Showing metabocard for 4-Methyl-5-(2-hydroxyethyl)-thiazole (MMDBc0049904)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:45:54 UTC
Update Date2022-12-15 22:52:19 UTC
Metabolite IDMMDBc0049904
Metabolite Identification
Common Name4-Methyl-5-(2-hydroxyethyl)-thiazole
Description5-(2-Hydroxyethyl)-4-methylthiazole, also known as 4-methyl-5-(2'-hydroxyethyl)-thiazole or 4-methyl-5-thiazolethanol, 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. 5-(2-Hydroxyethyl)-4-methylthiazole exists in all living species, ranging from bacteria to humans. 5-(2-Hydroxyethyl)-4-methylthiazole is a sulfur tasting compound. 5-(2-Hydroxyethyl)-4-methylthiazole has been detected, but not quantified, in several different foods, such as kohlrabis, red bell peppers, citrus, avocado, and black-eyed pea. This could make 5-(2-hydroxyethyl)-4-methylthiazole a potential biomarker for the consumption of these foods. A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9b59798>


  Mrv1652304152023112D          

  9  9  0  0  0  0            999 V2000
    1.9078   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627    0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752   -0.6667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9876    0.6027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    1.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5101    0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745   -0.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  5  1  0  0  0  0
  1  2  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9b59798>

HMDB0032985
     RDKit          3D
5-(2-Hydroxyethyl)-4-methylthiazole
 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.9530   -1.5081   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4745   -0.0703   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3026    0.9149   -0.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8773    2.1652   -0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.9584    0.0830 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1512    0.2304    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0190   -0.6840    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2549    0.0329   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756    1.2184    0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8178   -1.8469   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416   -2.1074    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927   -1.6001    0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557    3.1020   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -1.5288   -0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.1076    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121   -0.6744    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215    0.1767   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4123    1.3288    0.7888 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
  6  2  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  7 14  1  0
  7 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9b59798>


  Mrv1652304152023112D          

  9  9  0  0  0  0            999 V2000
    1.9078   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627    0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752   -0.6667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9876    0.6027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -0.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    1.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5101    0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745   -0.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  5  1  0  0  0  0
  1  2  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049904

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(CCO)SC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3

> <INCHI_KEY>
BKAWJIRCKVUVED-UHFFFAOYSA-N

> <FORMULA>
C6H9NOS

> <MOLECULAR_WEIGHT>
143.207

> <EXACT_MASS>
143.040484605

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.923318009148648

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
0.4171596229999998

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.619949149474245

> <JCHEM_PKA_STRONGEST_BASIC>
3.1150787325803235

> <JCHEM_POLAR_SURFACE_AREA>
33.120000000000005

> <JCHEM_REFRACTIVITY>
37.323299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-5-thiazoleethanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00005645c9b59798>

HMDB0032985
     RDKit          3D
5-(2-Hydroxyethyl)-4-methylthiazole
 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.9530   -1.5081   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4745   -0.0703   -0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3026    0.9149   -0.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8773    2.1652   -0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.9584    0.0830 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1512    0.2304    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0190   -0.6840    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2549    0.0329   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756    1.2184    0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8178   -1.8469   -1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416   -2.1074    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927   -1.6001    0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557    3.1020   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727   -1.5288   -0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.1076    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121   -0.6744    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215    0.1767   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4123    1.3288    0.7888 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
  6  2  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  7 14  1  0
  7 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
M  END
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PDB for #<Metabolite:0x00005645c9b59798>

HEADER    PROTEIN                                 15-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-20         0                                  
HETATM    1  C   UNK     0       3.561  -0.340   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.037   1.125   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0       4.807  -1.245   0.000  0.00  0.00           S+0
HETATM    4  N   UNK     0       5.577   1.125   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.053  -0.340   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.132   2.371   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.097  -0.816   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.952   0.215   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.512  -0.261   0.000  0.00  0.00           O+0
CONECT    1    3    2    7                                                  
CONECT    2    1    4    6                                                  
CONECT    3    1    5                                                       
CONECT    4    2    5                                                       
CONECT    5    3    4                                                       
CONECT    6    2                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00005645c9b59798>

COMPND    HMDB0032985
HETATM    1  C1  UNL     1      -1.953  -1.508  -0.115  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.475  -0.070  -0.079  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.303   0.915  -0.207  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.877   2.165  -0.161  1.00  0.00           C  
HETATM    5  S1  UNL     1      -0.199   1.958   0.083  1.00  0.00           S  
HETATM    6  C4  UNL     1      -0.151   0.230   0.110  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.019  -0.684   0.281  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.255   0.033  -0.197  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.476   1.218   0.528  1.00  0.00           O  
HETATM   10  H1  UNL     1      -1.818  -1.847  -1.169  1.00  0.00           H  
HETATM   11  H2  UNL     1      -1.342  -2.107   0.587  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.993  -1.600   0.225  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.456   3.102  -0.254  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.873  -1.529  -0.455  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.097  -1.108   1.267  1.00  0.00           H  
HETATM   16  H7  UNL     1       3.112  -0.674   0.055  1.00  0.00           H  
HETATM   17  H8  UNL     1       2.322   0.177  -1.288  1.00  0.00           H  
HETATM   18  H9  UNL     1       3.412   1.329   0.789  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    6    6
CONECT    3    4    4
CONECT    4    5   13
CONECT    5    6
CONECT    6    7
CONECT    7    8   14   15
CONECT    8    9   16   17
CONECT    9   18
END
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SMILES for #<Metabolite:0x00005645c9b59798>

CC1=C(CCO)SC=N1
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INCHI for #<Metabolite:0x00005645c9b59798>

InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3
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Synonyms
ValueSource
4-Methyl-5-(2'-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-(2-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-thiazolethanolChEBI
HemineurineChEBI
4-Methyl-5-(2-hydroxyethyl)thiazoleKegg
HETKegg
2-(4-Methyl-1,3-thiazol-5-yl)ethanolHMDB
2-(4-Methyl-5-thiazolyl)ethanolHMDB
2-(4-METHYL-thiazol-5-yl)-ethanolHMDB
2-(4-Methylthiazol-5-yl)ethanolHMDB
2-(4-Methylthiazole-5-yl)ethanolHMDB
4-METHYL-5-(beta-hydroxyethyl)-thiazoleHMDB
4-Methyl-5-(beta-hydroxyethyl)thiazoleHMDB
4-Methyl-5-hydroxethylthiazoleHMDB
4-Methyl-5-hydroxyethylthiazoleHMDB
4-Methyl-5-thiazoleethanolHMDB
4-Methyl-5-thiazoleethanol, 9ciHMDB
4-Methyl-5-thiazolylethanolHMDB
4-Metyl-5-(beta-hydroxyethyl)thiazoleHMDB
5-(2-Hydroxyethyl)-4-methylthiazole (sulfurol)HMDB
5-(beta-Hydroxyethyl)-4-methylthiazoleHMDB
5-(Hydroxyethyl)-4-methylthiazoleHMDB
FEMA 3204HMDB
MHTHMDB
SulfurolHMDB
Thiamine breakdown product 4-methyl-5-thiazoleethanol- fromHMDB
Thiamine thiazoleHMDB
Thiazole, 5-(2-hydroxyethyl)-4-methylHMDB
TZEHMDB
Thiamine thiazole hydrochlorideHMDB
Thiamine thiazole phosphateHMDB
4-Methyl-5-(2-thiazoleethanol)HMDB
4-Methyl-5-(β-hydroxyethyl)thiazoleHMDB
5-(Β-hydroxyethyl)-4-methylthiazoleHMDB
THZHMDB
5-(2-Hydroxyethyl)-4-methylthiazoleMeSH
Molecular FormulaC6H9NOS
Average Mass143.207
Monoisotopic Mass143.040484605
IUPAC Name2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol
Traditional Name4-methyl-5-thiazoleethanol
CAS Registry NumberNot Available
SMILES
CC1=C(CCO)SC=N1
InChI Identifier
InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3
InChI KeyBKAWJIRCKVUVED-UHFFFAOYSA-N