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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:04:27 UTC

Update Date

2021-09-26 23:04:39 UTC

HMDB ID

HMDB0252224

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fenspiride

Description

Fenspiride, also known as eurespal, belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Fenspiride is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Fenspiride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fenspiride 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

HMDB0252224
     RDKit          3D
Fenspiride
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.7091   -1.8491   -0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -0.8014   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129    0.3266   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686    1.1537   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452    0.1774   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    0.8856    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    1.5233    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138    0.4817    0.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.1702    1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8164    1.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822   -0.4044    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052   -0.8321   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.4242   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2397    0.4157   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327    0.8668    0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983    0.4389    1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.5729   -0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -0.1980   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.8625   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425   -1.6684   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.9907   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082    1.5778   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.6508    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578    0.1015    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420    2.0414   -0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305    2.2139    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882    1.1428    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439   -0.0679    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.8625    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0829   -0.8288    2.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.5066   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.7918   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1323    0.7507   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    1.5284    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    0.7826    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.5338   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858   -0.6359   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402    0.6499   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.0690   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 17  1  0
 17 18  1  0
  5 19  1  0
 19  2  1  0
 18  5  1  0
 16 11  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END


  Mrv0541 06101408252D          

 19 21  0  0  0  0            999 V2000
    6.6320    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252224

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NCC2(CCN(CCC3=CC=CC=C3)CC2)O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O2/c18-14-16-12-15(19-14)7-10-17(11-8-15)9-6-13-4-2-1-3-5-13/h1-5H,6-12H2,(H,16,18)

> <INCHI_KEY>
FVNFBBAOMBJTST-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O2

> <MOLECULAR_WEIGHT>
260.3315

> <EXACT_MASS>
260.152477894

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.175618136790398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]dec-2-en-2-ol

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
0.9844113190788227

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.985248410758006

> <JCHEM_PKA_STRONGEST_BASIC>
9.372154961017833

> <JCHEM_POLAR_SURFACE_AREA>
45.06

> <JCHEM_REFRACTIVITY>
74.51610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pneumorel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252224
     RDKit          3D
Fenspiride
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.7091   -1.8491   -0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -0.8014   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129    0.3266   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686    1.1537   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452    0.1774   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    0.8856    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    1.5233    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138    0.4817    0.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.1702    1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8164    1.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822   -0.4044    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052   -0.8321   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.4242   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2397    0.4157   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327    0.8668    0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983    0.4389    1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.5729   -0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -0.1980   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.8625   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425   -1.6684   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.9907   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082    1.5778   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.6508    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578    0.1015    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420    2.0414   -0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305    2.2139    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882    1.1428    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439   -0.0679    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.8625    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0829   -0.8288    2.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.5066   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.7918   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1323    0.7507   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    1.5284    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    0.7826    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.5338   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858   -0.6359   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402    0.6499   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.0690   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 17  1  0
 17 18  1  0
  5 19  1  0
 19  2  1  0
 18  5  1  0
 16 11  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END

HEADER    PROTEIN                                 10-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUN-14         0                                  
HETATM    1  C   UNK     0      12.380   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.610   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.610   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.070   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.070   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.760   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.990   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.300   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       5.450   0.770   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -1.246   2.445   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    9   13                                                       
CONECT    7   10   15                                                       
CONECT    8   11   15                                                       
CONECT    9    6   17                                                       
CONECT   10    7   17                                                       
CONECT   11    8   17                                                       
CONECT   12   15   16                                                       
CONECT   13    4    5    6                                                  
CONECT   14   16   18   19                                                  
CONECT   15    7    8   12   19                                             
CONECT   16   12   14                                                       
CONECT   17    9   10   11                                                  
CONECT   18   14                                                            
CONECT   19   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0252224
HETATM    1  O1  UNL     1       5.709  -1.849  -0.853  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.764  -0.801  -0.800  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.813   0.327  -1.391  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.669   1.154  -1.107  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.745   0.177  -0.412  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.172   0.886   0.815  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.882   1.523   0.367  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.114   0.482   0.176  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.677   0.170   1.412  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.754  -0.816   1.551  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.982  -0.404   0.772  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.205  -0.832  -0.500  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.325  -0.424  -1.172  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.240   0.416  -0.587  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.033   0.867   0.716  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.898   0.439   1.364  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.345  -0.573  -0.666  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.660  -0.198  -1.360  1.00  0.00           C  
HETATM   19  O2  UNL     1       3.601  -0.863  -0.063  1.00  0.00           O  
HETATM   20  H1  UNL     1       6.643  -1.668  -0.509  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.988   1.991  -0.438  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.208   1.578  -2.027  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.928   1.651   1.121  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.058   0.101   1.574  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.042   2.041  -0.593  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.531   2.214   1.161  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.088   1.143   1.840  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.144  -0.068   2.155  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.491  -1.862   1.311  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.083  -0.829   2.614  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.501  -1.507  -0.991  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.467  -0.792  -2.197  1.00  0.00           H  
HETATM   33  H14 UNL     1      -6.132   0.751  -1.100  1.00  0.00           H  
HETATM   34  H15 UNL     1      -5.759   1.528   1.170  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.724   0.783   2.379  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.528  -1.534  -0.192  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.386  -0.636  -1.527  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.440   0.650  -2.049  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.991  -1.069  -1.963  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3   19
CONECT    3    4
CONECT    4    5   21   22
CONECT    5    6   18   19
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   17
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   12   16
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   35
CONECT   17   18   36   37
CONECT   18   38   39
END

HMDB0252224
     RDKit          3D
Fenspiride
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.7091   -1.8491   -0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644   -0.8014   -0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129    0.3266   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686    1.1537   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452    0.1774   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    0.8856    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    1.5233    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138    0.4817    0.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.1702    1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8164    1.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822   -0.4044    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052   -0.8321   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.4242   -1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2397    0.4157   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327    0.8668    0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983    0.4389    1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450   -0.5729   -0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -0.1980   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.8625   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425   -1.6684   -0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    1.9907   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082    1.5778   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.6508    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578    0.1015    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420    2.0414   -0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5305    2.2139    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882    1.1428    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439   -0.0679    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.8625    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0829   -0.8288    2.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.5066   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.7918   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1323    0.7507   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    1.5284    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    0.7826    2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.5338   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858   -0.6359   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402    0.6499   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.0690   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 17  1  0
 17 18  1  0
  5 19  1  0
 19  2  1  0
 18  5  1  0
 16 11  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Eurespal	Kegg
Espiran	MeSH
Decaspiride	MeSH
Pneumorel	MeSH
Fenspiride hydrochloride	MeSH

Chemical Formula

C₁₅H₂₀N₂O₂

Average Molecular Weight

260.3315

Monoisotopic Molecular Weight

260.152477894

IUPAC Name

8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]dec-2-en-2-ol

Traditional Name

pneumorel

CAS Registry Number

Not Available

SMILES

OC1=NCC2(CCN(CCC3=CC=CC=C3)CC2)O1

InChI Identifier

InChI=1S/C15H20N2O2/c18-14-16-12-15(19-14)7-10-17(11-8-15)9-6-13-4-2-1-3-5-13/h1-5H,6-12H2,(H,16,18)

InChI Key

FVNFBBAOMBJTST-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Phenethylamine
Aralkylamine
Monocyclic benzene moiety
Oxazolidinone
Piperidine
Benzenoid
Oxazolidine
Carbamic acid ester
Carbonic acid derivative
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0252224)

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	1.81	ALOGPS
logP	0.98	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.99	ChemAxon
pKa (Strongest Basic)	9.37	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.52 m³·mol⁻¹	ChemAxon
Polarizability	29.18 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.797	30932474
DeepCCS	[M-H]-	160.439	30932474
DeepCCS	[M-2H]-	194.334	30932474
DeepCCS	[M+Na]+	169.353	30932474
AllCCS	[M+H]+	162.0	32859911
AllCCS	[M+H-H2O]+	158.4	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	166.7	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.5457 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.04 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	400.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	214.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	130.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	283.5 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	332.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	805.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	665.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	99.9 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	818.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	230.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	582.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	464.9 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	111.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenspiride	OC1=NCC2(CCN(CCC3=CC=CC=C3)CC2)O1	3014.4	Standard polar	33892256
Fenspiride	OC1=NCC2(CCN(CCC3=CC=CC=C3)CC2)O1	2048.4	Standard non polar	33892256
Fenspiride	OC1=NCC2(CCN(CCC3=CC=CC=C3)CC2)O1	2311.7	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 - Fenspiride GC-MS (Non-derivatized) - 70eV, Positive	splash10-02dm-6900000000-c5c47109f1891f3cfda9	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenspiride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenspiride GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenspiride 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 - Fenspiride 10V, Positive-QTOF	splash10-03di-0190000000-24fd5405e12292f4400e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 20V, Positive-QTOF	splash10-0pb9-0950000000-e51a1d3b94c95fc666fb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 40V, Positive-QTOF	splash10-0a4i-5900000000-b4b1c8fe83e77c3ba676	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 10V, Negative-QTOF	splash10-052f-9060000000-05c3aa7af6c6e44cc79a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 20V, Negative-QTOF	splash10-0007-9240000000-d78ea56621752a441a1c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 40V, Negative-QTOF	splash10-0006-9100000000-60e43ae7017d2c2d470b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 10V, Positive-QTOF	splash10-03di-0090000000-a8510df7876ad10d1e91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 20V, Positive-QTOF	splash10-03di-0290000000-dea77000c4bb82a40612	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 40V, Positive-QTOF	splash10-0a4i-2900000000-5e7a3f4390e5a82b7ce6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 10V, Negative-QTOF	splash10-0a4i-0090000000-a7fd50b20d0fcccddc5f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 20V, Negative-QTOF	splash10-052f-9280000000-dc795574529af674d63e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenspiride 40V, Negative-QTOF	splash10-0006-8930000000-98a2cae8264cd7cddc6d	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

DB08979

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenspiride

METLIN ID

Not Available

PubChem Compound

3344

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 Fenspiride (HMDB0252224)

MOL for HMDB0252224 (Fenspiride)

3D MOL for HMDB0252224 (Fenspiride)

3D SDF for HMDB0252224 (Fenspiride)

3D-SDF for HMDB0252224 (Fenspiride)

PDB for HMDB0252224 (Fenspiride)

3D PDB for HMDB0252224 (Fenspiride)

SMILES for HMDB0252224 (Fenspiride)

INCHI for HMDB0252224 (Fenspiride)

Structure for HMDB0252224 (Fenspiride)

3D Structure for HMDB0252224 (Fenspiride)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra