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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:14:10 UTC

Update Date

2022-03-07 02:57:04 UTC

HMDB ID

HMDB0041545

Secondary Accession Numbers

HMDB41545

Metabolite Identification

Common Name

(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol

Description

(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol.

Structure

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

HMDB0041545
     RDKit          3D
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -2.3274    1.0186   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1900    0.3451   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405    0.8369    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    0.1440    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208   -0.5766    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8452   -1.0234    1.4452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -1.7098    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -1.1643   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.7277   -1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1210    0.3458   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2444   -0.2943   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849    1.6639    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.6326   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    0.4904   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    1.2398   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.0113   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.9228    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357    0.4831    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656    0.8284    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -0.6572    2.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.8563    1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -2.2638   -0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4696    1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -1.3812    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8998   -1.5765   -2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -0.2574   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    0.3279   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.3297   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493    2.0803    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.3579   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653    1.5590    0.4550 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8  2  1  0
 13  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END


  Mrv0541 02241211182D          

 13 14  0  0  0  0            999 V2000
   -1.0705    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3554   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3554    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -1.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693    0.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0282   -0.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -0.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6868   -0.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041545

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2(C)CCC1(O)CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O3/c1-8(2)10(12)5-4-9(3,13-8)7(11)6-10/h7,11-12H,4-6H2,1-3H3

> <INCHI_KEY>
PEWQMISWINPIPZ-UHFFFAOYSA-N

> <FORMULA>
C10H18O3

> <MOLECULAR_WEIGHT>
186.2481

> <EXACT_MASS>
186.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.153235262380935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.11937595833333314

> <ALOGPS_LOGS>
-0.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.17838633635186

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.42079273233707

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2785531950951246

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
48.6299

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041545
     RDKit          3D
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -2.3274    1.0186   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1900    0.3451   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405    0.8369    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    0.1440    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208   -0.5766    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8452   -1.0234    1.4452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -1.7098    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -1.1643   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.7277   -1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1210    0.3458   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2444   -0.2943   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849    1.6639    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.6326   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    0.4904   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    1.2398   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.0113   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.9228    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357    0.4831    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656    0.8284    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -0.6572    2.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.8563    1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -2.2638   -0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4696    1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -1.3812    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8998   -1.5765   -2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -0.2574   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    0.3279   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.3297   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493    2.0803    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.3579   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653    1.5590    0.4550 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8  2  1  0
 13  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.998   0.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.998  -0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.666  -1.539   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.663  -0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.663   0.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.666   1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.666   3.079   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.666  -3.079   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.998   1.541   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.436   0.204   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.053  -0.194   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.593  -0.194   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.282  -0.964   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8   11                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    1    5    7   10                                             
CONECT    7    6                                                            
CONECT    8    3                                                            
CONECT    9    5                                                            
CONECT   10    6   11                                                       
CONECT   11    3   10   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

COMPND    HMDB0041545
HETATM    1  C1  UNL     1      -2.327   1.019  -1.176  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.190   0.345  -0.467  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.240   0.837   0.984  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.192   0.144   1.796  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.721  -0.577   0.800  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.845  -1.023   1.445  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.087  -1.710   0.225  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.363  -1.164  -0.393  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.633  -1.728  -1.626  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.121   0.346  -0.304  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.244  -0.294  -1.101  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.685   1.664   0.195  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.014   0.633  -1.070  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.705   0.490  -2.049  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.173   1.240  -0.460  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.950   2.011  -1.525  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.245   1.923   1.058  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.236   0.483   1.367  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.366   0.828   2.449  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.626  -0.657   2.462  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.700  -1.856   1.937  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.435  -2.264  -0.575  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.334  -2.470   1.008  1.00  0.00           H  
HETATM   24  H11 UNL     1      -2.213  -1.381   0.271  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.900  -1.577  -2.284  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.145  -0.257  -0.424  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.508   0.328  -1.990  1.00  0.00           H  
HETATM   28  H15 UNL     1       2.068  -1.330  -1.362  1.00  0.00           H  
HETATM   29  H16 UNL     1       1.149   2.080   1.042  1.00  0.00           H  
HETATM   30  H17 UNL     1       1.650   2.358  -0.686  1.00  0.00           H  
HETATM   31  H18 UNL     1       2.765   1.559   0.455  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    8   13
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6    7   10
CONECT    6   21
CONECT    7    8   22   23
CONECT    8    9   24
CONECT    9   25
CONECT   10   11   12   13
CONECT   11   26   27   28
CONECT   12   29   30   31
END

HMDB0041545
     RDKit          3D
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -2.3274    1.0186   -1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1900    0.3451   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405    0.8369    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    0.1440    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208   -0.5766    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8452   -1.0234    1.4452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870   -1.7098    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626   -1.1643   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.7277   -1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1210    0.3458   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2444   -0.2943   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849    1.6639    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.6326   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    0.4904   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    1.2398   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.0113   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.9228    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357    0.4831    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656    0.8284    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -0.6572    2.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.8563    1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -2.2638   -0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4696    1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -1.3812    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8998   -1.5765   -2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -0.2574   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    0.3279   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.3297   -1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493    2.0803    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.3579   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653    1.5590    0.4550 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8  2  1  0
 13  2  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O₃

Average Molecular Weight

186.2481

Monoisotopic Molecular Weight

186.125594442

IUPAC Name

1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol

Traditional Name

1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-4,6-diol

CAS Registry Number

176896-61-0

SMILES

CC1(C)OC2(C)CCC1(O)CC2O

InChI Identifier

InChI=1S/C10H18O3/c1-8(2)10(12)5-4-9(3,13-8)7(11)6-10/h7,11-12H,4-6H2,1-3H3

InChI Key

PEWQMISWINPIPZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
P-menthane monoterpenoid
Monosaccharide
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB41545)

Food

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	158 - 159 °C	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	64.4 g/L	ALOGPS
logP	0.6	ALOGPS
logP	0.12	ChemAxon
logS	-0.46	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	-3.3	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	0	ChemAxon
Refractivity	48.63 m³·mol⁻¹	ChemAxon
Polarizability	20.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	140.395	31661259
DarkChem	[M-H]-	136.272	31661259
DeepCCS	[M+H]+	142.975	30932474
DeepCCS	[M-H]-	139.147	30932474
DeepCCS	[M-2H]-	176.58	30932474
DeepCCS	[M+Na]+	152.119	30932474
AllCCS	[M+H]+	141.3	32859911
AllCCS	[M+H-H2O]+	137.1	32859911
AllCCS	[M+NH4]+	145.2	32859911
AllCCS	[M+Na]+	146.3	32859911
AllCCS	[M-H]-	144.8	32859911
AllCCS	[M+Na-2H]-	145.6	32859911
AllCCS	[M+HCOO]-	146.6	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.	2.15 minutes	32390414
Predicted by Siyang on May 30, 2022	9.503 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.66 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	62.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1510.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	235.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	113.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	48.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	514.7 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	429.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	660.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	89.6 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	885.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	313.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	314.7 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	97.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol	CC1(C)OC2(C)CCC1(O)CC2O	2421.2	Standard polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol	CC1(C)OC2(C)CCC1(O)CC2O	1392.2	Standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol	CC1(C)OC2(C)CCC1(O)CC2O	1380.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,1TMS,isomer #1	CC12CCC(O[Si](C)(C)C)(CC1O)C(C)(C)O2	1474.6	Semi standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,1TMS,isomer #2	CC12CCC(O)(CC1O[Si](C)(C)C)C(C)(C)O2	1465.4	Semi standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,2TMS,isomer #1	CC12CCC(O[Si](C)(C)C)(CC1O[Si](C)(C)C)C(C)(C)O2	1515.6	Semi standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,1TBDMS,isomer #1	CC12CCC(O[Si](C)(C)C(C)(C)C)(CC1O)C(C)(C)O2	1727.5	Semi standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,1TBDMS,isomer #2	CC12CCC(O)(CC1O[Si](C)(C)C(C)(C)C)C(C)(C)O2	1722.7	Semi standard non polar	33892256
(1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol,2TBDMS,isomer #1	CC12CCC(O[Si](C)(C)C(C)(C)C)(CC1O[Si](C)(C)C(C)(C)C)C(C)(C)O2	1983.8	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 - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01du-3900000000-bfbfd5550a1dcebc20d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol GC-MS (2 TMS) - 70eV, Positive	splash10-06g3-9132000000-00a380dbd54bbd635fcf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-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 - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 10V, Positive-QTOF	splash10-000i-0900000000-6254f6744d63aca66915	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 20V, Positive-QTOF	splash10-00kr-0900000000-202bf80cf4af9641c4bf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 40V, Positive-QTOF	splash10-0uxr-0900000000-78d53d60271459fcde15	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 10V, Negative-QTOF	splash10-000i-0900000000-047a9c662f16cc2d226c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 20V, Negative-QTOF	splash10-000i-0900000000-d90aeb10ff0ff5dac070	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 40V, Negative-QTOF	splash10-014i-0900000000-b645e5aff280bff7683c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 10V, Negative-QTOF	splash10-000i-0900000000-822190e00cd01cf01d8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 20V, Negative-QTOF	splash10-000i-0900000000-822190e00cd01cf01d8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 40V, Negative-QTOF	splash10-000i-0900000000-515722ea39f74cc1f81d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 10V, Positive-QTOF	splash10-000i-0900000000-b483467098b9f2213784	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 20V, Positive-QTOF	splash10-000i-0900000000-7b606e4f71bbe89db927	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol 40V, Positive-QTOF	splash10-000i-0900000000-aa166c5dd8f3a1f5c944	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB021525

KNApSAcK ID

Not Available

Chemspider ID

163936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188642

PDB ID

Not Available

ChEBI ID

171973

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 (1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol (HMDB0041545)

MOL for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

3D MOL for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

3D SDF for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

3D-SDF for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

PDB for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

3D PDB for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

SMILES for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

INCHI for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

Structure for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

3D Structure for HMDB0041545 ((1R,2R,4R)-1,8-Epoxy-p-menthane-2,4-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra