Showing metabocard for (1S,4R)-menthone (MMDBc0054027)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:47:05 UTC
Update Date2024-04-30 20:50:53 UTC
Metabolite IDMMDBc0054027
Metabolite Identification
Common Name(1S,4R)-menthone
Description(+)-Menthone, also known as (1S,4R)-menthone, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on (+)-Menthone.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4dc6ef770>


  Mrv1652307301920042D          

 13 13  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  2  0  0  0  0
  8 12  1  1  0  0  0
  9 13  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fa4dc6ef770>

HMDB0035783
     RDKit          3D
(+)-Menthone
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.9523   -1.1444    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -0.0272    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    1.2769    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -0.0754   -0.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0902    1.1389    0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.0674   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -0.0802    0.3144 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6508   -0.0232   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.3593   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922   -1.2696    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -2.1914    0.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.3096   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9958   -0.8262    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766   -2.0892    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008   -0.0590    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    1.9937    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    1.1355   -0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866    1.6579   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -0.0050   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.9326    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4385    2.0717    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752    0.7417   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.0092   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281    0.0109    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    0.6327   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -0.9926   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    0.5454    0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7090   -1.5811   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032   -2.1810    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fa4dc6ef770>


  Mrv1652307301920042D          

 13 13  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  2  0  0  0  0
  8 12  1  1  0  0  0
  9 13  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054027

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(C)CC[C@]([H])(C(C)C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1

> <INCHI_KEY>
NFLGAXVYCFJBMK-DTWKUNHWSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.2493

> <EXACT_MASS>
154.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
18.936250693280787

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-one

> <JCHEM_LOGP>
3.0497874006666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.420780675838815

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
46.5201

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(+)-menthone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fa4dc6ef770>

HMDB0035783
     RDKit          3D
(+)-Menthone
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.9523   -1.1444    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -0.0272    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    1.2769    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -0.0754   -0.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0902    1.1389    0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.0674   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -0.0802    0.3144 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6508   -0.0232   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.3593   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922   -1.2696    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460   -2.1914    0.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -1.3096   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9958   -0.8262    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766   -2.0892    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008   -0.0590    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    1.9937    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    1.1355   -0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866    1.6579   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -0.0050   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2843    0.9326    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4385    2.0717    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752    0.7417   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.0092   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281    0.0109    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    0.6327   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -0.9926   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    0.5454    0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7090   -1.5811   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032   -2.1810    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
M  END
Download

PDB for #<Metabolite:0x00007fa4dc6ef770>

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    8   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4    6   12                                             
CONECT    9    5    7   10   13                                             
CONECT   10    6    9   11                                                  
CONECT   11   10                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007fa4dc6ef770>

COMPND    HMDB0035783
HETATM    1  C1  UNL     1      -2.952  -1.144   0.109  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.039  -0.027   0.491  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.707   1.277   0.063  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.696  -0.075  -0.164  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.090   1.139   0.346  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.442   1.067  -0.358  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.194  -0.080   0.314  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.651  -0.023  -0.023  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.529  -1.359  -0.125  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.092  -1.270   0.206  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.446  -2.191   0.790  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.007  -1.310  -0.987  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.996  -0.826   0.401  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.777  -2.089   0.641  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.901  -0.059   1.590  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.529   1.994   0.883  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.792   1.135  -0.066  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.287   1.658  -0.894  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.779  -0.005  -1.269  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.284   0.933   1.421  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.439   2.072   0.165  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.275   0.742  -1.423  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.996   2.009  -0.293  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.028   0.011   1.413  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.769   0.633  -0.933  1.00  0.00           H  
HETATM   26  H15 UNL     1       4.127  -0.993  -0.172  1.00  0.00           H  
HETATM   27  H16 UNL     1       4.156   0.545   0.810  1.00  0.00           H  
HETATM   28  H17 UNL     1       1.709  -1.581  -1.195  1.00  0.00           H  
HETATM   29  H18 UNL     1       2.003  -2.181   0.468  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   10   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   11
END
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SMILES for #<Metabolite:0x00007fa4dc6ef770>

[H][C@]1(C)CC[C@]([H])(C(C)C)C(=O)C1
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INCHI for #<Metabolite:0x00007fa4dc6ef770>

InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1
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Synonyms
ValueSource
(1S,4R)-MenthoneChEBI
(1S,4R)-p-Menthan-3-oneChEBI
(2R,5S)-2-Isopropyl-5-methylcyclohexanoneChEBI
(+)-(1S,4R)-MenthoneHMDB
(2R,5S)-5-Methyl-2-(propan-2-yl)cyclohexanoneHMDB
MenthoneMeSH, HMDB
(+)-MenthoneHMDB
(2R,5S)-5-Methyl-2-(1-methylethyl)cyclohexanoneHMDB
D-MenthoneHMDB
Molecular FormulaC10H18O
Average Mass154.2493
Monoisotopic Mass154.135765198
IUPAC Name(2R,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-one
Traditional Name(+)-menthone
CAS Registry NumberNot Available
SMILES
[H][C@]1(C)CC[C@]([H])(C(C)C)C(=O)C1
InChI Identifier
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1
InChI KeyNFLGAXVYCFJBMK-DTWKUNHWSA-N