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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015068

Secondary Accession Numbers

HMDB15068

Metabolite Identification

Common Name

Mesoridazine

Description

Mesoridazine is only found in individuals that have used or taken this drug. It is a phenothiazine antipsychotic with effects similar to chlorpromazine. [PubChem]Based upon animal studies, mesoridazine, as with other phenothiazines, acts indirectly on reticular formation, whereby neuronal activity into reticular formation is reduced without affecting its intrinsic ability to activate the cerebral cortex. In addition, the phenothiazines exhibit at least part of their activities through depression of hypothalamic centers. Neurochemically, the phenothiazines are thought to exert their effects by a central adrenergic blocking action.

Structure

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

933
  Mrv0541 02231215072D          

 26 29  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 21  1  0  0  0  0
  2 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

HMDB0015068
     RDKit          3D
Mesoridazine
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.3366   -0.6327   -2.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.0461   -1.5554 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.3411   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -1.6062   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -1.7967    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.6517   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989   -0.2318   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    0.8243    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    0.9752    1.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796    1.3468    0.7933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791    2.7020    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    3.6039    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1264    4.9539    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    5.4236   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751    4.5590   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    3.2308   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773    2.1758   -0.6111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119    0.6089    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -0.3533    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404   -1.5846    0.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -1.8637    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333   -3.4532    1.8617 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7435   -4.5549    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -4.0138    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.8924    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    0.3702    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7663   -1.6344   -2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320   -0.6558   -3.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    0.0433   -3.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962   -0.4464   -1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1364    0.4742   -0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -2.4750   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887   -1.5602    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657   -2.8507    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -1.0941    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1554    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286   -2.2288   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1118   -1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565    1.7891   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    0.7702    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371    1.8483    2.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2926    0.1722    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    3.3375    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    5.6189    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    6.4553   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    4.8846   -1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1598   -0.1375   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019   -2.3514    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8901   -5.6318    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541   -4.3246    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682   -4.3773   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -1.1102    1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
  7  2  1  0
 26 10  1  0
 16 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 25 52  1  0
M  END

933
  Mrv0541 02231215072D          

 26 29  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 21  1  0  0  0  0
  2 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015068

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

> <INCHI_KEY>
SLVMESMUVMCQIY-UHFFFAOYSA-N

> <FORMULA>
C21H26N2OS2

> <MOLECULAR_WEIGHT>
386.574

> <EXACT_MASS>
386.148654844

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83188202921023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.5745034059999994

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.35915678816086

> <JCHEM_PKA_STRONGEST_BASIC>
8.191346147016775

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
115.12530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mesoridazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015068
     RDKit          3D
Mesoridazine
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.3366   -0.6327   -2.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.0461   -1.5554 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.3411   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -1.6062   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -1.7967    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.6517   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989   -0.2318   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    0.8243    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    0.9752    1.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796    1.3468    0.7933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791    2.7020    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    3.6039    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1264    4.9539    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    5.4236   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751    4.5590   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    3.2308   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773    2.1758   -0.6111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119    0.6089    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -0.3533    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404   -1.5846    0.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -1.8637    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333   -3.4532    1.8617 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7435   -4.5549    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -4.0138    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.8924    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    0.3702    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7663   -1.6344   -2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320   -0.6558   -3.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    0.0433   -3.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962   -0.4464   -1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1364    0.4742   -0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -2.4750   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887   -1.5602    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657   -2.8507    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -1.0941    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1554    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286   -2.2288   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1118   -1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565    1.7891   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    0.7702    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371    1.8483    2.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2926    0.1722    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    3.3375    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    5.6189    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    6.4553   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    4.8846   -1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1598   -0.1375   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019   -2.3514    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8901   -5.6318    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541   -4.3246    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682   -4.3773   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -1.1102    1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
  7  2  1  0
 26 10  1  0
 16 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 25 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 933                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.186  -4.978   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      12.622  -1.861   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      12.616  -0.321   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.186   2.722   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.186  -1.898   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.852   1.952   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.518   2.722   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.852   0.412   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.518   4.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.186   4.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.852   5.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.186  -0.358   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.519   1.952   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.519  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.852  -2.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.519  -4.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.852  -4.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.896  -1.845   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.475  -1.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.896  -5.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.291  -2.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.475  -5.032   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.291  -4.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -2.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -4.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.959  -2.626   0.000  0.00  0.00           C+0
CONECT    1   16   17                                                       
CONECT    2    3   21   26                                                  
CONECT    3    2                                                            
CONECT    4    6   10   13                                                  
CONECT    5   12   14   15                                                  
CONECT    6    4    7    8                                                  
CONECT    7    6    9                                                       
CONECT    8    6   12                                                       
CONECT    9    7   11                                                       
CONECT   10    4   11                                                       
CONECT   11    9   10                                                       
CONECT   12    5    8                                                       
CONECT   13    4                                                            
CONECT   14    5   16   18                                                  
CONECT   15    5   17   19                                                  
CONECT   16    1   14   20                                                  
CONECT   17    1   15   22                                                  
CONECT   18   14   21                                                       
CONECT   19   15   24                                                       
CONECT   20   16   23                                                       
CONECT   21    2   18   23                                                  
CONECT   22   17   25                                                       
CONECT   23   20   21                                                       
CONECT   24   19   25                                                       
CONECT   25   22   24                                                       
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0015068
HETATM    1  C1  UNL     1       2.337  -0.633  -2.847  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.500  -0.046  -1.555  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.719  -0.341  -0.894  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.792  -1.606  -0.120  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.534  -1.797   0.695  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.373  -1.652  -0.265  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.299  -0.232  -0.712  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.397   0.824   0.327  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.341   0.975   1.340  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.980   1.347   0.793  1.00  0.00           N  
HETATM   11  C9  UNL     1      -1.079   2.702   0.340  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.059   3.604   0.552  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.126   4.954   0.176  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.258   5.424  -0.436  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.275   4.559  -0.656  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.192   3.231  -0.279  1.00  0.00           C  
HETATM   17  S1  UNL     1      -3.577   2.176  -0.611  1.00  0.00           S  
HETATM   18  C15 UNL     1      -3.212   0.609   0.116  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.201  -0.353   0.065  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.940  -1.585   0.603  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.724  -1.864   1.184  1.00  0.00           C  
HETATM   22  S2  UNL     1      -2.433  -3.453   1.862  1.00  0.00           S  
HETATM   23  C19 UNL     1      -1.744  -4.555   0.637  1.00  0.00           C  
HETATM   24  O1  UNL     1      -3.736  -4.014   2.427  1.00  0.00           O  
HETATM   25  C20 UNL     1      -1.728  -0.892   1.236  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.988   0.370   0.686  1.00  0.00           C  
HETATM   27  H1  UNL     1       2.766  -1.634  -2.924  1.00  0.00           H  
HETATM   28  H2  UNL     1       1.232  -0.656  -3.072  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.788   0.043  -3.594  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.496  -0.446  -1.718  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.136   0.474  -0.265  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.843  -2.475  -0.822  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.689  -1.560   0.534  1.00  0.00           H  
HETATM   34  H8  UNL     1       2.566  -2.851   1.113  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.438  -1.094   1.520  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.464  -2.155   0.010  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.729  -2.229  -1.191  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.437  -0.112  -1.390  1.00  0.00           H  
HETATM   39  H13 UNL     1       1.457   1.789  -0.277  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.429   0.770   0.767  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.637   1.848   2.014  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.293   0.172   2.094  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.846   3.337   1.048  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.704   5.619   0.365  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.327   6.455  -0.731  1.00  0.00           H  
HETATM   46  H20 UNL     1      -3.203   4.885  -1.141  1.00  0.00           H  
HETATM   47  H21 UNL     1      -5.160  -0.138  -0.392  1.00  0.00           H  
HETATM   48  H22 UNL     1      -4.702  -2.351   0.573  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.890  -5.632   0.923  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.654  -4.325   0.527  1.00  0.00           H  
HETATM   51  H25 UNL     1      -2.268  -4.377  -0.318  1.00  0.00           H  
HETATM   52  H26 UNL     1      -0.784  -1.110   1.685  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    7
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   26
CONECT   11   12   12   16
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   16   46
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   26
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   22   25
CONECT   22   23   24   24
CONECT   23   49   50   51
CONECT   25   26   26   52
END

HMDB0015068
     RDKit          3D
Mesoridazine
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.3366   -0.6327   -2.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.0461   -1.5554 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7188   -0.3411   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -1.6062   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -1.7967    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.6517   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989   -0.2318   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    0.8243    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3411    0.9752    1.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796    1.3468    0.7933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791    2.7020    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    3.6039    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1264    4.9539    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580    5.4236   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751    4.5590   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    3.2308   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773    2.1758   -0.6111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2119    0.6089    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -0.3533    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404   -1.5846    0.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -1.8637    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333   -3.4532    1.8617 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7435   -4.5549    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7363   -4.0138    2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.8924    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    0.3702    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7663   -1.6344   -2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5657   -2.8507    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -1.0941    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1554    0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286   -2.2288   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1118   -1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565    1.7891   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    0.7702    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371    1.8483    2.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2926    0.1722    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457    3.3375    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    5.6189    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    6.4553   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    4.8846   -1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1598   -0.1375   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019   -2.3514    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8901   -5.6318    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2682   -4.3773   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -1.1102    1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
  7  2  1  0
 26 10  1  0
 16 11  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
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  9 42  1  0
 12 43  1  0
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 25 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)phenothiazine	ChEBI
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulfinyl phenothiazine	ChEBI
2-Methanesulfinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine	ChEBI
Mesoridazina	ChEBI
Mesoridazinum	ChEBI
Thioridazine thiomethyl sulfoxide	ChEBI
Thioridazine-2-sulfoxide	ChEBI
TPS-23	ChEBI
Lidanar	Kegg
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulphinyl)phenothiazine	Generator
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulphinyl phenothiazine	Generator
2-Methanesulphinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine	Generator
Thioridazine thiomethyl sulphoxide	Generator
Thioridazine-2-sulphoxide	Generator
Thioridazien thiomethyl sulfoxide	HMDB
Thioridazine monosulfoxide analog	HMDB
TPS23	HMDB
Serentil	HMDB

Chemical Formula

C₂₁H₂₆N₂OS₂

Average Molecular Weight

386.574

Monoisotopic Molecular Weight

386.148654844

IUPAC Name

2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine

Traditional Name

mesoridazine

CAS Registry Number

5588-33-0

SMILES

CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O

InChI Identifier

InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

InChI Key

SLVMESMUVMCQIY-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
Para-thiazine
Piperidine
Benzenoid
Sulfoxide
Tertiary amine
Tertiary aliphatic amine
Thioether
Sulfinyl compound
Azacycle
Amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:6780 )
tertiary amino compound (CHEBI:6780 )
sulfoxide (CHEBI:6780 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015068)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

dopaminergic antagonist (HMDB: HMDB0015068)
first generation antipsychotic (HMDB: HMDB0015068)

Biological role

dopaminergic antagonist (HMDB: HMDB0015068)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.077 g/L	Not Available
LogP	3.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.077 g/L	ALOGPS
logP	3.83	ALOGPS
logP	3.57	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	19.36	ChemAxon
pKa (Strongest Basic)	8.19	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	115.13 m³·mol⁻¹	ChemAxon
Polarizability	43.83 Å³	ChemAxon
Number of Rings	4	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]+	190.458	31661259
DarkChem	[M-H]-	190.043	31661259
DeepCCS	[M+H]+	183.204	30932474
DeepCCS	[M-H]-	180.846	30932474
DeepCCS	[M-2H]-	213.731	30932474
DeepCCS	[M+Na]+	189.297	30932474
AllCCS	[M+H]+	192.6	32859911
AllCCS	[M+H-H2O]+	190.0	32859911
AllCCS	[M+NH4]+	195.0	32859911
AllCCS	[M+Na]+	195.7	32859911
AllCCS	[M-H]-	189.4	32859911
AllCCS	[M+Na-2H]-	189.6	32859911
AllCCS	[M+HCOO]-	189.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mesoridazine	CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O	4376.4	Standard polar	33892256
Mesoridazine	CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O	3396.1	Standard non polar	33892256
Mesoridazine	CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O	3223.0	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 - Mesoridazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-9113000000-c43ca99a239d882aaec0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoridazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9331000000-8e14cb597ee411174c3e	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mesoridazine , positive-QTOF	splash10-000i-0119000000-fffe496e2ff640e0c935	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mesoridazine 35V, Positive-QTOF	splash10-009j-4409000000-1ac2768cf2aedf0c606d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 10V, Positive-QTOF	splash10-000i-0109000000-34ffca607374cc2d3dad	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 20V, Positive-QTOF	splash10-002r-3419000000-8395b65edb5ff6d5cb3d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 40V, Positive-QTOF	splash10-002g-8912000000-af14b6ff98df3cb285e9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 10V, Negative-QTOF	splash10-000i-2009000000-a670d5fab14237f10c3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 20V, Negative-QTOF	splash10-03di-4195000000-c1fd7e13d41cc4d31064	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 40V, Negative-QTOF	splash10-03di-9320000000-f0c0d591d683e0031797	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 10V, Positive-QTOF	splash10-000i-0009000000-ea6eb7f211262d8b7c60	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 20V, Positive-QTOF	splash10-000j-5419000000-67a5e726504808a7f165	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 40V, Positive-QTOF	splash10-0032-9342000000-55bdb60e5caa2bf4c40c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 10V, Negative-QTOF	splash10-000i-0009000000-ae73409bcb6436484a74	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 20V, Negative-QTOF	splash10-000i-0039000000-5b62f5f508c6b499a5f3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoridazine 40V, Negative-QTOF	splash10-01ox-9082000000-3b94eddc2f178347c05e	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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 DB00933	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00933	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00933

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3936

KEGG Compound ID

C07143

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mesoridazine

METLIN ID

Not Available

PubChem Compound

4078

PDB ID

Not Available

ChEBI ID

6780

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

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Burstein ES, Ma J, Wong S, Gao Y, Pham E, Knapp AE, Nash NR, Olsson R, Davis RE, Hacksell U, Weiner DM, Brann MR: Intrinsic efficacy of antipsychotics at human D2, D3, and D4 dopamine receptors: identification of the clozapine metabolite N-desmethylclozapine as a D2/D3 partial agonist. J Pharmacol Exp Ther. 2005 Dec;315(3):1278-87. Epub 2005 Aug 31. [PubMed:16135699 ]
Choi S, Haggart D, Toll L, Cuny GD: Synthesis, receptor binding and functional studies of mesoridazine stereoisomers. Bioorg Med Chem Lett. 2004 Sep 6;14(17):4379-82. [PubMed:15357957 ]

Enzyme Details

3. 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

Choi S, Haggart D, Toll L, Cuny GD: Synthesis, receptor binding and functional studies of mesoridazine stereoisomers. Bioorg Med Chem Lett. 2004 Sep 6;14(17):4379-82. [PubMed:15357957 ]
Rauser L, Savage JE, Meltzer HY, Roth BL: Inverse agonist actions of typical and atypical antipsychotic drugs at the human 5-hydroxytryptamine(2C) receptor. J Pharmacol Exp Ther. 2001 Oct;299(1):83-9. [PubMed:11561066 ]
Herrick-Davis K, Grinde E, Teitler M: Inverse agonist activity of atypical antipsychotic drugs at human 5-hydroxytryptamine2C receptors. J Pharmacol Exp Ther. 2000 Oct;295(1):226-32. [PubMed:10991983 ]

Showing metabocard for Mesoridazine (HMDB0015068)

MOL for HMDB0015068 (Mesoridazine)

3D MOL for HMDB0015068 (Mesoridazine)

3D SDF for HMDB0015068 (Mesoridazine)

3D-SDF for HMDB0015068 (Mesoridazine)

PDB for HMDB0015068 (Mesoridazine)

3D PDB for HMDB0015068 (Mesoridazine)

SMILES for HMDB0015068 (Mesoridazine)

INCHI for HMDB0015068 (Mesoridazine)

Structure for HMDB0015068 (Mesoridazine)

3D Structure for HMDB0015068 (Mesoridazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References