEY>
FVRDYQYEVDDKCR-UHFFFAOYSA-N

> <FORMULA>
C9H12N2O5S

> <MOLECULAR_WEIGHT>
260.26

> <EXACT_MASS>
260.046692668

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.490674843253306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-2.033101077

> <ALOGPS_LOGS>
-1.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.582402657736143

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.55173273989352

> <JCHEM_PKA_STRONGEST_BASIC>
-1.417230260199394

> <JCHEM_POLAR_SURFACE_AREA>
125.89999999999999

> <JCHEM_REFRACTIVITY>
56.53070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tiazofurin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259072
     RDKit          3D
TIAZOFURIN
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.6055    0.3640   -0.6228 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    0.8343   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    1.9116    0.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.0550   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.1256   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -1.5915   -1.2092 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.2791   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5199    0.0522    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -0.1541   -1.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -0.0593   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    1.3647   -0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127    1.4923    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.6026    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.3669    1.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0893   -0.9362    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -2.2332    0.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    0.4449   -0.0670 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147   -0.6664   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3239    0.9566   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0752   -1.6269   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5727    1.0803    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.6971   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    1.9659    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.7056   -1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    1.3176   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -1.5055    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.5971    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.7808    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.2508   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  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  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  2  0
 17  4  1  0
 15  8  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.099  -2.782   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       3.591  -2.782   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       2.345  -0.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.099   0.569   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.575   2.033   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.115   2.033   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.591   0.569   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.021   3.279   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.394   4.686   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.670   3.279   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.365   0.093   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.670  -5.492   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.297  -6.899   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -0.861  -5.331   0.000  0.00  0.00           N+0
CONECT    1    2    5                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7   10                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    6                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    8                                                            
CONECT   14    7                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0259072
HETATM    1  N1  UNL     1       5.606   0.364  -0.623  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.358   0.834  -0.173  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.311   1.912   0.468  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.123   0.055  -0.460  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.182  -1.126  -1.163  1.00  0.00           C  
HETATM    6  S1  UNL     1       1.538  -1.592  -1.209  1.00  0.00           S  
HETATM    7  C4  UNL     1       0.879  -0.279  -0.345  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.520   0.052   0.043  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.369  -0.154  -1.045  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.643  -0.059  -0.494  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.154   1.365  -0.538  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.413   1.492   0.000  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.575  -0.603   0.900  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.846   0.367   1.864  1.00  0.00           O  
HETATM   15  C9  UNL     1      -1.089  -0.936   1.038  1.00  0.00           C  
HETATM   16  O5  UNL     1      -0.830  -2.233   0.601  1.00  0.00           O  
HETATM   17  N2  UNL     1       1.943   0.445  -0.067  1.00  0.00           N  
HETATM   18  H1  UNL     1       5.815  -0.666  -0.466  1.00  0.00           H  
HETATM   19  H2  UNL     1       6.324   0.957  -1.093  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.075  -1.627  -1.582  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.573   1.080   0.402  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.313  -0.697  -1.139  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.453   1.966   0.095  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.140   1.706  -1.593  1.00  0.00           H  
HETATM   25  H8  UNL     1      -5.137   1.318  -0.638  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.209  -1.505   1.047  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.066   0.597   2.420  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.743  -0.781   2.060  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.080  -2.251  -0.367  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3    4
CONECT    4    5    5   17
CONECT    5    6   20
CONECT    6    7
CONECT    7    8   17   17
CONECT    8    9   15   21
CONECT    9   10
CONECT   10   11   13   22
CONECT   11   12   23   24
CONECT   12   25
CONECT   13   14   15   26
CONECT   14   27
CONECT   15   16   28
CONECT   16   29
END

HMDB0259072
     RDKit          3D
TIAZOFURIN
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.6055    0.3640   -0.6228 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    0.8343   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    1.9116    0.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227    0.0550   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.1256   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -1.5915   -1.2092 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8788   -0.2791   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5199    0.0522    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -0.1541   -1.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -0.0593   -0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    1.3647   -0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127    1.4923    0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.6026    0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    0.3669    1.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0893   -0.9362    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -2.2332    0.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    0.4449   -0.0670 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147   -0.6664   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3239    0.9566   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0752   -1.6269   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5727    1.0803    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.6971   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    1.9659    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.7056   -1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    1.3176   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -1.5055    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.5971    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.7808    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.2508   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  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  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  2  0
 17  4  1  0
 15  8  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboximidate	Generator

Chemical Formula

C₉H₁₂N₂O₅S

Average Molecular Weight

260.26

Monoisotopic Molecular Weight

260.046692668

IUPAC Name

2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide

Traditional Name

tiazofurin

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CSC(=N1)C1OC(CO)C(O)C1O

InChI Identifier

InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)

InChI Key

FVRDYQYEVDDKCR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Pentose monosaccharide
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
Thiazolecarboxamide
2,4-disubstituted 1,3-thiazole
Monosaccharide
Azole
Heteroaromatic compound
Thiazole
Tetrahydrofuran
Carboxamide group
Primary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organic oxide
Primary alcohol
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	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
logP	-1.4	ALOGPS
logP	-2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.55	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.53 m³·mol⁻¹	ChemAxon
Polarizability	24.49 Å³	ChemAxon
Number of Rings	2	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]+	161.739	30932474
DeepCCS	[M-H]-	159.381	30932474
DeepCCS	[M-2H]-	192.769	30932474
DeepCCS	[M+Na]+	167.886	30932474
AllCCS	[M+H]+	157.3	32859911
AllCCS	[M+H-H2O]+	153.7	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	154.5	32859911
AllCCS	[M+Na-2H]-	154.4	32859911
AllCCS	[M+HCOO]-	154.5	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.	2.31 minutes	32390414
Predicted by Siyang on May 30, 2022	9.936 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.82 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	671.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	266.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	50.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	51.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	289.3 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	249.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	746.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	606.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	42.9 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	794.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	595.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	458.9 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	329.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
TIAZOFURIN	NC(=O)C1=CSC(=N1)C1OC(CO)C(O)C1O	3139.9	Standard polar	33892256
TIAZOFURIN	NC(=O)C1=CSC(=N1)C1OC(CO)C(O)C1O	2041.9	Standard non polar	33892256
TIAZOFURIN	NC(=O)C1=CSC(=N1)C1OC(CO)C(O)C1O	2571.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
TIAZOFURIN,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)=N1	2549.7	Semi standard non polar	33892256
TIAZOFURIN,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)=N1	2553.0	Standard non polar	33892256
TIAZOFURIN,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)=N1	3043.2	Standard polar	33892256
TIAZOFURIN,4TMS,isomer #2	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O	2599.4	Semi standard non polar	33892256
TIAZOFURIN,4TMS,isomer #2	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O	2706.1	Standard non polar	33892256
TIAZOFURIN,4TMS,isomer #2	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O	3026.5	Standard polar	33892256
TIAZOFURIN,4TMS,isomer #3	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O)C1O[Si](C)(C)C	2606.5	Semi standard non polar	33892256
TIAZOFURIN,4TMS,isomer #3	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O)C1O[Si](C)(C)C	2700.6	Standard non polar	33892256
TIAZOFURIN,4TMS,isomer #3	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O)C1O[Si](C)(C)C	3010.2	Standard polar	33892256
TIAZOFURIN,4TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C1O[Si](C)(C)C	2590.8	Semi standard non polar	33892256
TIAZOFURIN,4TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C1O[Si](C)(C)C	2665.1	Standard non polar	33892256
TIAZOFURIN,4TMS,isomer #4	C[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C1O[Si](C)(C)C	2942.9	Standard polar	33892256
TIAZOFURIN,5TMS,isomer #1	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2614.0	Semi standard non polar	33892256
TIAZOFURIN,5TMS,isomer #1	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2676.3	Standard non polar	33892256
TIAZOFURIN,5TMS,isomer #1	C[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CS2)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2692.6	Standard polar	33892256
TIAZOFURIN,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)=N1	3357.3	Semi standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)=N1	3358.0	Standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CSC(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)=N1	3404.0	Standard polar	33892256
TIAZOFURIN,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O	3394.1	Semi standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O	3514.3	Standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O	3309.7	Standard polar	33892256
TIAZOFURIN,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O)C1O[Si](C)(C)C(C)(C)C	3410.1	Semi standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O)C1O[Si](C)(C)C(C)(C)C	3507.3	Standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O)C1O[Si](C)(C)C(C)(C)C	3294.3	Standard polar	33892256
TIAZOFURIN,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C1O[Si](C)(C)C(C)(C)C	3384.4	Semi standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C1O[Si](C)(C)C(C)(C)C	3449.9	Standard non polar	33892256
TIAZOFURIN,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(CO)OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C1O[Si](C)(C)C(C)(C)C	3242.8	Standard polar	33892256
TIAZOFURIN,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3515.0	Semi standard non polar	33892256
TIAZOFURIN,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3598.6	Standard non polar	33892256
TIAZOFURIN,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(C2=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CS2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3169.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-9240000000-591d3c58fdf05e0e78e4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiazofurin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

286685

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

323701

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. Nicotinamide riboside kinase 1

General function:: Involved in ATP binding
Specific function:: Catalyzes the phosphorylation of nicotinamide riboside (NR) and nicotinic acid riboside (NaR) to form nicotinamide mononucleotide (NMN) and nicotinic acid mononucleotide (NaMN). The enzyme also phosphorylates the antitumor drugs tiazofurin and 3-deazaguanosine.
Gene Name:: NMRK1
Uniprot ID:: Q9NWW6
Molecular weight:: 20152.76

Showing metabocard for Tiazofurin (HMDB0259072)

MOL for HMDB0259072 (Tiazofurin)

3D MOL for HMDB0259072 (Tiazofurin)

3D SDF for HMDB0259072 (Tiazofurin)

3D-SDF for HMDB0259072 (Tiazofurin)

PDB for HMDB0259072 (Tiazofurin)

3D PDB for HMDB0259072 (Tiazofurin)

SMILES for HMDB0259072 (Tiazofurin)

INCHI for HMDB0259072 (Tiazofurin)

Structure for HMDB0259072 (Tiazofurin)

3D Structure for HMDB0259072 (Tiazofurin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

Enzymes