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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:28 UTC

Update Date

2022-03-07 02:53:16 UTC

HMDB ID

HMDB0032205

Secondary Accession Numbers

HMDB32205

Metabolite Identification

Common Name

cis- and trans-L-Mercapto-p-menthan-3-one

Description

cis- and trans-L-Mercapto-p-menthan-3-one 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 cis- and trans-L-Mercapto-p-menthan-3-one.

Structure

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

HMDB0032205
     RDKit          3D
cis- and trans-L-Mercapto-p-menthan-3-one
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.8234   -0.9969   -0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    0.2247   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.9675    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -0.1836    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.9611   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495   -0.3763   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    0.1396    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.9539    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3569    1.4201   -0.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    0.7732    1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.9797    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.0777    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -1.3594   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078   -1.8450   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501   -0.6852   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173    0.8496   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    1.9603    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855    0.4674    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    1.0661    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.7998    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -2.0199   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -1.0088   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3968   -1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -1.1811   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.4553    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5113   -1.8215    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8182   -1.1926   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    2.6910   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.7442    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    0.0829    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 11  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
M  END

HMDB0032205
     RDKit          3D
cis- and trans-L-Mercapto-p-menthan-3-one
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.8234   -0.9969   -0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    0.2247   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.9675    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -0.1836    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.9611   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495   -0.3763   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    0.1396    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.9539    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3569    1.4201   -0.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    0.7732    1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.9797    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.0777    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -1.3594   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078   -1.8450   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501   -0.6852   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173    0.8496   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    1.9603    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855    0.4674    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    1.0661    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.7998    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -2.0199   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -1.0088   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3968   -1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -1.1811   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.4553    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5113   -1.8215    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8182   -1.1926   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    2.6910   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.7442    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    0.0829    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 11  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
M  END

HEADER    PROTEIN                                 24-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-OCT-12         0                                  
HETATM    1  C   UNK     0       2.310  -9.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976 -10.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976 -11.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310 -12.595   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644 -11.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.644 -10.285   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310  -7.975   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       0.976  -8.745   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       4.977 -12.595   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.310 -14.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.644 -14.905   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.976 -14.905   0.000  0.00  0.00           C+0
CONECT    1    2    6    7    8                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    5                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0032205
HETATM    1  C1  UNL     1      -2.823  -0.997  -0.931  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.071   0.225  -0.518  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.890   0.967   0.504  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.751  -0.184   0.113  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.112  -0.961  -0.824  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.450  -0.376  -1.090  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.189   0.140   0.082  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.081  -0.954   0.686  1.00  0.00           C  
HETATM    9  S1  UNL     1       3.357   1.420  -0.523  1.00  0.00           S  
HETATM   10  C9  UNL     1       1.351   0.773   1.143  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.008   0.980   0.620  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.494   2.078   0.611  1.00  0.00           O  
HETATM   13  H1  UNL     1      -3.461  -1.359  -0.080  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.208  -1.845  -1.237  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.550  -0.685  -1.733  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.817   0.850  -1.396  1.00  0.00           H  
HETATM   17  H5  UNL     1      -3.157   1.960   0.048  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.886   0.467   0.681  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.417   1.066   1.479  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.037  -0.800   1.016  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.148  -2.020  -0.470  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.437  -1.009  -1.807  1.00  0.00           H  
HETATM   23  H11 UNL     1       1.353   0.397  -1.905  1.00  0.00           H  
HETATM   24  H12 UNL     1       2.081  -1.181  -1.563  1.00  0.00           H  
HETATM   25  H13 UNL     1       3.672  -0.455   1.478  1.00  0.00           H  
HETATM   26  H14 UNL     1       2.511  -1.822   1.014  1.00  0.00           H  
HETATM   27  H15 UNL     1       3.818  -1.193  -0.128  1.00  0.00           H  
HETATM   28  H16 UNL     1       2.757   2.691  -0.510  1.00  0.00           H  
HETATM   29  H17 UNL     1       1.785   1.744   1.500  1.00  0.00           H  
HETATM   30  H18 UNL     1       1.341   0.083   2.037  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4   16
CONECT    3   17   18   19
CONECT    4    5   11   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8    9   10
CONECT    8   25   26   27
CONECT    9   28
CONECT   10   11   29   30
CONECT   11   12   12
END

HMDB0032205
     RDKit          3D
cis- and trans-L-Mercapto-p-menthan-3-one
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.8234   -0.9969   -0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    0.2247   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.9675    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514   -0.1836    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.9611   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495   -0.3763   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    0.1396    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.9539    0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3569    1.4201   -0.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    0.7732    1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.9797    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    2.0777    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -1.3594   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078   -1.8450   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501   -0.6852   -1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8173    0.8496   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    1.9603    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855    0.4674    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    1.0661    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -0.7998    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -2.0199   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -1.0088   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3968   -1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0811   -1.1811   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.4553    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5113   -1.8215    1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8182   -1.1926   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    2.6910   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.7442    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    0.0829    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 11  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Methyl-2-(propan-2-yl)-5-sulphanylcyclohexan-1-one	Generator

Chemical Formula

C₁₀H₁₈OS

Average Molecular Weight

186.314

Monoisotopic Molecular Weight

186.107835888

IUPAC Name

5-methyl-2-(propan-2-yl)-5-sulfanylcyclohexan-1-one

Traditional Name

2-isopropyl-5-methyl-5-sulfanylcyclohexan-1-one

CAS Registry Number

29725-66-4

SMILES

CC(C)C1CCC(C)(S)CC1=O

InChI Identifier

InChI=1S/C10H18OS/c1-7(2)8-4-5-10(3,12)6-9(8)11/h7-8,12H,4-6H2,1-3H3

InChI Key

LCFWUUYRTYROGC-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
Cyclic ketone
Ketone
Alkylthiol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

citrus

Disposition

Biological location

Cytoplasm (HMDB: HMDB0032205)
Cell membrane (HMDB: HMDB0032205)

Cellular substructure

Extracellular (HMDB: HMDB0032205)
Membrane (HMDB: HMDB0032205)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032205)

Source

Endogenous

Endogenous (HMDB: HMDB0032205)

Animal

Animal (HMDB: HMDB0032205)

Exogenous

Food

Food (HMDB: HMDB0032205)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032205)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032205)

Cellular process

Cell signaling (HMDB: HMDB0032205)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032205)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032205)

Nutrient

Nutrient (HMDB: HMDB0032205)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032205)

Emulsifier (HMDB: HMDB0032205)

Physical Properties

State

Solid

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	0.066 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.86	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.9	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	54.25 m³·mol⁻¹	ChemAxon
Polarizability	21.74 Å³	ChemAxon
Number of Rings	1	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]+	141.307	31661259
DarkChem	[M-H]-	136.215	31661259
DeepCCS	[M+H]+	139.01	30932474
DeepCCS	[M-H]-	135.179	30932474
DeepCCS	[M-2H]-	172.127	30932474
DeepCCS	[M+Na]+	147.834	30932474
AllCCS	[M+H]+	139.1	32859911
AllCCS	[M+H-H2O]+	135.0	32859911
AllCCS	[M+NH4]+	142.8	32859911
AllCCS	[M+Na]+	143.9	32859911
AllCCS	[M-H]-	145.8	32859911
AllCCS	[M+Na-2H]-	147.3	32859911
AllCCS	[M+HCOO]-	149.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis- and trans-L-Mercapto-p-menthan-3-one	CC(C)C1CCC(C)(S)CC1=O	1890.0	Standard polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one	CC(C)C1CCC(C)(S)CC1=O	1367.5	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one	CC(C)C1CCC(C)(S)CC1=O	1344.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #1	CC(C)C1CCC(C)(S[Si](C)(C)C)CC1=O	1558.0	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #1	CC(C)C1CCC(C)(S[Si](C)(C)C)CC1=O	1608.7	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #2	CC(C)C1=C(O[Si](C)(C)C)CC(C)(S)CC1	1605.5	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #2	CC(C)C1=C(O[Si](C)(C)C)CC(C)(S)CC1	1506.8	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #3	CC(C)C1CCC(C)(S)C=C1O[Si](C)(C)C	1523.2	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TMS,isomer #3	CC(C)C1CCC(C)(S)C=C1O[Si](C)(C)C	1507.0	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TMS,isomer #1	CC(C)C1=C(O[Si](C)(C)C)CC(C)(S[Si](C)(C)C)CC1	1740.5	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TMS,isomer #1	CC(C)C1=C(O[Si](C)(C)C)CC(C)(S[Si](C)(C)C)CC1	1711.1	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TMS,isomer #2	CC(C)C1CCC(C)(S[Si](C)(C)C)C=C1O[Si](C)(C)C	1634.5	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TMS,isomer #2	CC(C)C1CCC(C)(S[Si](C)(C)C)C=C1O[Si](C)(C)C	1680.7	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #1	CC(C)C1CCC(C)(S[Si](C)(C)C(C)(C)C)CC1=O	1807.2	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #1	CC(C)C1CCC(C)(S[Si](C)(C)C(C)(C)C)CC1=O	1863.6	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #2	CC(C)C1=C(O[Si](C)(C)C(C)(C)C)CC(C)(S)CC1	1814.2	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #2	CC(C)C1=C(O[Si](C)(C)C(C)(C)C)CC(C)(S)CC1	1678.9	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #3	CC(C)C1CCC(C)(S)C=C1O[Si](C)(C)C(C)(C)C	1743.8	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,1TBDMS,isomer #3	CC(C)C1CCC(C)(S)C=C1O[Si](C)(C)C(C)(C)C	1680.4	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TBDMS,isomer #1	CC(C)C1=C(O[Si](C)(C)C(C)(C)C)CC(C)(S[Si](C)(C)C(C)(C)C)CC1	2198.7	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TBDMS,isomer #1	CC(C)C1=C(O[Si](C)(C)C(C)(C)C)CC(C)(S[Si](C)(C)C(C)(C)C)CC1	2152.0	Standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TBDMS,isomer #2	CC(C)C1CCC(C)(S[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2093.4	Semi standard non polar	33892256
cis- and trans-L-Mercapto-p-menthan-3-one,2TBDMS,isomer #2	CC(C)C1CCC(C)(S[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2071.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-c350dc8930da70736809	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 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 - cis- and trans-L-Mercapto-p-menthan-3-one 10V, Positive-QTOF	splash10-000i-0900000000-169905a091f319a2b8d1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 20V, Positive-QTOF	splash10-0f81-9700000000-b1b39dd476cff9bd1133	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 40V, Positive-QTOF	splash10-0a5c-9100000000-39ec08435136087b9653	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 10V, Negative-QTOF	splash10-0f79-0900000000-99f851863540d656a0c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 20V, Negative-QTOF	splash10-0f79-1900000000-6271839016a2cc5c48f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 40V, Negative-QTOF	splash10-001i-9600000000-eafb5abcfdc0832b07ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 10V, Positive-QTOF	splash10-0gw0-1900000000-6f339f88001bed73f073	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 20V, Positive-QTOF	splash10-053v-9500000000-3428f456d011224a2f5d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 40V, Positive-QTOF	splash10-053u-9200000000-37abf597f594b234a63a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 10V, Negative-QTOF	splash10-000i-0900000000-f9074bc10914835e1ed9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 20V, Negative-QTOF	splash10-000i-1900000000-d95661a4b3e7daca5413	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-L-Mercapto-p-menthan-3-one 40V, Negative-QTOF	splash10-0006-9400000000-22b518cd15690cf2e091	2021-09-25	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

FDB009186

KNApSAcK ID

Not Available

Chemspider ID

15264534

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23341028

PDB ID

Not Available

ChEBI ID

173522

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for cis- and trans-L-Mercapto-p-menthan-3-one (HMDB0032205)

MOL for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

3D MOL for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

3D SDF for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

3D-SDF for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

PDB for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

3D PDB for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

SMILES for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

INCHI for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

Structure for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

3D Structure for HMDB0032205 (cis- and trans-L-Mercapto-p-menthan-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra