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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:33:20 UTC

Update Date

2022-03-07 02:56:25 UTC

HMDB ID

HMDB0040004

Secondary Accession Numbers

HMDB40004

Metabolite Identification

Common Name

Menthone 1,3-glyceryl ketal

Description

Menthone 1,3-glyceryl ketal 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 1,3-glyceryl ketal.

Structure

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

HMDB0040004
     RDKit          3D
Menthone 1,3-glyceryl ketal
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.5617    3.3509   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    2.2253   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.5573   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610    1.4328    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.1352   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.9287    0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -2.2687   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -0.5390    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.2237   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    0.9712    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -1.1546    0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7731   -1.3580    1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -1.7716   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -3.1447   -0.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6072   -1.6147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6098   -0.6930   -1.3749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    4.3236   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    3.3427   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430    3.2475    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690    2.1661   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    3.4648    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    2.8181   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    1.6854    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2973    1.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.2072   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6224   -1.0482    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -3.0460    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8729   -2.3399   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -2.4236   -0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.4671    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    0.0578   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6286   -0.0075    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.7559   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414    1.1787    1.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.4783    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -2.1461    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -1.2721   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -3.3785   -0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -1.2949   -2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423   -2.6188   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 10  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
M  END


  Mrv0541 05061311332D          

 16 17  0  0  0  0            999 V2000
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040004

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)CC11OCC(O)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O3/c1-9(2)12-5-4-10(3)6-13(12)15-7-11(14)8-16-13/h9-12,14H,4-8H2,1-3H3

> <INCHI_KEY>
GECFTYLLVUKXOY-UHFFFAOYSA-N

> <FORMULA>
C13H24O3

> <MOLECULAR_WEIGHT>
228.3279

> <EXACT_MASS>
228.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.232478593478636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methyl-7-(propan-2-yl)-1,5-dioxaspiro[5.5]undecan-3-ol

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.6159300283333344

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.667628733134674

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3815791921268934

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
62.574100000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-isopropyl-10-methyl-1,5-dioxaspiro[5.5]undecan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040004
     RDKit          3D
Menthone 1,3-glyceryl ketal
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.5617    3.3509   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    2.2253   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.5573   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610    1.4328    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.1352   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.9287    0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -2.2687   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -0.5390    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.2237   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    0.9712    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -1.1546    0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7731   -1.3580    1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -1.7716   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -3.1447   -0.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6072   -1.6147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6098   -0.6930   -1.3749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    4.3236   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    3.3427   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430    3.2475    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690    2.1661   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    3.4648    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    2.8181   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    1.6854    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2973    1.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.2072   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6224   -1.0482    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -3.0460    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8729   -2.3399   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -2.4236   -0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.4671    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    0.0578   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6286   -0.0075    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.7559   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414    1.1787    1.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.4783    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -2.1461    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -1.2721   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -3.3785   -0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -1.2949   -2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423   -2.6188   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 10  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  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       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.494   0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.644  -0.564   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.644   2.104   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6   10   13                                                       
CONECT    7   11   15                                                       
CONECT    8   11   16                                                       
CONECT    9    1    2   12                                                  
CONECT   10    3    4    6                                                  
CONECT   11    7    8   14                                                  
CONECT   12    5    9   13                                                  
CONECT   13    6   12   15   16                                             
CONECT   14   11                                                            
CONECT   15    7   13                                                       
CONECT   16    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0040004
HETATM    1  C1  UNL     1       1.562   3.351  -0.019  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.668   2.225  -0.505  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.745   2.557  -0.089  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.361   1.433   0.678  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.236   0.135  -0.099  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.025  -0.929   0.654  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.964  -2.269  -0.045  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.469  -0.539   0.794  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.235  -0.224  -0.132  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.117   0.971   0.183  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.438  -1.155   0.880  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.773  -1.358   1.100  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.430  -1.772  -0.173  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.747  -3.145  -0.041  1.00  0.00           O  
HETATM   15  C13 UNL     1       1.607  -1.615  -1.407  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.610  -0.693  -1.375  1.00  0.00           O  
HETATM   17  H1  UNL     1       1.038   4.324  -0.190  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.544   3.343  -0.533  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.643   3.247   1.082  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.769   2.166  -1.612  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.782   3.465   0.571  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.374   2.818  -0.970  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.422   1.685   0.878  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.856   1.297   1.643  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.630   0.207  -1.116  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.622  -1.048   1.691  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.095  -3.046   0.759  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.873  -2.340  -0.706  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.058  -2.424  -0.627  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.079  -1.467   0.818  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.846   0.058  -0.064  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.629  -0.007   1.759  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.152   0.756  -0.197  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.141   1.179   1.271  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.302  -0.478   1.521  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.853  -2.146   1.905  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.428  -1.272  -0.261  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.445  -3.379  -0.705  1.00  0.00           H  
HETATM   39  H23 UNL     1       2.322  -1.295  -2.225  1.00  0.00           H  
HETATM   40  H24 UNL     1       1.242  -2.619  -1.780  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   10   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6    9   25
CONECT    6    7    8   26
CONECT    7   27   28   29
CONECT    8   30   31   32
CONECT    9   10   11   16
CONECT   10   33   34
CONECT   11   12
CONECT   12   13   35   36
CONECT   13   14   15   37
CONECT   14   38
CONECT   15   16   39   40
END

HMDB0040004
     RDKit          3D
Menthone 1,3-glyceryl ketal
 40 41  0  0  0  0  0  0  0  0999 V2000
    1.5617    3.3509   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    2.2253   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.5573   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610    1.4328    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.1352   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -0.9287    0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -2.2687   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -0.5390    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.2237   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    0.9712    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383   -1.1546    0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7731   -1.3580    1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -1.7716   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -3.1447   -0.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6072   -1.6147   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6098   -0.6930   -1.3749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    4.3236   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    3.3427   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6430    3.2475    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690    2.1661   -1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    3.4648    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3743    2.8181   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    1.6854    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    1.2973    1.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    0.2072   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6224   -1.0482    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -3.0460    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8729   -2.3399   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -2.4236   -0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.4671    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    0.0578   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6286   -0.0075    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.7559   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414    1.1787    1.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.4783    1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -2.1461    1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -1.2721   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -3.3785   -0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -1.2949   -2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423   -2.6188   -1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 10  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Methyl-7-(1-methylethyl)-1,5-dioxaspiro[5.5]undecan-3-ol, 9ci	HMDB
3-Hydroxy-7-isopropyl-10-methyl-1,5-dioxaspiro[5.5]undecane	HMDB

Chemical Formula

C₁₃H₂₄O₃

Average Molecular Weight

228.3279

Monoisotopic Molecular Weight

228.172544634

IUPAC Name

10-methyl-7-(propan-2-yl)-1,5-dioxaspiro[5.5]undecan-3-ol

Traditional Name

7-isopropyl-10-methyl-1,5-dioxaspiro[5.5]undecan-3-ol

CAS Registry Number

63187-41-7

SMILES

CC(C)C1CCC(C)CC11OCC(O)CO1

InChI Identifier

InChI=1S/C13H24O3/c1-9(2)12-5-4-10(3)6-13(12)15-7-11(14)8-16-13/h9-12,14H,4-8H2,1-3H3

InChI Key

GECFTYLLVUKXOY-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Ketal
Meta-dioxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040004)

Source

Endogenous

Endogenous (HMDB: HMDB0040004)

Animal

Animal (HMDB: HMDB0040004)

Exogenous

Food

Food (HMDB: HMDB0040004)

Exogenous (HMDB: HMDB0040004)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040004)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040004)

Lipid metabolism pathway (HMDB: HMDB0040004)

Cellular process

Cell signaling (HMDB: HMDB0040004)

Biochemical process

Lipid transport (HMDB: HMDB0040004)

Role

Biological role

Energy source (HMDB: HMDB0040004)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040004)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040004)

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
Water Solubility	0.64 g/L	ALOGPS
logP	1.99	ALOGPS
logP	2.62	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.67	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.57 m³·mol⁻¹	ChemAxon
Polarizability	26.23 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]+	151.476	31661259
DarkChem	[M-H]-	149.111	31661259
DeepCCS	[M-2H]-	188.933	30932474
DeepCCS	[M+Na]+	164.581	30932474
AllCCS	[M+H]+	154.2	32859911
AllCCS	[M+H-H2O]+	150.4	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.8	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	159.7	32859911
AllCCS	[M+HCOO]-	160.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.22 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9569 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.68 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2435.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	432.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	196.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	696.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	692.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1148.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	478.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1497.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	345.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	420.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	19.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Menthone 1,3-glyceryl ketal	CC(C)C1CCC(C)CC11OCC(O)CO1	2258.0	Standard polar	33892256
Menthone 1,3-glyceryl ketal	CC(C)C1CCC(C)CC11OCC(O)CO1	1507.5	Standard non polar	33892256
Menthone 1,3-glyceryl ketal	CC(C)C1CCC(C)CC11OCC(O)CO1	1659.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Menthone 1,3-glyceryl ketal,1TMS,isomer #1	CC1CCC(C(C)C)C2(C1)OCC(O[Si](C)(C)C)CO2	1771.8	Semi standard non polar	33892256
Menthone 1,3-glyceryl ketal,1TBDMS,isomer #1	CC1CCC(C(C)C)C2(C1)OCC(O[Si](C)(C)C(C)(C)C)CO2	2047.8	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 - Menthone 1,3-glyceryl ketal GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fu-9620000000-caed0fc5b0e4fcc820e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Menthone 1,3-glyceryl ketal GC-MS (1 TMS) - 70eV, Positive	splash10-0a4r-9230000000-a263547558cdaef01542	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Menthone 1,3-glyceryl ketal 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 - Menthone 1,3-glyceryl ketal 10V, Positive-QTOF	splash10-004i-3290000000-442dec70c86d9a87b7c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 20V, Positive-QTOF	splash10-0a4i-9520000000-fc91245d5857abca202f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 40V, Positive-QTOF	splash10-0a4i-9000000000-60de314657730bb336c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 10V, Negative-QTOF	splash10-004i-0090000000-d23e04e47ef307a3a273	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 20V, Negative-QTOF	splash10-0fvi-2950000000-502abcf9a6e25b6f3956	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 40V, Negative-QTOF	splash10-0006-9200000000-cb066057c5404d53c416	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 10V, Negative-QTOF	splash10-004i-0090000000-873da861442811ae04b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 20V, Negative-QTOF	splash10-004i-0490000000-085a60de5bd4ec496269	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 40V, Negative-QTOF	splash10-0udr-2920000000-553990ee9a3de146ce03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 10V, Positive-QTOF	splash10-004i-0090000000-5c5b98aa6ef66ef107c0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 20V, Positive-QTOF	splash10-0aor-9200000000-116f475d848da5541c98	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthone 1,3-glyceryl ketal 40V, Positive-QTOF	splash10-052f-9200000000-2e4eec9f5c83cac956e2	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

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

FDB019686

KNApSAcK ID

Not Available

Chemspider ID

96115

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

106791

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Menthone 1,3-glyceryl ketal (HMDB0040004)

MOL for HMDB0040004 (Menthone 1,3-glyceryl ketal)

3D MOL for HMDB0040004 (Menthone 1,3-glyceryl ketal)

3D SDF for HMDB0040004 (Menthone 1,3-glyceryl ketal)

3D-SDF for HMDB0040004 (Menthone 1,3-glyceryl ketal)

PDB for HMDB0040004 (Menthone 1,3-glyceryl ketal)

3D PDB for HMDB0040004 (Menthone 1,3-glyceryl ketal)

SMILES for HMDB0040004 (Menthone 1,3-glyceryl ketal)

INCHI for HMDB0040004 (Menthone 1,3-glyceryl ketal)

Structure for HMDB0040004 (Menthone 1,3-glyceryl ketal)

3D Structure for HMDB0040004 (Menthone 1,3-glyceryl ketal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra