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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:27:53 UTC

Update Date

2021-09-26 23:04:06 UTC

HMDB ID

HMDB0251837

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Eperisone

Description

Eperisone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Eperisone is a very strong basic compound (based on its pKa). It is not approved for use in the United States, but is available in other countries like India, South Korea, and Bangladesh. Eperisone is an antispasmodic drug which relaxes both skeletal muscles and vascular smooth muscles, and demonstrates a variety of effects such as reduction of myotonia, improvement of circulation, and suppression of the pain reflex. This compound has been identified in human blood as reported by (PMID: 31557052 ). Eperisone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Eperisone 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

HMDB0251837
     RDKit          3D
Eperisone
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5585    1.1897    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9527   -0.0395    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -0.2592    0.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.0347   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0422   -1.2798   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401   -0.7291   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -0.9622   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -1.7163   -2.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -0.2993   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    1.2011   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581   -0.7413   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627   -0.1334   -0.3568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.4557   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015   -0.4848   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3610    0.7603    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.6718    1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0021   -0.1022    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    0.0449    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.2797    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0215    2.1124    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5625    1.1527   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5911    1.2825    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -0.9025    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9513    0.1044    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -1.4609   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -1.8919   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5264   -0.5812    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    1.7190    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013    1.5575   -1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.4321   -0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.8595   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -0.4314   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868    0.2493   -1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1083   -1.4682   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000   -1.3872    0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3232   -0.3864   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2557    0.8419    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    1.6530    0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418    0.2414    2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960    1.7002    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978   -1.1484    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657    0.3043    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671    0.5149    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.8916    1.8163 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
M  END


  Mrv0541 06111412442D          

 19 20  0  0  0  0            999 V2000
   -0.7144    2.0625    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
   -0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.7125    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 14  2  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251837

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C17H25NO/c1-3-15-7-9-16(10-8-15)17(19)14(2)13-18-11-5-4-6-12-18/h7-10,14H,3-6,11-13H2,1-2H3

> <INCHI_KEY>
SQUNAWUMZGQQJD-UHFFFAOYSA-N

> <FORMULA>
C17H25NO

> <MOLECULAR_WEIGHT>
259.3865

> <EXACT_MASS>
259.193614427

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.738177721946222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
4.010747023666666

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.34452604975187

> <JCHEM_PKA_STRONGEST_BASIC>
8.773050698864328

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
80.94789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-eperisone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251837
     RDKit          3D
Eperisone
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5585    1.1897    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9527   -0.0395    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -0.2592    0.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.0347   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0422   -1.2798   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401   -0.7291   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -0.9622   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -1.7163   -2.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -0.2993   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    1.2011   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581   -0.7413   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627   -0.1334   -0.3568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.4557   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015   -0.4848   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3610    0.7603    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.6718    1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0021   -0.1022    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    0.0449    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.2797    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0215    2.1124    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5625    1.1527   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5911    1.2825    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -0.9025    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9513    0.1044    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -1.4609   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -1.8919   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5264   -0.5812    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    1.7190    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013    1.5575   -1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.4321   -0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.8595   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -0.4314   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868    0.2493   -1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1083   -1.4682   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000   -1.3872    0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3232   -0.3864   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2557    0.8419    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    1.6530    0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418    0.2414    2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960    1.7002    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978   -1.1484    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657    0.3043    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671    0.5149    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.8916    1.8163 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
M  END

HEADER    PROTEIN                                 11-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JUN-14         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   14                                                            
CONECT    3    1   15                                                       
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   12                                                       
CONECT    7    9   15                                                       
CONECT    8   10   15                                                       
CONECT    9    7   16                                                       
CONECT   10    8   16                                                       
CONECT   11    5   18                                                       
CONECT   12    6   18                                                       
CONECT   13   14   18                                                       
CONECT   14    2   13   17                                                  
CONECT   15    3    7    8                                                  
CONECT   16    9   10   17                                                  
CONECT   17   14   16   19                                                  
CONECT   18   11   12   13                                                  
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0251837
HETATM    1  C1  UNL     1       6.559   1.190   0.128  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.953  -0.040   0.777  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.559  -0.259   0.316  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.307  -1.035  -0.792  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.042  -1.280  -1.275  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.940  -0.729  -0.630  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.597  -0.962  -1.080  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.372  -1.716  -2.046  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.549  -0.299  -0.396  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.444   1.201  -0.545  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.858  -0.741  -0.986  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.963  -0.133  -0.357  1.00  0.00           N  
HETATM   13  C11 UNL     1      -4.225  -0.456  -0.976  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.402  -0.485  -0.071  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.361   0.760   0.785  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.151   0.672   1.642  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.002  -0.102   1.062  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.176   0.045   0.475  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.468   0.280   0.946  1.00  0.00           C  
HETATM   20  H1  UNL     1       6.021   2.112   0.484  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.562   1.153  -0.962  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.591   1.282   0.507  1.00  0.00           H  
HETATM   23  H4  UNL     1       6.582  -0.903   0.451  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.951   0.104   1.866  1.00  0.00           H  
HETATM   25  H6  UNL     1       5.188  -1.461  -1.289  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.887  -1.892  -2.144  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.526  -0.581   0.668  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.543   1.719   0.407  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.201   1.557  -1.294  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.558   1.432  -0.990  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.909  -1.859  -1.027  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.880  -0.431  -2.073  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.387   0.249  -1.814  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.108  -1.468  -1.436  1.00  0.00           H  
HETATM   35  H16 UNL     1      -5.500  -1.387   0.537  1.00  0.00           H  
HETATM   36  H17 UNL     1      -6.323  -0.386  -0.704  1.00  0.00           H  
HETATM   37  H18 UNL     1      -6.256   0.842   1.433  1.00  0.00           H  
HETATM   38  H19 UNL     1      -5.319   1.653   0.133  1.00  0.00           H  
HETATM   39  H20 UNL     1      -4.442   0.241   2.637  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.796   1.700   1.865  1.00  0.00           H  
HETATM   41  H22 UNL     1      -3.098  -1.148   1.430  1.00  0.00           H  
HETATM   42  H23 UNL     1      -2.066   0.304   1.469  1.00  0.00           H  
HETATM   43  H24 UNL     1       1.367   0.515   1.055  1.00  0.00           H  
HETATM   44  H25 UNL     1       3.626   0.892   1.816  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    4   19
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   18
CONECT    7    8    8    9
CONECT    9   10   11   27
CONECT   10   28   29   30
CONECT   11   12   31   32
CONECT   12   13   17
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   41   42
CONECT   18   19   19   43
CONECT   19   44
END

HMDB0251837
     RDKit          3D
Eperisone
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5585    1.1897    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9527   -0.0395    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -0.2592    0.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -1.0347   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0422   -1.2798   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401   -0.7291   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -0.9622   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -1.7163   -2.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -0.2993   -0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437    1.2011   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581   -0.7413   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627   -0.1334   -0.3568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -0.4557   -0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015   -0.4848   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3610    0.7603    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506    0.6718    1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0021   -0.1022    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    0.0449    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.2797    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0215    2.1124    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5625    1.1527   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5911    1.2825    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -0.9025    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9513    0.1044    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -1.4609   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -1.8919   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5264   -0.5812    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    1.7190    0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013    1.5575   -1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.4321   -0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9092   -1.8595   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -0.4314   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3868    0.2493   -1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1083   -1.4682   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000   -1.3872    0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3232   -0.3864   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2557    0.8419    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    1.6530    0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418    0.2414    2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960    1.7002    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978   -1.1484    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657    0.3043    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671    0.5149    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.8916    1.8163 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
EPERISONE hydrochloride	ChEMBL
4-EMPP	MeSH
(4'-Ethyl-2-methyl-3-piperidino)propiophenone	MeSH

Chemical Formula

C₁₇H₂₅NO

Average Molecular Weight

259.3865

Monoisotopic Molecular Weight

259.193614427

IUPAC Name

1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one

Traditional Name

(+-)-eperisone

CAS Registry Number

Not Available

SMILES

CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1

InChI Identifier

InChI=1S/C17H25NO/c1-3-15-7-9-16(10-8-15)17(19)14(2)13-18-11-5-4-6-12-18/h7-10,14H,3-6,11-13H2,1-2H3

InChI Key

SQUNAWUMZGQQJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenylpropane
Benzoyl
Aryl alkyl ketone
Monocyclic benzene moiety
Beta-aminoketone
Piperidine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:77070 )
aromatic ketone (CHEBI:77070 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.27	ALOGPS
logP	4.01	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	16.34	ChemAxon
pKa (Strongest Basic)	8.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.95 m³·mol⁻¹	ChemAxon
Polarizability	31.74 Å³	ChemAxon
Number of Rings	2	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]+	165.888	30932474
DeepCCS	[M-H]-	163.53	30932474
DeepCCS	[M-2H]-	196.416	30932474
DeepCCS	[M+Na]+	171.982	30932474
AllCCS	[M+H]+	163.6	32859911
AllCCS	[M+H-H2O]+	159.9	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	168.0	32859911
AllCCS	[M-H]-	170.7	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	171.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eperisone	CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1	2677.9	Standard polar	33892256
Eperisone	CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1	2083.7	Standard non polar	33892256
Eperisone	CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1	2029.2	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 - Eperisone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-6920000000-2a6df63ca307725624c4	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eperisone 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 - Eperisone 10V, Positive-QTOF	splash10-03di-0590000000-79b5bf7d043bf1858954	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 20V, Positive-QTOF	splash10-0059-1910000000-e2cc921f508b5dfdc68f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 40V, Positive-QTOF	splash10-0ab9-9700000000-47251f1a1ac3b7bb1ca3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 10V, Negative-QTOF	splash10-0a4i-1090000000-e979ab78ce0449a43a27	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 20V, Negative-QTOF	splash10-0a4i-5790000000-67283c86dbce61e952f5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 40V, Negative-QTOF	splash10-001i-9200000000-ec1f86bc28ccf17596f0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 10V, Positive-QTOF	splash10-03di-1090000000-b22ce57bce25f5dcf63e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 20V, Positive-QTOF	splash10-01ot-9430000000-1445d1072105d07fbba8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 40V, Positive-QTOF	splash10-0002-9300000000-aaac89ec2248d563e3fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 10V, Negative-QTOF	splash10-0a4i-0190000000-8c76daf06ab3fdac7b19	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 20V, Negative-QTOF	splash10-0a4i-0690000000-bd854792f3f3efe47907	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eperisone 40V, Negative-QTOF	splash10-053s-3910000000-38f796e4ce8bd819f640	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

DB08992

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

Eperisone

METLIN ID

Not Available

PubChem Compound

3236

PDB ID

Not Available

ChEBI ID

77070

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 Eperisone (HMDB0251837)

MOL for HMDB0251837 (Eperisone)

3D MOL for HMDB0251837 (Eperisone)

3D SDF for HMDB0251837 (Eperisone)

3D-SDF for HMDB0251837 (Eperisone)

PDB for HMDB0251837 (Eperisone)

3D PDB for HMDB0251837 (Eperisone)

SMILES for HMDB0251837 (Eperisone)

INCHI for HMDB0251837 (Eperisone)

Structure for HMDB0251837 (Eperisone)

3D Structure for HMDB0251837 (Eperisone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra