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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (18) Show 18 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:31 UTC

Update Date

2020-02-26 21:39:15 UTC

HMDB ID

HMDB0013938

Secondary Accession Numbers

HMDB13938

Metabolite Identification

Common Name

Promazine 5-sulfoxide

Description

Promazine 5-sulfoxide 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. Promazine 5-sulfoxide is a very strong basic compound (based on its pKa). Promazine 5-sulfoxide is a metabolite of Promazine. Promazine 5-sulfoxide is only found in individuals that have used or taken Promazine. 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.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0013938
     RDKit          3D
Promazine 5-sulfoxide
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.2165   -0.8963    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.6803    0.9528 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832    0.6182    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.8460    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    0.2895   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851    0.1304   -1.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.1204   -0.7244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883    1.3514   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    2.5528   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557    3.7811   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1624    3.8547    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    2.6793    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    1.4762    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3206    0.0644    1.0440 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.7819    0.1897    0.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.3451    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -2.5687    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -3.6913   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -3.5559   -0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983   -2.3111   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.1413   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224   -1.5483    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7231    0.0455   -0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9302   -1.4706   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    0.5578    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    0.8508    2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4660    1.4278    0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -0.8610    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -1.7691   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.2610   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094    0.1175   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    1.0742   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512   -0.6364   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    2.6053   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    4.6770   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    4.8060    1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939    2.7515    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.6517    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -4.6918    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -4.4156   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0105   -2.2016   -1.6290 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 13  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

420
  Mrv0541 02271201062D          

 21 23  0  0  0  0            999 V2000
    3.6959   -2.3626    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -0.7784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.5979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -1.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -1.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -0.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -0.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -2.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -2.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7539    1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    2.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842   -1.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842   -1.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -3.1548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3 15  1  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
  1 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013938

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C2=CC=CC=C2S(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2OS/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)21(20)17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3

> <INCHI_KEY>
KSHDHDWHIWBNHA-UHFFFAOYSA-N

> <FORMULA>
C17H20N2OS

> <MOLECULAR_WEIGHT>
300.418

> <EXACT_MASS>
300.129633962

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.51231066452834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[3-(dimethylamino)propyl]-10H-5λ⁴-phenothiazin-5-one

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
2.556813509

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.796976960833007

> <JCHEM_POLAR_SURFACE_AREA>
23.55

> <JCHEM_REFRACTIVITY>
90.32320000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-[3-(dimethylamino)propyl]-5λ⁴-phenothiazin-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013938
     RDKit          3D
Promazine 5-sulfoxide
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.2165   -0.8963    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.6803    0.9528 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832    0.6182    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.8460    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    0.2895   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851    0.1304   -1.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.1204   -0.7244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883    1.3514   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    2.5528   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557    3.7811   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1624    3.8547    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    2.6793    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    1.4762    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3206    0.0644    1.0440 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.7819    0.1897    0.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.3451    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -2.5687    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -3.6913   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -3.5559   -0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983   -2.3111   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.1413   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224   -1.5483    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7231    0.0455   -0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9302   -1.4706   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    0.5578    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    0.8508    2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4660    1.4278    0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -0.8610    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -1.7691   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.2610   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094    0.1175   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    1.0742   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512   -0.6364   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    2.6053   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    4.6770   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    4.8060    1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939    2.7515    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.6517    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -4.6918    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -4.4156   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0105   -2.2016   -1.6290 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 13  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 420                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  S   UNK     0       6.899  -4.410   0.000  0.00  0.00           S+0
HETATM    2  N   UNK     0       6.899  -1.453   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.460   2.983   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.899   0.026   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.180   0.765   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.180   2.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.180  -2.192   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.619  -2.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.180  -3.671   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.619  -3.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.501  -1.402   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.297  -1.402   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.501  -4.461   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -4.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.741   2.244   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.460   4.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.841  -2.162   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.957  -2.162   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.841  -3.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.957  -3.702   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.899  -5.889   0.000  0.00  0.00           O+0
CONECT    1    9   10   21                                                  
CONECT    2    4    7    8                                                  
CONECT    3    6   15   16                                                  
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    3    5                                                       
CONECT    7    2    9   11                                                  
CONECT    8    2   10   12                                                  
CONECT    9    1    7   13                                                  
CONECT   10    1    8   14                                                  
CONECT   11    7   17                                                       
CONECT   12    8   18                                                       
CONECT   13    9   19                                                       
CONECT   14   10   20                                                       
CONECT   15    3                                                            
CONECT   16    3                                                            
CONECT   17   11   19                                                       
CONECT   18   12   20                                                       
CONECT   19   13   17                                                       
CONECT   20   14   18                                                       
CONECT   21    1                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0013938
HETATM    1  C1  UNL     1       4.216  -0.896   0.072  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.079  -0.680   0.953  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.183   0.618   1.585  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.843  -0.846   0.221  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.651   0.289  -0.798  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.385   0.130  -1.551  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.825   0.120  -0.724  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.288   1.351  -0.203  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.628   2.553  -0.497  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.056   3.781  -0.004  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.162   3.855   0.803  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.820   2.679   1.098  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.382   1.476   0.601  1.00  0.00           C  
HETATM   14  S1  UNL     1      -3.321   0.064   1.044  1.00  0.00           S  
HETATM   15  O1  UNL     1      -4.782   0.190   0.647  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.560  -1.345   0.287  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.122  -2.569   0.510  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.573  -3.691  -0.043  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.455  -3.556  -0.817  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.898  -2.311  -1.032  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.437  -1.141  -0.481  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.922  -1.548   0.634  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.723   0.045  -0.171  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.930  -1.471  -0.836  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.086   0.558   2.263  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.337   0.851   2.223  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.466   1.428   0.861  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.960  -0.861   0.880  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.982  -1.769  -0.378  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.846   1.261  -0.339  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.509   0.117  -1.517  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.238   1.074  -2.188  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.451  -0.636  -2.312  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.226   2.605  -1.119  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.506   4.677  -0.265  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.494   4.806   1.186  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.694   2.751   1.739  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.021  -2.652   1.136  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.015  -4.692   0.127  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.987  -4.416  -1.274  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.011  -2.202  -1.629  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   34
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   13   37
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   17   21
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20   40
CONECT   20   21   21   41
END

HMDB0013938
     RDKit          3D
Promazine 5-sulfoxide
 41 43  0  0  0  0  0  0  0  0999 V2000
    4.2165   -0.8963    0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.6803    0.9528 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832    0.6182    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.8460    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    0.2895   -0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851    0.1304   -1.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.1204   -0.7244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883    1.3514   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6279    2.5528   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557    3.7811   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1624    3.8547    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8203    2.6793    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    1.4762    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3206    0.0644    1.0440 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.7819    0.1897    0.6469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.3451    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -2.5687    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -3.6913   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -3.5559   -0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983   -2.3111   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.1413   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224   -1.5483    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7231    0.0455   -0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9302   -1.4706   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    0.5578    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3369    0.8508    2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4660    1.4278    0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -0.8610    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -1.7691   -0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.2610   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094    0.1175   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    1.0742   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512   -0.6364   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    2.6053   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    4.6770   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    4.8060    1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939    2.7515    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.6517    1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -4.6918    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -4.4156   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0105   -2.2016   -1.6290 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 13  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Promazine 5-sulphoxide	Generator

Chemical Formula

C₁₇H₂₀N₂OS

Average Molecular Weight

300.418

Monoisotopic Molecular Weight

300.129633962

IUPAC Name

10-[3-(dimethylamino)propyl]-10H-5λ⁴-phenothiazin-5-one

Traditional Name

10-[3-(dimethylamino)propyl]-5λ⁴-phenothiazin-5-one

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C2=CC=CC=C2S(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C17H20N2OS/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)21(20)17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3

InChI Key

KSHDHDWHIWBNHA-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
Tertiary aliphatic/aromatic amine
Para-thiazine
Benzenoid
Sulfoxide
Tertiary amine
Tertiary aliphatic amine
Azacycle
Sulfinyl compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013938)
Kidney (HMDB: HMDB0013938)

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013938)

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
Water Solubility	1.13 g/L	ALOGPS
logP	1.87	ALOGPS
logP	2.56	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	8.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.32 m³·mol⁻¹	ChemAxon
Polarizability	33.51 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
DarkChem	[M+H]+	170.544	31661259
DarkChem	[M-H]-	168.72	31661259
DeepCCS	[M-2H]-	194.41	30932474
DeepCCS	[M+Na]+	169.975	30932474
AllCCS	[M+H]+	170.0	32859911
AllCCS	[M+H-H2O]+	166.8	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	171.5	32859911
AllCCS	[M+Na-2H]-	171.2	32859911
AllCCS	[M+HCOO]-	171.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Promazine 5-sulfoxide	CN(C)CCCN1C2=CC=CC=C2S(=O)C2=CC=CC=C12	3584.0	Standard polar	33892256
Promazine 5-sulfoxide	CN(C)CCCN1C2=CC=CC=C2S(=O)C2=CC=CC=C12	2629.5	Standard non polar	33892256
Promazine 5-sulfoxide	CN(C)CCCN1C2=CC=CC=C2S(=O)C2=CC=CC=C12	2465.5	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 - Promazine 5-sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9380000000-7d6a68e5a6c7a3a51d71	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Promazine 5-sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Promazine 5-sulfoxide 10V, Positive-QTOF	splash10-0udi-1029000000-afe3cccf39f0502a5765	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 20V, Positive-QTOF	splash10-0kdr-7953000000-43174041b35922992afb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 40V, Positive-QTOF	splash10-00ko-9160000000-32614c6263aa069d75f2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 10V, Negative-QTOF	splash10-0002-0090000000-ce99034b1ac6430aa338	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 20V, Negative-QTOF	splash10-01r2-1390000000-fea9986254e55f912ff7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 40V, Negative-QTOF	splash10-03di-2490000000-d0d3b9334730de1df782	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 10V, Negative-QTOF	splash10-0f6t-0090000000-d1c2817dce024b65d616	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 20V, Negative-QTOF	splash10-0002-0090000000-b3db9dd1151ed99fe2ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 40V, Negative-QTOF	splash10-03fu-0980000000-20be3e9a68d474376976	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 10V, Positive-QTOF	splash10-0udi-1009000000-583adfd3f788a9513bb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 20V, Positive-QTOF	splash10-000i-9002000000-c8ee86d9aa2cd106ee5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Promazine 5-sulfoxide 40V, Positive-QTOF	splash10-0a4r-9000000000-f7a2b88a96a82761d8ae	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

476589

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

547559

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

Not Available

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Enzyme Details

4. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Enzyme Details

5. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Enzyme Details

6. D(4) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

References

Enzyme Details

7. 5-hydroxytryptamine receptor 2A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

References

Enzyme Details

8. 5-hydroxytryptamine receptor 2C

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system
Gene Name:: HTR2C
Uniprot ID:: P28335
Molecular weight:: 51820.7

References

Enzyme Details

9. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Enzyme Details

10. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Only showing the first 10 proteins. There are 18 proteins in total.

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Showing metabocard for Promazine 5-sulfoxide (HMDB0013938)

MOL for HMDB0013938 (Promazine 5-sulfoxide)

3D MOL for HMDB0013938 (Promazine 5-sulfoxide)

3D SDF for HMDB0013938 (Promazine 5-sulfoxide)

3D-SDF for HMDB0013938 (Promazine 5-sulfoxide)

PDB for HMDB0013938 (Promazine 5-sulfoxide)

3D PDB for HMDB0013938 (Promazine 5-sulfoxide)

SMILES for HMDB0013938 (Promazine 5-sulfoxide)

INCHI for HMDB0013938 (Promazine 5-sulfoxide)

Structure for HMDB0013938 (Promazine 5-sulfoxide)

3D Structure for HMDB0013938 (Promazine 5-sulfoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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