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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:40:17 UTC

Update Date

2021-09-26 23:08:21 UTC

HMDB ID

HMDB0254393

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Meclastine

Description

Meclastine, also known as mecloprodin or tavegyl, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review a small amount of articles have been published on Meclastine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Meclastine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Meclastine 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

HMDB0254393
     RDKit          3D
Meclastine
 50 52  0  0  0  0  0  0  0  0999 V2000
    2.5560    1.0522   -1.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    0.3587   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865    1.0807   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    0.4589    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9551    0.2748    2.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    0.3538    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008   -0.8361    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.9919    0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    0.0625    0.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -0.1885   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181   -0.3304   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -1.4125    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -1.6211    1.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9501   -2.7709    1.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -3.6941    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -3.4730   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643   -2.3163   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196    1.0132   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5587    2.2482   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    3.3873   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6727    3.2914   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    4.7532    0.0412 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250    2.0478    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479    0.9166    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863    0.3183   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    1.6194   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192    1.7420   -1.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3430    2.1390    0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    0.9401   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8711    1.1702    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -0.4999    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -0.7052    2.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9156    1.0443    2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    1.3131    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502   -1.7345    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -0.7719    2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -1.9021    0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -1.1992   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    0.5398   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -0.2489   -2.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -1.2928   -2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9649   -0.9454    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -2.9608    2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010   -4.5766    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821   -4.1809   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -2.1941   -1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268    2.3737   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    4.3819   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.0028    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978   -0.0370    0.1984 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END


  Mrv1652309112115402D          

 24 26  0  0  0  0            999 V2000
   -3.1637   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    0.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    1.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137    1.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1012    0.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    0.7634    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -3.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -3.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -4.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -4.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897   -3.8465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -3.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254393

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCC1CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3

> <INCHI_KEY>
YNNUSGIPVFPVBX-UHFFFAOYSA-N

> <FORMULA>
C21H26ClNO

> <MOLECULAR_WEIGHT>
343.9

> <EXACT_MASS>
343.1702922

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86149218145387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine

> <ALOGPS_LOGP>
5.29

> <JCHEM_LOGP>
4.923333277

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.551244750561702

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
101.64759999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clemastine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254393
     RDKit          3D
Meclastine
 50 52  0  0  0  0  0  0  0  0999 V2000
    2.5560    1.0522   -1.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    0.3587   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865    1.0807   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    0.4589    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9551    0.2748    2.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    0.3538    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008   -0.8361    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.9919    0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    0.0625    0.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -0.1885   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181   -0.3304   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -1.4125    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -1.6211    1.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9501   -2.7709    1.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -3.6941    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -3.4730   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643   -2.3163   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196    1.0132   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5587    2.2482   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    3.3873   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6727    3.2914   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    4.7532    0.0412 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250    2.0478    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479    0.9166    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863    0.3183   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    1.6194   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192    1.7420   -1.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3430    2.1390    0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    0.9401   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8711    1.1702    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -0.4999    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -0.7052    2.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9156    1.0443    2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    1.3131    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502   -1.7345    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -0.7719    2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -1.9021    0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -1.1992   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    0.5398   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -0.2489   -2.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -1.2928   -2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9649   -0.9454    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -2.9608    2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010   -4.5766    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821   -4.1809   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -2.1941   -1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268    2.3737   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    4.3819   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.0028    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978   -0.0370    0.1984 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.906  -2.989   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.136  -1.655   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.366  -0.321   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.136   1.012   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.366   2.346   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.826   2.346   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.056   1.012   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.826  -0.321   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.469  -0.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.803  -1.655   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.137  -0.885   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.137   0.655   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.803   1.425   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.469   0.655   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0     -10.470   1.425   0.000  0.00  0.00          Cl+0
HETATM   16  O   UNK     0      -3.802  -2.425   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.802  -3.965   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.468  -4.735   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.468  -6.275   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.222  -7.180   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.698  -8.645   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.238  -8.645   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -3.714  -7.180   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -5.179  -6.704   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9   16                                             
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    2   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12                                                            
CONECT   16    2   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0254393
HETATM    1  C1  UNL     1       2.556   1.052  -1.213  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.338   0.359  -0.208  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.587   1.081  -0.061  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.179   0.459   1.171  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.955   0.275   2.029  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.763   0.354   1.097  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.901  -0.836   1.383  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.714  -0.992   0.471  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.159   0.063   0.519  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.226  -0.189  -0.356  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.818  -0.330  -1.783  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.968  -1.412   0.060  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.251  -1.621   1.371  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.950  -2.771   1.709  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.361  -3.694   0.782  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.070  -3.473  -0.536  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.364  -2.316  -0.898  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.120   1.013  -0.248  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.559   2.248  -0.449  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.332   3.387  -0.360  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.673   3.291  -0.070  1.00  0.00           C  
HETATM   22 CL1  UNL     1      -4.648   4.753   0.041  1.00  0.00          CL  
HETATM   23  C20 UNL     1      -4.225   2.048   0.130  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.448   0.917   0.040  1.00  0.00           C  
HETATM   25  H1  UNL     1       2.186   0.318  -1.984  1.00  0.00           H  
HETATM   26  H2  UNL     1       1.734   1.619  -0.746  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.219   1.742  -1.813  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.343   2.139   0.135  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.215   0.940  -0.963  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.871   1.170   1.686  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.695  -0.500   0.934  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.031  -0.705   2.529  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.916   1.044   2.824  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.246   1.313   1.320  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.550  -1.734   1.341  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.540  -0.772   2.429  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.172  -1.902   0.844  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.983  -1.199  -0.565  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.196   0.540  -2.114  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.742  -0.249  -2.427  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.361  -1.293  -2.061  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.965  -0.945   2.162  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.187  -2.961   2.734  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.901  -4.577   1.068  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.382  -4.181  -1.276  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.165  -2.194  -1.942  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.527   2.374  -0.677  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.925   4.382  -0.513  1.00  0.00           H  
HETATM   49  H25 UNL     1      -5.272   2.003   0.355  1.00  0.00           H  
HETATM   50  H26 UNL     1      -3.898  -0.037   0.198  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    6
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10
CONECT   10   11   12   18
CONECT   11   39   40   41
CONECT   12   13   13   17
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   17   45
CONECT   17   46
CONECT   18   19   19   24
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   22   23
CONECT   23   24   24   49
CONECT   24   50
END

HMDB0254393
     RDKit          3D
Meclastine
 50 52  0  0  0  0  0  0  0  0999 V2000
    2.5560    1.0522   -1.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    0.3587   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865    1.0807   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789    0.4589    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9551    0.2748    2.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    0.3538    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008   -0.8361    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.9919    0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    0.0625    0.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -0.1885   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181   -0.3304   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -1.4125    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -1.6211    1.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9501   -2.7709    1.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -3.6941    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -3.4730   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643   -2.3163   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196    1.0132   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5587    2.2482   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320    3.3873   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6727    3.2914   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    4.7532    0.0412 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250    2.0478    0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479    0.9166    0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863    0.3183   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    1.6194   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192    1.7420   -1.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3430    2.1390    0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    0.9401   -0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8711    1.1702    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -0.4999    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -0.7052    2.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9156    1.0443    2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    1.3131    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502   -1.7345    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -0.7719    2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717   -1.9021    0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -1.1992   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    0.5398   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -0.2489   -2.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -1.2928   -2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9649   -0.9454    2.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868   -2.9608    2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010   -4.5766    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821   -4.1809   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -2.1941   -1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268    2.3737   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    4.3819   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.0028    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978   -0.0370    0.1984 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2-(1-(4-Chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine	HMDB
Clemastine	HMDB
Clemastine fumarate	HMDB
Mecloprodin	HMDB
Tavegyl	HMDB
Tavist	HMDB

Chemical Formula

C₂₁H₂₆ClNO

Average Molecular Weight

343.9

Monoisotopic Molecular Weight

343.1702922

IUPAC Name

2-{2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine

Traditional Name

clemastine

CAS Registry Number

Not Available

SMILES

CN1CCCC1CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3

InChI Key

YNNUSGIPVFPVBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzylether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Dialkyl ether
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.29	ALOGPS
logP	4.92	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.65 m³·mol⁻¹	ChemAxon
Polarizability	38.86 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.391	30932474
DeepCCS	[M-H]-	180.033	30932474
DeepCCS	[M-2H]-	212.918	30932474
DeepCCS	[M+Na]+	188.509	30932474
AllCCS	[M+H]+	183.5	32859911
AllCCS	[M+H-H2O]+	180.4	32859911
AllCCS	[M+NH4]+	186.3	32859911
AllCCS	[M+Na]+	187.1	32859911
AllCCS	[M-H]-	185.8	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	185.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.3258 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1716.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	127.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	525.5 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	509.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	389.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1130.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	463.1 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	1248.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	305.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	257.4 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Meclastine	CN1CCCC1CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	3235.3	Standard polar	33892256
Meclastine	CN1CCCC1CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2488.6	Standard non polar	33892256
Meclastine	CN1CCCC1CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2395.9	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 - Meclastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-9381000000-2be9b3484b69dbb1ec63	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meclastine 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 - Meclastine 10V, Positive-QTOF	splash10-014i-0292000000-dabaff00449bbd64c5d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclastine 20V, Positive-QTOF	splash10-014i-0490000000-03484546c277f858fe09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclastine 40V, Positive-QTOF	splash10-017r-1940000000-1f12fcabbb87d6d6bb38	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclastine 10V, Negative-QTOF	splash10-0006-0069000000-e82fab8cc80ce105c0c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclastine 20V, Negative-QTOF	splash10-0uy3-2921000000-3f8372d3f78db3aa22f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclastine 40V, Negative-QTOF	splash10-02ti-3970000000-54df7e5483a544588256	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

2679

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Clemastine

METLIN ID

Not Available

PubChem Compound

2781

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 Meclastine (HMDB0254393)

MOL for HMDB0254393 (Meclastine)

3D MOL for HMDB0254393 (Meclastine)

3D SDF for HMDB0254393 (Meclastine)

3D-SDF for HMDB0254393 (Meclastine)

PDB for HMDB0254393 (Meclastine)

3D PDB for HMDB0254393 (Meclastine)

SMILES for HMDB0254393 (Meclastine)

INCHI for HMDB0254393 (Meclastine)

Structure for HMDB0254393 (Meclastine)

3D Structure for HMDB0254393 (Meclastine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra