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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:44:46 UTC

Update Date

2021-09-26 23:09:46 UTC

HMDB ID

HMDB0255169

Secondary Accession Numbers

None

Metabolite Identification

Common Name

n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole

Description

n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole, also known as 6-OH-bta-1 or 11C-PIB, belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). Based on a literature review very few articles have been published on n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole 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

HMDB0255169
     RDKit          3D
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.0284   -0.4226    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    0.1026    0.9664 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    0.0461    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    0.5295    1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.4577    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -0.1042   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.2165   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    1.4653   -1.1831 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    0.9285   -0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    1.4884   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2098    0.8655   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    1.4522   -1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -0.3360   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -0.9141    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -0.2666   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.6798    0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.5125    1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.6009   -1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015   -0.5297   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -0.0871   -0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -0.1189    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9919   -1.5386    0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.5298    1.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595    0.9900    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    0.8552    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4307   -0.7548   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0927    2.4311   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8159    2.0924   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0397   -0.8254    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8945   -1.8557    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.6763    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -1.0167    2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221   -2.4842    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.0522   -2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363   -0.9134   -1.2707 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 16  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

  Mrv1652309112116452D          

 19 21  0  0  0  0            999 V2000
   -4.3409   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 15 18  1  0  0  0  0
 10 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255169

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1=CC=C(C=C1)C1SC2=C(C=CC(O)=C2)N1C

> <INCHI_IDENTIFIER>
InChI=1S/C15H16N2OS/c1-16-11-5-3-10(4-6-11)15-17(2)13-8-7-12(18)9-14(13)19-15/h3-9,15-16,18H,1-2H3

> <INCHI_KEY>
OKPLJXUHPYGZAL-UHFFFAOYSA-N

> <FORMULA>
C15H16N2OS

> <MOLECULAR_WEIGHT>
272.37

> <EXACT_MASS>
272.098334317

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.987066444617717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-2-[4-(methylamino)phenyl]-2,3-dihydro-1,3-benzothiazol-6-ol

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
3.3695070069999997

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.278262569513247

> <JCHEM_PKA_STRONGEST_BASIC>
4.61191403698717

> <JCHEM_POLAR_SURFACE_AREA>
35.5

> <JCHEM_REFRACTIVITY>
83.04240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-2-[4-(methylamino)phenyl]-2H-1,3-benzothiazol-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255169
     RDKit          3D
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.0284   -0.4226    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    0.1026    0.9664 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    0.0461    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    0.5295    1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.4577    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -0.1042   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.2165   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    1.4653   -1.1831 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    0.9285   -0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    1.4884   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2098    0.8655   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    1.4522   -1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -0.3360   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -0.9141    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -0.2666   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.6798    0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.5125    1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.6009   -1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015   -0.5297   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -0.0871   -0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -0.1189    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9919   -1.5386    0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.5298    1.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595    0.9900    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    0.8552    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4307   -0.7548   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0927    2.4311   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8159    2.0924   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0397   -0.8254    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8945   -1.8557    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.6763    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -1.0167    2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221   -2.4842    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.0522   -2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363   -0.9134   -1.2707 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 16  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -8.103  -2.637   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -7.333  -1.303   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -5.793  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.483  -2.637   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.023  -2.637   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0      -0.268  -0.057   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   13                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    9                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11                                                       
CONECT   18   15                                                            
CONECT   19   10                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0255169
HETATM    1  C1  UNL     1       6.028  -0.423   0.159  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.949   0.103   0.966  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.616   0.046   0.542  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.549   0.529   1.267  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.247   0.458   0.819  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.956  -0.104  -0.381  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.397  -0.217  -0.923  1.00  0.00           C  
HETATM    8  S1  UNL     1      -1.134   1.465  -1.183  1.00  0.00           S  
HETATM    9  C7  UNL     1      -2.803   0.929  -0.855  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.006   1.488  -1.164  1.00  0.00           C  
HETATM   11  C9  UNL     1      -5.210   0.865  -0.818  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.421   1.452  -1.142  1.00  0.00           O  
HETATM   13  C10 UNL     1      -5.096  -0.336  -0.153  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.888  -0.914   0.167  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.683  -0.267  -0.192  1.00  0.00           C  
HETATM   16  N2  UNL     1      -1.361  -0.680   0.055  1.00  0.00           N  
HETATM   17  C13 UNL     1      -0.994  -1.513   1.213  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.007  -0.601  -1.137  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.302  -0.530  -0.692  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.981  -0.087  -0.890  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.013  -0.119   0.556  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.992  -1.539   0.221  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.187   0.530   1.883  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.759   0.990   2.245  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.448   0.855   1.434  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.431  -0.755  -1.868  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.093   2.431  -1.686  1.00  0.00           H  
HETATM   28  H9  UNL     1      -6.816   2.092  -0.439  1.00  0.00           H  
HETATM   29  H10 UNL     1      -6.040  -0.825   0.119  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.894  -1.856   0.689  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.090  -1.676   1.244  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.274  -1.017   2.164  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.522  -2.484   1.146  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.800  -1.052  -2.095  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.136  -0.913  -1.271  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   18
CONECT    7    8   16   26
CONECT    8    9
CONECT    9   10   10   15
CONECT   10   11   27
CONECT   11   12   13   13
CONECT   12   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16
CONECT   16   17
CONECT   17   31   32   33
CONECT   18   19   19   34
CONECT   19   35
END

HMDB0255169
     RDKit          3D
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.0284   -0.4226    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    0.1026    0.9664 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    0.0461    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    0.5295    1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.4577    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -0.1042   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.2165   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    1.4653   -1.1831 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    0.9285   -0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    1.4884   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2098    0.8655   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    1.4522   -1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -0.3360   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -0.9141    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -0.2666   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.6798    0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.5125    1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072   -0.6009   -1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015   -0.5297   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -0.0871   -0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -0.1189    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9919   -1.5386    0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.5298    1.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595    0.9900    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    0.8552    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4307   -0.7548   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0927    2.4311   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8159    2.0924   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0397   -0.8254    0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8945   -1.8557    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.6763    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -1.0167    2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5221   -2.4842    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.0522   -2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1363   -0.9134   -1.2707 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 16  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4'-(Methylamino)phenyl)-6-hydroxybenzothiazole	HMDB
6-OH-BTA-1	HMDB
(11C)6-OH-BTA-1	HMDB
11C-PIB	HMDB
N-Methyl-(11C)2-(4'-(methylamino)phenyl)-6-hydroxybenzothiazole	HMDB
((11)C)PIB	HMDB
Pittsburgh compound b	HMDB
PIB benzothiazole	HMDB

Chemical Formula

C₁₅H₁₆N₂OS

Average Molecular Weight

272.37

Monoisotopic Molecular Weight

272.098334317

IUPAC Name

3-methyl-2-[4-(methylamino)phenyl]-2,3-dihydro-1,3-benzothiazol-6-ol

Traditional Name

3-methyl-2-[4-(methylamino)phenyl]-2H-1,3-benzothiazol-6-ol

CAS Registry Number

Not Available

SMILES

CNC1=CC=C(C=C1)C1SC2=C(C=CC(O)=C2)N1C

InChI Identifier

InChI=1S/C15H16N2OS/c1-16-11-5-3-10(4-6-11)15-17(2)13-8-7-12(18)9-14(13)19-15/h3-9,15-16,18H,1-2H3

InChI Key

OKPLJXUHPYGZAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazoles

Sub Class

Not Available

Direct Parent

Benzothiazoles

Alternative Parents

Substituents

1,3-benzothiazole
1,2-benzothiazole
Benzo-thiazole
Aryl thioether
Phenylalkylamine
Aniline or substituted anilines
Dialkylarylamine
1-hydroxy-2-unsubstituted benzenoid
Alkylarylthioether
Secondary aliphatic/aromatic amine
Benzenoid
Monocyclic benzene moiety
Thiazole
Azacycle
Thioether
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.23	ALOGPS
logP	3.37	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	4.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	35.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.04 m³·mol⁻¹	ChemAxon
Polarizability	29.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	159.507	30932474
DeepCCS	[M-H]-	157.149	30932474
DeepCCS	[M-2H]-	190.574	30932474
DeepCCS	[M+Na]+	165.822	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole	CNC1=CC=C(C=C1)C1SC2=C(C=CC(O)=C2)N1C	3422.6	Standard polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole	CNC1=CC=C(C=C1)C1SC2=C(C=CC(O)=C2)N1C	2711.3	Standard non polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole	CNC1=CC=C(C=C1)C1SC2=C(C=CC(O)=C2)N1C	2800.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C)C=C1	2807.2	Semi standard non polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C)C=C1	2652.9	Standard non polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C)C=C1	2950.8	Standard polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TBDMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C(C)(C)C)C=C1	3265.6	Semi standard non polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TBDMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C(C)(C)C)C=C1	3103.1	Standard non polar	33892256
n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole,2TBDMS,isomer #1	CN1C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2SC1C1=CC=C(N(C)[Si](C)(C)C(C)(C)C)C=C1	3184.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abc-1590000000-16b990b699ece1d83f9f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129887057

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 ]

Showing metabocard for n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole (HMDB0255169)

MOL for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

3D MOL for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

3D SDF for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

3D-SDF for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

PDB for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

3D PDB for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

SMILES for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

INCHI for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

Structure for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

3D Structure for HMDB0255169 (n-methyl-2-(4'-methylaminophenyl)-6-hydroxybenzothiazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra