Showing metabocard for 4-Methyl-5-(2-phosphonooxyethyl)thiazole (MMDBc0032962)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:29:03 UTC
Update Date2022-08-31 21:49:42 UTC
Metabolite IDMMDBc0032962
Metabolite Identification
Common Name4-Methyl-5-(2-phosphonooxyethyl)thiazole
Description4-Methyl-5-(2-phosphonooxyethyl)thiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. 4-Methyl-5-(2-phosphonooxyethyl)thiazole is also an intermediate in thiamine biosynthesis pathway. [PMID: 12358442 ] [Biocyc THISYNARA-PWY]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000559d050305a0>


  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
Download

3D MOL for #<Metabolite:0x0000559d050305a0>

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
Download

3D SDF for #<Metabolite:0x0000559d050305a0>


  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>
MMDBc0032962

> <DATABASE_NAME>
MIME

> <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 #<Metabolite:0x0000559d050305a0>

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
Download

PDB for #<Metabolite:0x0000559d050305a0>

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 #<Metabolite:0x0000559d050305a0>

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 #<Metabolite:0x0000559d050305a0>

CC1=C(CCOP(O)(O)=O)SC=N1
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INCHI for #<Metabolite:0x0000559d050305a0>

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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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
Molecular FormulaC6H10NO4PS
Average Mass223.187
Monoisotopic Mass223.006815015
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