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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:45:34 UTC

Update Date

2021-09-26 23:05:32 UTC

HMDB ID

HMDB0252743

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glemanserin

Description

Glemanserin belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Based on a literature review very few articles have been published on Glemanserin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Glemanserin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Glemanserin 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

HMDB0252743
     RDKit          3D
Glemanserin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.6218   -1.3311   -1.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224    0.0638   -1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7352    0.5106   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486    0.0504   -0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.4441   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608    1.3129    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    1.7746    1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828    1.3794    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    0.3010   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.1921   -1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0496   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -1.0610    0.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -1.9273    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -1.3797    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0186   -0.2609    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    1.0535    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547    2.0943    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1990    1.7703   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4550    0.4590   -1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8616   -0.5377   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -1.6306    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364   -0.4966    0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -1.5704   -2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4620    0.5143   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061   -0.6412   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1077    0.1010   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104    1.6114    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726    2.4518    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8335    1.7297    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    1.3413   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.5371   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978   -1.2116   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.0690   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    0.9697    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -2.3619   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -2.8379    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226   -2.1837    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -1.0806    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.2996    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362    3.1060    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    2.5926   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    0.2668   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896   -1.5677   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631   -2.1459    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -2.3743    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -0.9554    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556    0.1311    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 12 21  1  0
 21 22  1  0
  8  3  1  0
 22  9  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
M  END

  Mrv1652309112112452D          

 22 24  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  7 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252743

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO/c22-20(18-9-5-2-6-10-18)19-12-15-21(16-13-19)14-11-17-7-3-1-4-8-17/h1-10,19-20,22H,11-16H2

> <INCHI_KEY>
AXNGJCOYCMDPQG-UHFFFAOYSA-N

> <FORMULA>
C20H25NO

> <MOLECULAR_WEIGHT>
295.426

> <EXACT_MASS>
295.193614429

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.660547725209426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
phenyl[1-(2-phenylethyl)piperidin-4-yl]methanol

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.766204316666666

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.222587789457247

> <JCHEM_PKA_STRONGEST_BASIC>
9.14434323113305

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
92.18080000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glemanserin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252743
     RDKit          3D
Glemanserin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.6218   -1.3311   -1.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224    0.0638   -1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7352    0.5106   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486    0.0504   -0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.4441   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608    1.3129    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    1.7746    1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828    1.3794    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    0.3010   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.1921   -1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0496   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -1.0610    0.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -1.9273    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -1.3797    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0186   -0.2609    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    1.0535    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547    2.0943    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1990    1.7703   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4550    0.4590   -1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8616   -0.5377   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -1.6306    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364   -0.4966    0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -1.5704   -2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4620    0.5143   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061   -0.6412   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1077    0.1010   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104    1.6114    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726    2.4518    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8335    1.7297    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    1.3413   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.5371   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978   -1.2116   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.0690   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    0.9697    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -2.3619   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -2.8379    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226   -2.1837    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -1.0806    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.2996    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362    3.1060    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    2.5926   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    0.2668   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896   -1.5677   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631   -2.1459    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -2.3743    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -0.9554    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556    0.1311    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 12 21  1  0
 21 22  1  0
  8  3  1  0
 22  9  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    7                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0252743
HETATM    1  O1  UNL     1       2.622  -1.331  -1.333  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.522   0.064  -1.119  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.735   0.511  -0.467  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.949   0.050  -0.938  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.141   0.444  -0.352  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.161   1.313   0.727  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.952   1.775   1.200  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.783   1.379   0.614  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.247   0.301  -0.395  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.080  -0.192  -1.224  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.167  -0.050  -0.337  1.00  0.00           C  
HETATM   12  N1  UNL     1      -1.082  -1.061   0.650  1.00  0.00           N  
HETATM   13  C11 UNL     1      -2.174  -1.927   0.793  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.429  -1.380   1.389  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.019  -0.261   0.652  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.779   1.053   0.967  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.355   2.094   0.252  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.199   1.770  -0.815  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.455   0.459  -1.150  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.862  -0.538  -0.413  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.225  -1.631   0.819  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.236  -0.497   0.898  1.00  0.00           C  
HETATM   23  H1  UNL     1       2.207  -1.570  -2.212  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.462   0.514  -2.130  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.006  -0.641  -1.791  1.00  0.00           H  
HETATM   26  H4  UNL     1       7.108   0.101  -0.697  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.110   1.611   1.175  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.973   2.452   2.041  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.833   1.730   0.970  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.038   1.341  -0.136  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.045   0.537  -2.054  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.198  -1.212  -1.591  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.065  -0.069  -0.986  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.081   0.970   0.086  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.398  -2.362  -0.239  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.888  -2.838   1.400  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.223  -2.184   1.469  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.222  -1.081   2.453  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.115   1.300   1.805  1.00  0.00           H  
HETATM   40  H18 UNL     1      -4.136   3.106   0.536  1.00  0.00           H  
HETATM   41  H19 UNL     1      -5.632   2.593  -1.351  1.00  0.00           H  
HETATM   42  H20 UNL     1      -6.114   0.267  -1.982  1.00  0.00           H  
HETATM   43  H21 UNL     1      -5.090  -1.568  -0.710  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.263  -2.146   1.799  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.503  -2.374   0.055  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.218  -0.955   1.123  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.956   0.131   1.763  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3    9   24
CONECT    3    4    4    8
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8   29
CONECT    9   10   22   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   21
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   16   20
CONECT   16   17   39
CONECT   17   18   18   40
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   43
CONECT   21   22   44   45
CONECT   22   46   47
END

HMDB0252743
     RDKit          3D
Glemanserin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.6218   -1.3311   -1.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224    0.0638   -1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7352    0.5106   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486    0.0504   -0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.4441   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608    1.3129    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    1.7746    1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828    1.3794    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    0.3010   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.1921   -1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -0.0496   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -1.0610    0.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -1.9273    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4288   -1.3797    1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0186   -0.2609    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785    1.0535    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547    2.0943    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1990    1.7703   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4550    0.4590   -1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8616   -0.5377   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -1.6306    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364   -0.4966    0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -1.5704   -2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4620    0.5143   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061   -0.6412   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1077    0.1010   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104    1.6114    1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9726    2.4518    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8335    1.7297    0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    1.3413   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    0.5371   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978   -1.2116   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.0690   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0806    0.9697    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -2.3619   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -2.8379    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226   -2.1837    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -1.0806    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.2996    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362    3.1060    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6322    2.5926   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    0.2668   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0896   -1.5677   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631   -2.1459    1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -2.3743    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -0.9554    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556    0.1311    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 12 21  1  0
 21 22  1  0
  8  3  1  0
 22  9  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha-Phenyl-1-(2-phenylethyl)-4-piperidinemethanol	HMDB

Chemical Formula

C₂₀H₂₅NO

Average Molecular Weight

295.426

Monoisotopic Molecular Weight

295.193614429

IUPAC Name

phenyl[1-(2-phenylethyl)piperidin-4-yl]methanol

Traditional Name

glemanserin

CAS Registry Number

Not Available

SMILES

OC(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H25NO/c22-20(18-9-5-2-6-10-18)19-12-15-21(16-13-19)14-11-17-7-3-1-4-8-17/h1-10,19-20,22H,11-16H2

InChI Key

AXNGJCOYCMDPQG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Aralkylamine
Piperidine
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic alcohol
Amine
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	3.79	ALOGPS
logP	3.77	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.22	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.18 m³·mol⁻¹	ChemAxon
Polarizability	34.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.213	30932474
DeepCCS	[M-H]-	166.855	30932474
DeepCCS	[M-2H]-	199.741	30932474
DeepCCS	[M+Na]+	175.307	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.4	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.7	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	178.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glemanserin	OC(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1	3067.2	Standard polar	33892256
Glemanserin	OC(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1	2458.6	Standard non polar	33892256
Glemanserin	OC(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1	2553.6	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 - Glemanserin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a70-5930000000-28b398e3fe04b4f9ae0b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glemanserin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glemanserin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glemanserin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Glemanserin 10V, Negative-QTOF	splash10-0006-0090000000-52ae664aab2a50f1ffc6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glemanserin 20V, Negative-QTOF	splash10-0006-1090000000-ac2b15728f7a4b220f9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glemanserin 40V, Negative-QTOF	splash10-006x-2930000000-70076a6e3f59d07eff0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glemanserin 10V, Positive-QTOF	splash10-0002-0090000000-070f58edf7039889c034	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glemanserin 20V, Positive-QTOF	splash10-0a6r-1960000000-ce038175538cd2947d16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glemanserin 40V, Positive-QTOF	splash10-0a4i-2900000000-61d033aebac17dffab08	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

64815

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glemanserin

METLIN ID

Not Available

PubChem Compound

71781

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 Glemanserin (HMDB0252743)

MOL for HMDB0252743 (Glemanserin)

3D MOL for HMDB0252743 (Glemanserin)

3D SDF for HMDB0252743 (Glemanserin)

3D-SDF for HMDB0252743 (Glemanserin)

PDB for HMDB0252743 (Glemanserin)

3D PDB for HMDB0252743 (Glemanserin)

SMILES for HMDB0252743 (Glemanserin)

INCHI for HMDB0252743 (Glemanserin)

Structure for HMDB0252743 (Glemanserin)

3D Structure for HMDB0252743 (Glemanserin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra