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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014798

Secondary Accession Numbers

HMDB14798

Metabolite Identification

Common Name

Metaxalone

Description

Metaxalone (marketed by King Pharmaceuticals under the brand name Skelaxin) is a muscle relaxant used to relax muscles and relieve pain caused by strains, sprains, and other musculoskeletal conditions. Its exact mechanism of action is not known, but it may be due to general central nervous system depression. It is considered to be a moderately strong muscle relaxant, with relatively low incidence of side effects. Skelaxin comes in an 800 mg scored tablet. It previously came in both 400 mg and 800 mg tablets. The 400 mg tablet has been discontinued. Possible side effects include nausea, vomiting, drowsiness and CNS side effects such as dizziness, headache, and irritability.

Structure

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

HMDB0014798
     RDKit          3D
Metaxalone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5784   -0.3990   -2.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -0.0248   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434    0.8044   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489    1.1125    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.0040    1.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5710    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -0.2617   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -0.7636   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -0.4438    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7586   -1.0935    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -0.5768    1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.4501    1.2934 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8263   -0.6515   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.7451   -0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4989   -0.7231   -0.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4943   -0.5563   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789   -0.2975   -2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -1.4788   -3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.2543   -3.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.1950   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    2.8164    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    1.5101    2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    2.4506    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    0.8025    1.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    0.6698    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641   -0.7870    1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -2.1791    0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386    0.3944    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -1.3161    2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -0.2421    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135   -1.2116   -2.4253 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7 16  2  0
 16  2  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
M  END

660
  Mrv0541 02231214522D          

 16 17  0  0  1  0            999 V2000
    4.4610    1.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910    2.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810    2.1573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1261    1.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060    2.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  8  1  0  0  0  0
  2  7  1  0  0  0  0
  2  9  1  0  0  0  0
  3  8  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014798

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO3/c1-8-3-9(2)5-10(4-8)15-7-11-6-13-12(14)16-11/h3-5,11H,6-7H2,1-2H3,(H,13,14)

> <INCHI_KEY>
IMWZZHHPURKASS-UHFFFAOYSA-N

> <FORMULA>
C12H15NO3

> <MOLECULAR_WEIGHT>
221.2524

> <EXACT_MASS>
221.105193351

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.739774249903224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
2.371813386

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.143908605518103

> <JCHEM_PKA_STRONGEST_BASIC>
-4.853175271283958

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
59.322

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metaxalone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014798
     RDKit          3D
Metaxalone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5784   -0.3990   -2.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -0.0248   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434    0.8044   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489    1.1125    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.0040    1.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5710    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -0.2617   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -0.7636   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -0.4438    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7586   -1.0935    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -0.5768    1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.4501    1.2934 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8263   -0.6515   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.7451   -0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4989   -0.7231   -0.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4943   -0.5563   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789   -0.2975   -2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -1.4788   -3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.2543   -3.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.1950   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    2.8164    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    1.5101    2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    2.4506    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    0.8025    1.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    0.6698    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641   -0.7870    1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -2.1791    0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386    0.3944    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -1.3161    2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -0.2421    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135   -1.2116   -2.4253 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7 16  2  0
 16  2  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 660                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.327   2.562   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.748  -0.653   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.757   5.273   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       6.311   4.027   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.081   1.657   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.835   2.562   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   0.117   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.851   4.027   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748  -2.193   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081  -2.963   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -2.963   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081  -4.503   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -4.503   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748  -5.273   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -5.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -5.273   0.000  0.00  0.00           C+0
CONECT    1    5    8                                                       
CONECT    2    7    9                                                       
CONECT    3    8                                                            
CONECT    4    6    8                                                       
CONECT    5    1    6    7                                                  
CONECT    6    4    5                                                       
CONECT    7    2    5                                                       
CONECT    8    1    3    4                                                  
CONECT    9    2   10   11                                                  
CONECT   10    9   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14   15                                                  
CONECT   13   11   14   16                                                  
CONECT   14   12   13                                                       
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0014798
HETATM    1  C1  UNL     1      -3.578  -0.399  -2.928  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.779  -0.025  -1.736  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.243   0.804  -0.739  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.449   1.113   0.343  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.933   2.004   1.426  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.170   0.571   0.410  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.682  -0.262  -0.575  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.602  -0.764  -0.440  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.402  -0.444   0.665  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.759  -1.094   0.614  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.544  -0.577   1.819  1.00  0.00           C  
HETATM   12  N1  UNL     1       4.886  -0.450   1.293  1.00  0.00           N  
HETATM   13  C11 UNL     1       4.826  -0.651  -0.113  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.851  -0.745  -0.850  1.00  0.00           O  
HETATM   15  O3  UNL     1       3.499  -0.723  -0.510  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.494  -0.556  -1.648  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.679  -0.297  -2.746  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.431  -1.479  -3.179  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.344   0.254  -3.791  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.245   1.195  -0.846  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.167   2.816   1.535  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.995   1.510   2.405  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.900   2.451   1.097  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.533   0.802   1.253  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.495   0.670   0.685  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.864  -0.787   1.572  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.661  -2.179   0.690  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.139   0.394   2.178  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.474  -1.316   2.645  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.736  -0.242   1.895  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.114  -1.212  -2.425  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    6    6
CONECT    5   21   22   23
CONECT    6    7   24
CONECT    7    8   16   16
CONECT    8    9
CONECT    9   10   25   26
CONECT   10   11   15   27
CONECT   11   12   28   29
CONECT   12   13   30
CONECT   13   14   14   15
CONECT   16   31
END

HMDB0014798
     RDKit          3D
Metaxalone
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5784   -0.3990   -2.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -0.0248   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434    0.8044   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489    1.1125    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.0040    1.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    0.5710    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -0.2617   -0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -0.7636   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -0.4438    0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7586   -1.0935    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -0.5768    1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864   -0.4501    1.2934 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8263   -0.6515   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.7451   -0.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4989   -0.7231   -0.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4943   -0.5563   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789   -0.2975   -2.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -1.4788   -3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    0.2543   -3.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453    1.1950   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    2.8164    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    1.5101    2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    2.4506    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    0.8025    1.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    0.6698    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641   -0.7870    1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610   -2.1791    0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386    0.3944    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -1.3161    2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7358   -0.2421    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135   -1.2116   -2.4253 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7 16  2  0
 16  2  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Skelaxin	Kegg
Metassalone	HMDB
Metaxalon	HMDB
Metazalone	HMDB
Metazolone	HMDB
Methaxalonum	HMDB
Methoxolone	HMDB
AHR 438	HMDB

Chemical Formula

C₁₂H₁₅NO₃

Average Molecular Weight

221.2524

Monoisotopic Molecular Weight

221.105193351

IUPAC Name

5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one

Traditional Name

metaxalone

CAS Registry Number

1665-48-1

SMILES

CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1

InChI Identifier

InChI=1S/C12H15NO3/c1-8-3-9(2)5-10(4-8)15-7-11-6-13-12(14)16-11/h3-5,11H,6-7H2,1-2H3,(H,13,14)

InChI Key

IMWZZHHPURKASS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
M-xylene
Xylene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Oxazoline
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:6797 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014798)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.28 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.28 g/L	ALOGPS
logP	1.63	ALOGPS
logP	2.37	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.14	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.32 m³·mol⁻¹	ChemAxon
Polarizability	23.74 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	152.522	31661259
DarkChem	[M-H]-	151.172	31661259
DeepCCS	[M+H]+	152.188	30932474
DeepCCS	[M-H]-	149.792	30932474
DeepCCS	[M-2H]-	183.006	30932474
DeepCCS	[M+Na]+	158.126	30932474
AllCCS	[M+H]+	149.2	32859911
AllCCS	[M+H-H2O]+	145.1	32859911
AllCCS	[M+NH4]+	153.0	32859911
AllCCS	[M+Na]+	154.1	32859911
AllCCS	[M-H]-	153.2	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	153.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metaxalone	CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1	3131.4	Standard polar	33892256
Metaxalone	CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1	2133.2	Standard non polar	33892256
Metaxalone	CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1	2236.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metaxalone,1TMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C)C(=O)O2)=C1	2048.1	Semi standard non polar	33892256
Metaxalone,1TMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C)C(=O)O2)=C1	2094.4	Standard non polar	33892256
Metaxalone,1TMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C)C(=O)O2)=C1	2566.0	Standard polar	33892256
Metaxalone,1TBDMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C(C)(C)C)C(=O)O2)=C1	2281.4	Semi standard non polar	33892256
Metaxalone,1TBDMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C(C)(C)C)C(=O)O2)=C1	2318.5	Standard non polar	33892256
Metaxalone,1TBDMS,isomer #1	CC1=CC(C)=CC(OCC2CN([Si](C)(C)C(C)(C)C)C(=O)O2)=C1	2704.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Metaxalone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-6910000000-3d869a9d7711ed9017fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metaxalone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metaxalone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-00di-0490000000-964e6b5348bafc1182d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-0089-0980000000-2b6e14f3b5e5c19c4e5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-001i-0910000000-c8b21539b07eb2e7d34e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-001i-0900000000-0f09eb181838526daa7c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-001i-0900000000-018693fc5b6345ee25c5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , negative-QTOF	splash10-001i-0900000000-921f9f6e188e7466aa4d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-08fr-4900000000-222616eabf1bcdd48049	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-08fr-6900000000-06981ad91bcbeda7d385	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-0a4i-6900000000-77e22c24cb4c6bbc81a1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-0a4i-8900000000-54c62bf2b5c1b70898bb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-0a4i-9700000000-82878fa5fbb78b27ef0b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone LC-ESI-QFT , positive-QTOF	splash10-0a4i-9500000000-66f674cba4e44834a425	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 90V, Positive-QTOF	splash10-0a4i-9500000000-66f674cba4e44834a425	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 75V, Positive-QTOF	splash10-0a4i-9700000000-82878fa5fbb78b27ef0b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 15V, Negative-QTOF	splash10-00di-0490000000-2d083d9993763dd191db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 30V, Negative-QTOF	splash10-0089-0980000000-2b6e14f3b5e5c19c4e5c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 90V, Negative-QTOF	splash10-001i-0900000000-921f9f6e188e7466aa4d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 75V, Negative-QTOF	splash10-001i-0900000000-018693fc5b6345ee25c5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metaxalone 45V, Negative-QTOF	splash10-001i-0910000000-c8b21539b07eb2e7d34e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 10V, Positive-QTOF	splash10-00di-2390000000-78910ab75d3c3186356d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 20V, Positive-QTOF	splash10-0fk9-1940000000-63ed5a7012ac998bf030	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 40V, Positive-QTOF	splash10-05fr-9700000000-8a760098dec4bfd605be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 10V, Negative-QTOF	splash10-00di-5970000000-e23b204a74eee96b313c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 20V, Negative-QTOF	splash10-00di-2900000000-1eddeb67df5eaa138f6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metaxalone 40V, Negative-QTOF	splash10-00di-4900000000-d964ecadca1a42896249	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00660	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00660	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00660

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14709

KEGG Compound ID

C07934

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metaxalone

METLIN ID

Not Available

PubChem Compound

15459

PDB ID

Not Available

ChEBI ID

711679

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

Elenbaas JK: Centrally acting oral skeletal muscle relaxants. Am J Hosp Pharm. 1980 Oct;37(10):1313-23. [PubMed:6999895 ]
See S, Ginzburg R: Choosing a skeletal muscle relaxant. Am Fam Physician. 2008 Aug 1;78(3):365-70. [PubMed:18711953 ]

Showing metabocard for Metaxalone (HMDB0014798)

MOL for HMDB0014798 (Metaxalone)

3D MOL for HMDB0014798 (Metaxalone)

3D SDF for HMDB0014798 (Metaxalone)

3D-SDF for HMDB0014798 (Metaxalone)

PDB for HMDB0014798 (Metaxalone)

3D PDB for HMDB0014798 (Metaxalone)

SMILES for HMDB0014798 (Metaxalone)

INCHI for HMDB0014798 (Metaxalone)

Structure for HMDB0014798 (Metaxalone)

3D Structure for HMDB0014798 (Metaxalone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra