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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:42 UTC

Update Date

2022-03-07 02:53:21 UTC

HMDB ID

HMDB0032417

Secondary Accession Numbers

HMDB32417

Metabolite Identification

Common Name

3-(L-Menthoxy)-2-methylpropane-1,2-diol

Description

3-(L-Menthoxy)-2-methylpropane-1,2-diol 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 3-(L-Menthoxy)-2-methylpropane-1,2-diol.

Structure

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

HMDB0032417
     RDKit          3D
3-(L-Menthoxy)-2-methylpropane-1,2-diol
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.4275    3.2616   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    2.1620   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.2791    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415    0.2295    1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.5383    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -1.5647   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.4945    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -2.4301   -0.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    0.3880    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -0.2288   -0.2717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.2012    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506   -0.4895   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683   -0.2084   -1.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -1.8667    0.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4386    0.0544    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.2590    2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260    1.2606   -0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050    4.1980   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    3.4264   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1549    3.0783   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    2.5365    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    1.9412    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    0.8707   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -0.4964    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062    0.7117    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -1.0937    1.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.1672   -1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -2.4880    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995   -2.1872    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560   -3.5399    0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501   -3.2546   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -1.9117   -1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157   -2.9297   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0877    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    0.0302    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.3000    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969   -0.7050   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.5084   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451    0.8890   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686   -2.2733   -0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796   -0.3779    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.1505    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    0.4954    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445    0.6149   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1769    1.8464   -1.4447 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  9 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
M  END


  Mrv0541 05061306302D          

 17 17  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
   -2.5559    0.5230    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
   -2.8579    1.6500    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
    0.7145    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  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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    1.9520    0.0000 O   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
  6  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 16 14  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032417

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)CC1OCC(C)(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C14H28O3/c1-10(2)12-6-5-11(3)7-13(12)17-9-14(4,16)8-15/h10-13,15-16H,5-9H2,1-4H3

> <INCHI_KEY>
XCNCWOPROFTLGU-UHFFFAOYSA-N

> <FORMULA>
C14H28O3

> <MOLECULAR_WEIGHT>
244.3703

> <EXACT_MASS>
244.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.344754308068723

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-3-{[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}propane-1,2-diol

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.2675393649999993

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.221107798653648

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.4627848860742

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0991684822251795

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
69.08950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2-isopropyl-5-methylcyclohexyl)oxy]-2-methylpropane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032417
     RDKit          3D
3-(L-Menthoxy)-2-methylpropane-1,2-diol
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.4275    3.2616   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    2.1620   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.2791    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415    0.2295    1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.5383    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -1.5647   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.4945    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -2.4301   -0.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    0.3880    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -0.2288   -0.2717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.2012    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506   -0.4895   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683   -0.2084   -1.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -1.8667    0.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4386    0.0544    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.2590    2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260    1.2606   -0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050    4.1980   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    3.4264   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1549    3.0783   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    2.5365    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    1.9412    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    0.8707   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -0.4964    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062    0.7117    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -1.0937    1.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.1672   -1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -2.4880    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995   -2.1872    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560   -3.5399    0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501   -3.2546   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -1.9117   -1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157   -2.9297   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0877    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    0.0302    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.3000    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969   -0.7050   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.5084   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451    0.8890   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686   -2.2733   -0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796   -0.3779    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.1505    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    0.4954    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445    0.6149   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1769    1.8464   -1.4447 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  9 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   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      -4.771   0.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.231   3.644   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   14                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7   11   13                                                       
CONECT    8   14   15                                                       
CONECT    9   14   17                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    5    7                                                  
CONECT   12    6   10   13                                                  
CONECT   13    7   12   17                                                  
CONECT   14    4    8    9   16                                             
CONECT   15    8                                                            
CONECT   16   14                                                            
CONECT   17    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0032417
HETATM    1  C1  UNL     1      -2.428   3.262  -0.990  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.881   2.162  -0.118  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.999   1.279   0.397  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.441   0.230   1.311  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.298  -0.538   0.742  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.799  -1.565  -0.213  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.729  -2.494   0.574  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.721  -2.430  -0.807  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.263   0.388   0.178  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.868  -0.229  -0.272  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.993   0.201   0.429  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.251  -0.490  -0.077  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.468  -0.208  -1.549  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.155  -1.867   0.073  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.439   0.054   0.666  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.273  -0.259   2.012  1.00  0.00           O  
HETATM   17  C14 UNL     1      -0.926   1.261  -0.873  1.00  0.00           C  
HETATM   18  H1  UNL     1      -1.905   4.198  -0.697  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.500   3.426  -0.878  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.155   3.078  -2.066  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.335   2.537   0.766  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.665   1.941   1.019  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.626   0.871  -0.411  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.265  -0.496   1.523  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.206   0.712   2.287  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.821  -1.094   1.602  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.402  -1.167  -1.038  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.503  -2.488   1.646  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.800  -2.187   0.409  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.656  -3.540   0.213  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.250  -3.255  -1.363  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.114  -1.912  -1.577  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.116  -2.930  -0.030  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.022   1.088   1.006  1.00  0.00           H  
HETATM   35  H18 UNL     1       1.914   0.030   1.521  1.00  0.00           H  
HETATM   36  H19 UNL     1       2.160   1.300   0.295  1.00  0.00           H  
HETATM   37  H20 UNL     1       4.397  -0.705  -1.856  1.00  0.00           H  
HETATM   38  H21 UNL     1       2.585  -0.508  -2.148  1.00  0.00           H  
HETATM   39  H22 UNL     1       3.645   0.889  -1.641  1.00  0.00           H  
HETATM   40  H23 UNL     1       3.869  -2.273  -0.475  1.00  0.00           H  
HETATM   41  H24 UNL     1       5.380  -0.378   0.293  1.00  0.00           H  
HETATM   42  H25 UNL     1       4.481   1.150   0.552  1.00  0.00           H  
HETATM   43  H26 UNL     1       4.626   0.495   2.540  1.00  0.00           H  
HETATM   44  H27 UNL     1      -1.545   0.615  -1.529  1.00  0.00           H  
HETATM   45  H28 UNL     1      -0.177   1.846  -1.445  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   17   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6    9   26
CONECT    6    7    8   27
CONECT    7   28   29   30
CONECT    8   31   32   33
CONECT    9   10   17   34
CONECT   10   11
CONECT   11   12   35   36
CONECT   12   13   14   15
CONECT   13   37   38   39
CONECT   14   40
CONECT   15   16   41   42
CONECT   16   43
CONECT   17   44   45
END

HMDB0032417
     RDKit          3D
3-(L-Menthoxy)-2-methylpropane-1,2-diol
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.4275    3.2616   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    2.1620   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.2791    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415    0.2295    1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -0.5383    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -1.5647   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.4945    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -2.4301   -0.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    0.3880    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -0.2288   -0.2717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935    0.2012    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506   -0.4895   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683   -0.2084   -1.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -1.8667    0.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4386    0.0544    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.2590    2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260    1.2606   -0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050    4.1980   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    3.4264   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1549    3.0783   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    2.5365    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    1.9412    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    0.8707   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -0.4964    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062    0.7117    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -1.0937    1.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.1672   -1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -2.4880    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995   -2.1872    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6560   -3.5399    0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501   -3.2546   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -1.9117   -1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157   -2.9297   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    1.0877    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    0.0302    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.3000    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969   -0.7050   -1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849   -0.5084   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451    0.8890   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686   -2.2733   -0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796   -0.3779    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.1505    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    0.4954    2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445    0.6149   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1769    1.8464   -1.4447 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  9 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₈O₃

Average Molecular Weight

244.3703

Monoisotopic Molecular Weight

244.203844762

IUPAC Name

2-methyl-3-{[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}propane-1,2-diol

Traditional Name

3-[(2-isopropyl-5-methylcyclohexyl)oxy]-2-methylpropane-1,2-diol

CAS Registry Number

195863-84-4

SMILES

CC(C)C1CCC(C)CC1OCC(C)(O)CO

InChI Identifier

InChI=1S/C14H28O3/c1-10(2)12-6-5-11(3)7-13(12)17-9-14(4,16)8-15/h10-13,15-16H,5-9H2,1-4H3

InChI Key

XCNCWOPROFTLGU-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
Monocyclic monoterpenoid
Glycerolipid
Tertiary alcohol
1,2-diol
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	124.00 °C. @ 0.40 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	2.975 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.27	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.46	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.09 m³·mol⁻¹	ChemAxon
Polarizability	29.34 Å³	ChemAxon
Number of Rings	1	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]+	159.2	31661259
DarkChem	[M-H]-	154.68	31661259
DeepCCS	[M+H]+	158.411	30932474
DeepCCS	[M-H]-	155.985	30932474
DeepCCS	[M-2H]-	191.162	30932474
DeepCCS	[M+Na]+	166.723	30932474
AllCCS	[M+H]+	159.5	32859911
AllCCS	[M+H-H2O]+	156.0	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.6	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	164.4	32859911
AllCCS	[M+HCOO]-	165.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(L-Menthoxy)-2-methylpropane-1,2-diol	CC(C)C1CCC(C)CC1OCC(C)(O)CO	2259.0	Standard polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol	CC(C)C1CCC(C)CC1OCC(C)(O)CO	1678.5	Standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol	CC(C)C1CCC(C)CC1OCC(C)(O)CO	1672.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(L-Menthoxy)-2-methylpropane-1,2-diol,1TMS,isomer #1	CC1CCC(C(C)C)C(OCC(C)(CO)O[Si](C)(C)C)C1	1793.9	Semi standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol,1TMS,isomer #2	CC1CCC(C(C)C)C(OCC(C)(O)CO[Si](C)(C)C)C1	1761.3	Semi standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol,2TMS,isomer #1	CC1CCC(C(C)C)C(OCC(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1	1868.1	Semi standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol,1TBDMS,isomer #1	CC1CCC(C(C)C)C(OCC(C)(CO)O[Si](C)(C)C(C)(C)C)C1	2034.8	Semi standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol,1TBDMS,isomer #2	CC1CCC(C(C)C)C(OCC(C)(O)CO[Si](C)(C)C(C)(C)C)C1	2003.2	Semi standard non polar	33892256
3-(L-Menthoxy)-2-methylpropane-1,2-diol,2TBDMS,isomer #1	CC1CCC(C(C)C)C(OCC(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1	2315.7	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 - 3-(L-Menthoxy)-2-methylpropane-1,2-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-9340000000-7a8e788fe1ad33718b0f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0fki-9434000000-ecab34659052cd12889d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 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 - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 10V, Positive-QTOF	splash10-0002-0390000000-37220f233f51a034b9ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 20V, Positive-QTOF	splash10-0551-4590000000-2a4a875e5efc81cc904f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 40V, Positive-QTOF	splash10-0adr-9300000000-51ebb0aac91f96b5fd39	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 10V, Negative-QTOF	splash10-052f-0590000000-27073718a8fe2287de27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 20V, Negative-QTOF	splash10-0bt9-4970000000-0d8623c53ac6ddf9a1af	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 40V, Negative-QTOF	splash10-052r-1900000000-29807623969033fd1bfc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 10V, Positive-QTOF	splash10-000b-5970000000-52484109be326a5d6400	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 20V, Positive-QTOF	splash10-000j-9300000000-19ff4352bf2bb41805a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 40V, Positive-QTOF	splash10-05fr-9000000000-266c5f03ecc5b0affd48	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 10V, Negative-QTOF	splash10-0006-0190000000-8d8bf159339e947769fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 20V, Negative-QTOF	splash10-0a4i-0900000000-52732e299c9ed2de371e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(L-Menthoxy)-2-methylpropane-1,2-diol 40V, Negative-QTOF	splash10-0k9i-0900000000-343c2f828831b817eb58	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB009859

KNApSAcK ID

Not Available

Chemspider ID

11486376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16734862

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1586841

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 ]
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Showing metabocard for 3-(L-Menthoxy)-2-methylpropane-1,2-diol (HMDB0032417)

MOL for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

3D MOL for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

3D SDF for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

3D-SDF for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

PDB for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

3D PDB for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

SMILES for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

INCHI for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

Structure for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

3D Structure for HMDB0032417 (3-(L-Menthoxy)-2-methylpropane-1,2-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra