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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:18:15 UTC

Update Date

2021-09-26 22:56:55 UTC

HMDB ID

HMDB0247296

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol

Description

8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol, also known as 7,8-DHCPZ or 7,8-dihydroxychlorpromazine monohydrochloride, belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Based on a literature review very few articles have been published on 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 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

HMDB0247296
     RDKit          3D
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.6600    0.6271   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468    0.6790   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538    1.7659    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.5940    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147   -0.6923    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.4408   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309112102182D          

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M  END
> <DATABASE_ID>
HMDB0247296

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C2=CC(O)=C(O)C=C2SC2=C1C=C(Cl)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H19ClN2O2S/c1-19(2)6-3-7-20-12-8-11(18)4-5-16(12)23-17-10-15(22)14(21)9-13(17)20/h4-5,8-10,21-22H,3,6-7H2,1-2H3

> <INCHI_KEY>
ZCBSXRWEKNAYOU-UHFFFAOYSA-N

> <FORMULA>
C17H19ClN2O2S

> <MOLECULAR_WEIGHT>
350.86

> <EXACT_MASS>
350.0855767

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.48128434555828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazine-2,3-diol

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
3.38549283651077

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.05015300990907

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.614757478564893

> <JCHEM_PKA_STRONGEST_BASIC>
8.987906501503927

> <JCHEM_POLAR_SURFACE_AREA>
46.94

> <JCHEM_REFRACTIVITY>
97.7181

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247296
     RDKit          3D
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.6600    0.6271   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468    0.6790   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538    1.7659    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.5940    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147   -0.6923    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.4408   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9162   -0.5523   -0.2940 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1149    3.0571    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8338    4.2352    0.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884    3.0581   -0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    4.3021   -0.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737    1.8674   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    0.6390   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
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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      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.335   3.080   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       2.667   4.620   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      -2.667   7.700   0.000  0.00  0.00          Cl+0
HETATM   22  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   11                                                            
CONECT   23   10                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0247296
HETATM    1  C1  UNL     1       4.660   0.627  -0.725  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.247   0.679  -0.394  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.054   1.766   0.520  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.868  -0.594   0.120  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.415  -0.692   0.510  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.487  -0.441  -0.633  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.916  -0.552  -0.294  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.483  -1.849  -0.134  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.642  -2.921  -0.365  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.058  -4.254  -0.255  1.00  0.00           C  
HETATM   11 CL1  UNL     1       0.038  -5.585  -0.554  1.00  0.00          CL  
HETATM   12  C9  UNL     1      -2.366  -4.493   0.098  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.202  -3.441   0.326  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.758  -2.155   0.209  1.00  0.00           C  
HETATM   15  S1  UNL     1      -3.925  -0.821   0.514  1.00  0.00           S  
HETATM   16  C12 UNL     1      -3.002   0.669   0.253  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.701   1.835   0.437  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.115   3.057   0.280  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.834   4.235   0.469  1.00  0.00           O  
HETATM   20  C15 UNL     1      -1.788   3.058  -0.072  1.00  0.00           C  
HETATM   21  O2  UNL     1      -1.181   4.302  -0.235  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.074   1.867  -0.260  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.684   0.639  -0.097  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.841   0.307  -1.769  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.181  -0.138  -0.088  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.167   1.593  -0.521  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.219   2.424   0.202  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.886   1.391   1.539  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.953   2.440   0.579  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.139  -1.359  -0.655  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.506  -0.818   0.999  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.222  -1.612   1.074  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.304   0.125   1.305  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.783   0.527  -1.079  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.771  -1.170  -1.462  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.380  -2.824  -0.651  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.734  -5.528   0.196  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.220  -3.648   0.600  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.747   1.829   0.715  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.426   5.134   0.359  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.209   4.360  -0.493  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.052   2.030  -0.523  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4
CONECT    3   27   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   23
CONECT    8    9    9   14
CONECT    9   10   36
CONECT   10   11   12   12
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15
CONECT   15   16
CONECT   16   17   17   23
CONECT   17   18   39
CONECT   18   19   20   20
CONECT   19   40
CONECT   20   21   22
CONECT   21   41
CONECT   22   23   23   42
END

HMDB0247296
     RDKit          3D
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.6600    0.6271   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468    0.6790   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538    1.7659    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.5940    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147   -0.6923    0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -0.4408   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9162   -0.5523   -0.2940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4835   -1.8485   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -2.9214   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584   -4.2542   -0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383   -5.5848   -0.5539 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3663   -4.4930    0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2022   -3.4413    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7576   -2.1546    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -0.8211    0.5141 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.6690    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7012    1.8353    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149    3.0571    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8338    4.2352    0.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884    3.0581   -0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    4.3021   -0.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737    1.8674   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    0.6390   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8407    0.3069   -1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1806   -0.1375   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    1.5931   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190    2.4236    0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858    1.3909    1.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530    2.4404    0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386   -1.3595   -0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.8181    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2217   -1.6120    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3037    0.1246    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    0.5270   -1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7712   -1.1695   -1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802   -2.8240   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341   -5.5278    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199   -3.6483    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7466    1.8288    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    5.1343    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    4.3599   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    2.0304   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23  7  1  0
 14  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 17 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,8-DHCPZ	HMDB
7,8-DIOH CPZ	HMDB
7,8-Dihydroxychlorpromazine monohydrochloride	HMDB

Chemical Formula

C₁₇H₁₉ClN₂O₂S

Average Molecular Weight

350.86

Monoisotopic Molecular Weight

350.0855767

IUPAC Name

8-chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazine-2,3-diol

Traditional Name

8-chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C2=CC(O)=C(O)C=C2SC2=C1C=C(Cl)C=C2

InChI Identifier

InChI=1S/C17H19ClN2O2S/c1-19(2)6-3-7-20-12-8-11(18)4-5-16(12)23-17-10-15(22)14(21)9-13(17)20/h4-5,8-10,21-22H,3,6-7H2,1-2H3

InChI Key

ZCBSXRWEKNAYOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Para-thiazine
Aryl chloride
Aryl halide
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Thioether
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen 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	4.12	ALOGPS
logP	3.39	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.72 m³·mol⁻¹	ChemAxon
Polarizability	36.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.61	30932474
DeepCCS	[M-H]-	172.252	30932474
DeepCCS	[M-2H]-	205.137	30932474
DeepCCS	[M+Na]+	180.703	30932474
AllCCS	[M+H]+	177.1	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	179.7	32859911
AllCCS	[M+Na]+	180.4	32859911
AllCCS	[M-H]-	176.4	32859911
AllCCS	[M+Na-2H]-	175.8	32859911
AllCCS	[M+HCOO]-	175.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.8702 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.0 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	855.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	215.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	147.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	395.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	430.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	771.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	838.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	195.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1068.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	500.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	383.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	30.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol	CN(C)CCCN1C2=CC(O)=C(O)C=C2SC2=C1C=C(Cl)C=C2	3983.0	Standard polar	33892256
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol	CN(C)CCCN1C2=CC(O)=C(O)C=C2SC2=C1C=C(Cl)C=C2	2788.6	Standard non polar	33892256
8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol	CN(C)CCCN1C2=CC(O)=C(O)C=C2SC2=C1C=C(Cl)C=C2	3052.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9242000000-1025912a512f90c45a09	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 10V, Positive-QTOF	splash10-0udi-2009000000-4c92e4b66ac6aa80fa55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 20V, Positive-QTOF	splash10-052r-9001000000-ee1974da87ecbdf3a49e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 40V, Positive-QTOF	splash10-0a4i-9010000000-26fbd5a6be1aef316012	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 10V, Negative-QTOF	splash10-0002-0009000000-8c86de3aa74ee1b9c166	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 20V, Negative-QTOF	splash10-01ot-1079000000-686399f2b98cf9c0d761	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol 40V, Negative-QTOF	splash10-001i-9030000000-bf575480bb1a5a27b5e6	2021-10-12	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

140595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159916

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 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol (HMDB0247296)

MOL for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

3D MOL for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

3D SDF for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

3D-SDF for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

PDB for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

3D PDB for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

SMILES for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

INCHI for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

Structure for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

3D Structure for HMDB0247296 (8-Chloro-10-[3-(dimethylamino)propyl]phenothiazine-2,3-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra