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Showing metabocard for 4-methyl-5-(2-phosphonooxyethyl)thiazole (HMDB0304185)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 07:51:27 UTC
Update Date2021-09-24 07:51:27 UTC
HMDB IDHMDB0304185
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-methyl-5-(2-phosphonooxyethyl)thiazole
Description4-metyl-5-(beta-hydroxyethyl)thiazole phosphate, also known as 4-methyl-5-(2-phosphono-oxyethyl)-thiazole, is a member of the class of compounds known as 4,5-disubstituted thiazoles. 4,5-disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only. 4-metyl-5-(beta-hydroxyethyl)thiazole phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 4-metyl-5-(beta-hydroxyethyl)thiazole phosphate can be found in a number of food items such as black-eyed pea, chinese chestnut, fireweed, and japanese pumpkin, which makes 4-metyl-5-(beta-hydroxyethyl)thiazole phosphate a potential biomarker for the consumption of these food products. 4-metyl-5-(beta-hydroxyethyl)thiazole phosphate may be a unique S.cerevisiae (yeast) metabolite.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

  Mrv0541 02231216432D          

 13 13  0  0  0  0            999 V2000
   -2.3232    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    1.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066    0.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    1.3869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4203    0.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    1.6888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.6388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    1.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433    1.9664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
M  END
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3D MOL for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

HMDB0304185
     RDKit          3D
4-methyl-5-(2-phosphonooxyethyl)thiazole
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.1161   -1.4513   -1.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4607   -0.3924   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -0.4559    0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104    0.4860    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.5197    1.2041 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6196    0.6704   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    1.0355   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    0.1897   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.6125   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.2437   -0.3137 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.4197   -1.5296   -1.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630   -0.5945    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7557    0.6430   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.7350   -1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7608   -2.3705   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -1.0577   -1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6880    0.5662    2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537    1.0269   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    2.0934   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    0.3577    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -0.8919   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -0.0862    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654    1.6077   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  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  2  0
 10 12  1  0
 10 13  1  0
  6  2  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
 12 22  1  0
 13 23  1  0
M  END
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3D SDF for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

  Mrv0541 02231216432D          

 13 13  0  0  0  0            999 V2000
   -2.3232    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    1.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066    0.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    1.3869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4203    0.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    1.6888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.6388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    1.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433    1.9664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304185

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CCOP(O)(O)=O)SC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)

> <INCHI_KEY>
OCYMERZCMYJQQO-UHFFFAOYSA-N

> <FORMULA>
C6H10NO4PS

> <MOLECULAR_WEIGHT>
223.187

> <EXACT_MASS>
223.006815015

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
19.249996361885728

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]phosphonic acid

> <ALOGPS_LOGP>
0.09

> <JCHEM_LOGP>
-0.5138435736727225

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.694128920504482

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6125248307259508

> <JCHEM_PKA_STRONGEST_BASIC>
2.5753901399321957

> <JCHEM_POLAR_SURFACE_AREA>
79.64999999999999

> <JCHEM_REFRACTIVITY>
48.1962

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methyl-1,3-thiazol-5-yl)ethoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

HMDB0304185
     RDKit          3D
4-methyl-5-(2-phosphonooxyethyl)thiazole
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.1161   -1.4513   -1.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4607   -0.3924   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -0.4559    0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104    0.4860    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.5197    1.2041 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6196    0.6704   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    1.0355   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    0.1897   -0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.6125   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.2437   -0.3137 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.4197   -1.5296   -1.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630   -0.5945    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7557    0.6430   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.7350   -1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7608   -2.3705   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -1.0577   -1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6880    0.5662    2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537    1.0269   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033    2.0934   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    0.3577    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -0.8919   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -0.0862    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654    1.6077   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  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  2  0
 10 12  1  0
 10 13  1  0
  6  2  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
 12 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.337   4.381   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.481   3.350   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.320   1.819   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.986   1.049   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.653   1.819   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.319   1.049   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0       0.015   1.819   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0       1.348   2.589   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.785   0.485   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.755   3.152   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0      -6.727   1.192   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -7.757   2.337   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -6.987   3.671   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    3   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    2                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

COMPND    HMDB0304185
HETATM    1  C1  UNL     1      -2.116  -1.451  -1.261  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.461  -0.392  -0.229  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.543  -0.456   0.473  1.00  0.00           N  
HETATM    4  C3  UNL     1      -3.810   0.486   1.365  1.00  0.00           C  
HETATM    5  S1  UNL     1      -2.460   1.520   1.204  1.00  0.00           S  
HETATM    6  C4  UNL     1      -1.620   0.670  -0.015  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.321   1.035  -0.643  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.821   0.190  -0.133  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.979   0.613  -0.784  1.00  0.00           O  
HETATM   10  P1  UNL     1       3.335  -0.244  -0.314  1.00  0.00           P  
HETATM   11  O2  UNL     1       3.420  -1.530  -1.137  1.00  0.00           O  
HETATM   12  O3  UNL     1       3.263  -0.594   1.330  1.00  0.00           O  
HETATM   13  O4  UNL     1       4.756   0.643  -0.621  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.007  -1.735  -1.842  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.761  -2.370  -0.752  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.384  -1.058  -1.988  1.00  0.00           H  
HETATM   17  H4  UNL     1      -4.688   0.566   2.036  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.354   1.027  -1.741  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.103   2.093  -0.341  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.970   0.358   0.953  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.649  -0.892  -0.266  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.971  -0.086   1.823  1.00  0.00           H  
HETATM   23  H10 UNL     1       4.465   1.608  -0.650  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    6    6
CONECT    3    4    4
CONECT    4    5   17
CONECT    5    6
CONECT    6    7
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   22
CONECT   13   23
END
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SMILES for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

CC1=C(CCOP(O)(O)=O)SC=N1
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INCHI for HMDB0304185 (4-methyl-5-(2-phosphonooxyethyl)thiazole)

InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-Methyl-5-(2-phosphoethyl)-thiazoleChEBI
4-Methyl-5-(2-phosphono-oxyethyl)-thiazoleChEBI
4-Methyl-5-(2-phosphonooxyethyl)-thiazoleChEBI
PHOSPHORIC ACID mono-[2-(4-methyl-thiazol-5-yl)-ethyl] esterChEBI
4-Methyl-5-(2-phosphonooxyethyl)thiazoleKegg
5-(2-Hydroxyethyl)-4-methylthiazole phosphateKegg
HET-pKegg
PHOSPHate mono-[2-(4-methyl-thiazol-5-yl)-ethyl] esterGenerator
5-(2-Hydroxyethyl)-4-methylthiazole phosphoric acidGenerator
4-Methyl-5-hydroxyethylthiazole phosphoric acidGenerator
4-METHYL-5-hydroxyethylthiazole phosphATEChEBI
4-Metyl-5-(b-hydroxyethyl)thiazole phosphateGenerator
4-Metyl-5-(b-hydroxyethyl)thiazole phosphoric acidGenerator
4-Metyl-5-(beta-hydroxyethyl)thiazole phosphoric acidGenerator
4-Metyl-5-(β-hydroxyethyl)thiazole phosphateGenerator
4-Metyl-5-(β-hydroxyethyl)thiazole phosphoric acidGenerator
Chemical FormulaC6H10NO4PS
Average Molecular Weight223.187
Monoisotopic Molecular Weight223.006815015
IUPAC Name[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]phosphonic acid
Traditional Name2-(4-methyl-1,3-thiazol-5-yl)ethoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CC1=C(CCOP(O)(O)=O)SC=N1
InChI Identifier
InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)
InChI KeyOCYMERZCMYJQQO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-Disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassThiazoles
Direct Parent4,5-disubstituted thiazoles
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • 4,5-disubstituted 1,3-thiazole
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03145
Phenol Explorer Compound IDNot Available
FooDB IDFDB030511
KNApSAcK IDC00007608
Chemspider ID1105
KEGG Compound IDC04327
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID17857
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available