Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:48 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030268

Secondary Accession Numbers

HMDB30268

Metabolite Identification

Common Name

Dumetorine

Description

Dumetorine belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. Based on a literature review very few articles have been published on Dumetorine.

Structure

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

HMDB0030268
     RDKit          3D
Dumetorine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.2346    0.5376    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -0.1453    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -1.0869   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501   -1.7522   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -2.6632   -2.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.3829   -1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618   -0.7680   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.1322   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.5705   -0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156    1.1529   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4393    1.1827    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.2672    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437   -0.9860    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2534    1.0745 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571    0.3591    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    0.2591    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.4608    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.0736    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.5812    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9259   -1.3748   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413   -1.5926    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8304   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838    0.6706   -1.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    1.4294    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4683    0.4645   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717    2.1274   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761    1.5675   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    1.8070    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5985   -0.2945    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.7352   -0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -1.9117    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.3238    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777   -0.3774    2.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    1.2996    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584    0.6042    2.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9296    1.2178   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.5121    1.1397 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  2  0
  4  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  1  0
 16  2  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
M  END


  Mrv0541 05061305072D          

 16 17  0  0  0  0            999 V2000
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    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
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 14  2  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030268

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCCC1CC1CC(C)=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H21NO2/c1-10-7-12(16-13(15)8-10)9-11-5-3-4-6-14(11)2/h8,11-12H,3-7,9H2,1-2H3

> <INCHI_KEY>
JFFVCKNYHMIHTF-UHFFFAOYSA-N

> <FORMULA>
C13H21NO2

> <MOLECULAR_WEIGHT>
223.3113

> <EXACT_MASS>
223.157228921

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.890942461699684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-6-[(1-methylpiperidin-2-yl)methyl]-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.1171425983333334

> <ALOGPS_LOGS>
-1.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.405866885233365

> <JCHEM_PKA_STRONGEST_BASIC>
9.525776721274053

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
64.6513

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-6-[(1-methylpiperidin-2-yl)methyl]-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030268
     RDKit          3D
Dumetorine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.2346    0.5376    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -0.1453    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -1.0869   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501   -1.7522   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -2.6632   -2.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.3829   -1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618   -0.7680   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.1322   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.5705   -0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156    1.1529   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4393    1.1827    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.2672    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437   -0.9860    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2534    1.0745 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571    0.3591    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    0.2591    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.4608    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.0736    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.5812    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9259   -1.3748   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413   -1.5926    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8304   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838    0.6706   -1.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    1.4294    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4683    0.4645   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717    2.1274   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761    1.5675   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    1.8070    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5985   -0.2945    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.7352   -0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -1.9117    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.3238    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777   -0.3774    2.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    1.2996    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584    0.6042    2.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9296    1.2178   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.5121    1.1397 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  2  0
  4  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  1  0
 16  2  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -9.336   6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   11                                                       
CONECT    6    4   14                                                       
CONECT    7   10   12                                                       
CONECT    8   10   13                                                       
CONECT    9   11   12                                                       
CONECT   10    1    7    8                                                  
CONECT   11    5    9   14                                                  
CONECT   12    7    9   16                                                  
CONECT   13    8   15   16                                                  
CONECT   14    2    6   11                                                  
CONECT   15   13                                                            
CONECT   16   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0030268
HETATM    1  C1  UNL     1      -4.235   0.538   1.277  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.355  -0.145   0.249  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.869  -1.087  -0.511  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.050  -1.752  -1.498  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.490  -2.663  -2.256  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.726  -1.383  -1.628  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.062  -0.768  -0.511  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.183  -0.132  -1.086  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.018   0.570  -0.036  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.216   1.153  -0.744  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.439   1.183   0.154  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.735  -0.267   0.479  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.544  -0.986   1.027  1.00  0.00           C  
HETATM   14  N1  UNL     1       1.338  -0.253   1.075  1.00  0.00           N  
HETATM   15  C12 UNL     1       1.057   0.359   2.353  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.958   0.259   0.125  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.770   0.461   2.276  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.235   0.074   1.261  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.334   1.581   0.925  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.926  -1.375  -0.401  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.841  -1.593   0.196  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.754  -0.830  -1.706  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.184   0.671  -1.785  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.414   1.429   0.329  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.468   0.465  -1.578  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.972   2.127  -1.175  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.276   1.568  -0.466  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.310   1.807   1.036  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.599  -0.294   1.177  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.090  -0.735  -0.463  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.390  -1.912   0.435  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.797  -1.324   2.060  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.478  -0.377   2.955  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.497   1.300   2.172  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.958   0.604   2.935  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.930   1.218  -0.444  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.569   0.512   1.140  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   16   21
CONECT    8    9   22   23
CONECT    9   10   14   24
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   15
CONECT   15   33   34   35
CONECT   16   36   37
END

HMDB0030268
     RDKit          3D
Dumetorine
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.2346    0.5376    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -0.1453    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -1.0869   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501   -1.7522   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -2.6632   -2.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.3829   -1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618   -0.7680   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -0.1322   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.5705   -0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156    1.1529   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4393    1.1827    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -0.2672    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437   -0.9860    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2534    1.0745 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571    0.3591    2.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    0.2591    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696    0.4608    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350    0.0736    1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    1.5812    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9259   -1.3748   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413   -1.5926    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -0.8304   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838    0.6706   -1.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    1.4294    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4683    0.4645   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717    2.1274   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761    1.5675   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    1.8070    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5985   -0.2945    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.7352   -0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -1.9117    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.3238    2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777   -0.3774    2.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    1.2996    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584    0.6042    2.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9296    1.2178   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.5121    1.1397 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  2  0
  4  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  1  0
 16  2  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5,6-Dihydro-4-methyl-6-[(1-methyl-2-piperidinyl)methyl]-2H-pyran-2-one, 9ci	HMDB
Dumetorine	MeSH

Chemical Formula

C₁₃H₂₁NO₂

Average Molecular Weight

223.3113

Monoisotopic Molecular Weight

223.157228921

IUPAC Name

4-methyl-6-[(1-methylpiperidin-2-yl)methyl]-5,6-dihydro-2H-pyran-2-one

Traditional Name

4-methyl-6-[(1-methylpiperidin-2-yl)methyl]-5,6-dihydropyran-2-one

CAS Registry Number

96552-67-9

SMILES

CN1CCCCC1CC1CC(C)=CC(=O)O1

InChI Identifier

InChI=1S/C13H21NO2/c1-10-7-12(16-13(15)8-10)9-11-5-3-4-6-14(11)2/h8,11-12H,3-7,9H2,1-2H3

InChI Key

JFFVCKNYHMIHTF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Piperidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030268)
Cytoplasm (HMDB: HMDB0030268)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030268)

Source

Endogenous

Endogenous (HMDB: HMDB0030268)

Plant

Plant (HMDB: HMDB0030268)

Exogenous

Food

Food (HMDB: HMDB0030268)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

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	7722 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.13 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.12	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	17.41	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.65 m³·mol⁻¹	ChemAxon
Polarizability	25.89 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
DarkChem	[M+H]+	155.449	31661259
DarkChem	[M-H]-	150.078	31661259
DeepCCS	[M+H]+	151.771	30932474
DeepCCS	[M-H]-	147.906	30932474
DeepCCS	[M-2H]-	185.517	30932474
DeepCCS	[M+Na]+	161.18	30932474
AllCCS	[M+H]+	153.4	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	157.3	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	160.0	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	161.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dumetorine	CN1CCCCC1CC1CC(C)=CC(=O)O1	2555.7	Standard polar	33892256
Dumetorine	CN1CCCCC1CC1CC(C)=CC(=O)O1	1870.4	Standard non polar	33892256
Dumetorine	CN1CCCCC1CC1CC(C)=CC(=O)O1	1973.4	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 - Dumetorine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9100000000-e43ef4c02e08c358df24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dumetorine 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 - Dumetorine 10V, Positive-QTOF	splash10-0229-0890000000-f350310de411976db586	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 20V, Positive-QTOF	splash10-01vt-8910000000-e59d0efbcc00cd255ed7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 40V, Positive-QTOF	splash10-00xu-9300000000-3f36caa18face9122fdc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 10V, Negative-QTOF	splash10-00fr-0690000000-74521ef8480f97c39eb8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 20V, Negative-QTOF	splash10-00fr-3980000000-7f28694054bfa5b83e59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 40V, Negative-QTOF	splash10-0a5m-9500000000-93f51be67e09b293290f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 10V, Negative-QTOF	splash10-00di-0390000000-6178797bcea259ebefd5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 20V, Negative-QTOF	splash10-00b9-3930000000-5a16f878967a563e2917	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 40V, Negative-QTOF	splash10-0aos-9400000000-bfa90d85b9f8293935b4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 10V, Positive-QTOF	splash10-00dj-4290000000-3e0de19f1ac4c4350b40	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 20V, Positive-QTOF	splash10-074j-5970000000-c7c148273111c10f7467	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dumetorine 40V, Positive-QTOF	splash10-05u2-9100000000-79d6e86e296e5c25b668	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002098

KNApSAcK ID

C00054333

Chemspider ID

35013169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13858447

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1818541

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Dumetorine (HMDB0030268)

MOL for HMDB0030268 (Dumetorine)

3D MOL for HMDB0030268 (Dumetorine)

3D SDF for HMDB0030268 (Dumetorine)

3D-SDF for HMDB0030268 (Dumetorine)

PDB for HMDB0030268 (Dumetorine)

3D PDB for HMDB0030268 (Dumetorine)

SMILES for HMDB0030268 (Dumetorine)

INCHI for HMDB0030268 (Dumetorine)

Structure for HMDB0030268 (Dumetorine)

3D Structure for HMDB0030268 (Dumetorine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra