Showing metabocard for 2-Isopropyl-4-methylthiazole (MMDBc0033513)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:51:44 UTC
Update Date2022-08-31 22:36:32 UTC
Metabolite IDMMDBc0033513
Metabolite Identification
Common Name2-Isopropyl-4-methylthiazole
Description4-Methyl-2-(1-methylethyl)thiazole, also known as fema 3555 or 2-isopropyl-4-methyl-thiazole, belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. 2,4-disubstituted thiazoles are compounds containing a thiazole ring substituted at the positions 2 and 3. A 1,3-thiazole that is substituted at positions 2 and 4 by isopropyl and methyl groups, respectively. 4-Methyl-2-(1-methylethyl)thiazole is an earthy, fruit, and green tasting compound. 4-Methyl-2-(1-methylethyl)thiazole has been detected, but not quantified, in several different foods, such as cocoa and cocoa products, fruits, garden tomato, herbs and spices, and mushrooms. This could make 4-methyl-2-(1-methylethyl)thiazole a potential biomarker for the consumption of these foods. A fruit flavour intensifier, it has a peach flavour with distinct vegetable and tropical notes. Present in Indonesian durian fruit (Durio zibethinus), red tomatoes, yeast extract, coriander seed oil, and roast meats. Also used in apricot, nectarine, durian, mango, pear and blackcurrant flavours.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1218ceded0>


  Mrv1652305261923592D          

  9  9  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  4  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1218ceded0>

HMDB0037156
     RDKit          3D
4-Methyl-2-(1-methylethyl)thiazole
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.4075   -0.2725    0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    0.0689    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341    0.7704   -1.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528    0.8749   -1.4255 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.0326   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.2789    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3344    1.0228    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2859   -1.1556   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.2854    0.5591 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114   -1.1471    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -0.5368   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102    0.5859    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926    1.1507   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5317   -0.8325    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    1.4718    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    0.9070    0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021    1.7059   -0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -1.0724   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -2.2069   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -0.8028   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1218ceded0>


  Mrv1652305261923592D          

  9  9  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  4  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033513

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)C1=NC(C)=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NS/c1-5(2)7-8-6(3)4-9-7/h4-5H,1-3H3

> <INCHI_KEY>
OFLXNHNYPQPQKW-UHFFFAOYSA-N

> <FORMULA>
C7H11NS

> <MOLECULAR_WEIGHT>
141.234

> <EXACT_MASS>
141.061220047

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.13964546242505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methyl-2-(propan-2-yl)-1,3-thiazole

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.1299956213333333

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.2201637609212885

> <JCHEM_POLAR_SURFACE_AREA>
12.89

> <JCHEM_REFRACTIVITY>
39.50000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-isopropyl-4-methyl-1,3-thiazole

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f1218ceded0>

HMDB0037156
     RDKit          3D
4-Methyl-2-(1-methylethyl)thiazole
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.4075   -0.2725    0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    0.0689    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341    0.7704   -1.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528    0.8749   -1.4255 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.0326   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.2789    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3344    1.0228    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2859   -1.1556   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.2854    0.5591 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114   -1.1471    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -0.5368   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102    0.5859    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926    1.1507   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5317   -0.8325    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    1.4718    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    0.9070    0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021    1.7059   -0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -1.0724   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -2.2069   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -0.8028   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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PDB for #<Metabolite:0x00007f1218ceded0>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.147  -1.375   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    9  S   UNK     0       1.830  -0.290   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    6    9                                                       
CONECT    5    1    2    7                                                  
CONECT    6    3    4    8                                                  
CONECT    7    5    8    9                                                  
CONECT    8    6    7                                                       
CONECT    9    4    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f1218ceded0>

COMPND    HMDB0037156
HETATM    1  C1  UNL     1       3.408  -0.273   0.690  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.077   0.069   0.035  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.034   0.770  -1.146  1.00  0.00           C  
HETATM    4  S1  UNL     1       0.353   0.875  -1.425  1.00  0.00           S  
HETATM    5  C4  UNL     1      -0.191   0.033  -0.045  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.605  -0.279   0.390  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.334   1.023   0.496  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.286  -1.156  -0.649  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.942  -0.285   0.559  1.00  0.00           N  
HETATM   10  H1  UNL     1       3.311  -1.147   1.352  1.00  0.00           H  
HETATM   11  H2  UNL     1       4.143  -0.537  -0.088  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.710   0.586   1.321  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.893   1.151  -1.731  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.532  -0.833   1.325  1.00  0.00           H  
HETATM   15  H6  UNL     1      -2.106   1.472   1.476  1.00  0.00           H  
HETATM   16  H7  UNL     1      -3.446   0.907   0.421  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.002   1.706  -0.309  1.00  0.00           H  
HETATM   18  H9  UNL     1      -3.380  -1.072  -0.522  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.931  -2.207  -0.479  1.00  0.00           H  
HETATM   20  H11 UNL     1      -2.057  -0.803  -1.670  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    9
CONECT    3    4   13
CONECT    4    5
CONECT    5    6    9    9
CONECT    6    7    8   14
CONECT    7   15   16   17
CONECT    8   18   19   20
END
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SMILES for #<Metabolite:0x00007f1218ceded0>

CC(C)C1=NC(C)=CS1
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INCHI for #<Metabolite:0x00007f1218ceded0>

InChI=1S/C7H11NS/c1-5(2)7-8-6(3)4-9-7/h4-5H,1-3H3
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Synonyms
ValueSource
FEMA 3555ChEBI
Isopropyl methyl thiazoleChEBI
Peach thiazoleChEBI
Tropical thiazoleChEBI
2-Isopropyl-4-methyl-1,3-thiazoleHMDB
2-Isopropyl-4-methyl-thiazoleHMDB
2-Isopropyl-4-methylthiazoleHMDB
4-Methyl-2-(1-methylethyl)-thiazoleHMDB
4-Methyl-2-(1-methylethyl)thiazole, 9ciHMDB
Thiazole, 4-methyl-2-isopropylHMDB
4-Methyl-2-(1-methylethyl)thiazoleChEBI
Molecular FormulaC7H11NS
Average Mass141.234
Monoisotopic Mass141.061220047
IUPAC Name4-methyl-2-(propan-2-yl)-1,3-thiazole
Traditional Name2-isopropyl-4-methyl-1,3-thiazole
CAS Registry Number15679-13-7
SMILES
CC(C)C1=NC(C)=CS1
InChI Identifier
InChI=1S/C7H11NS/c1-5(2)7-8-6(3)4-9-7/h4-5H,1-3H3
InChI KeyOFLXNHNYPQPQKW-UHFFFAOYSA-N