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Showing metabocard for (-)-Neoisomenthol (HMDB0035764)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 20:47:07 UTC
Update Date2023-02-21 17:24:54 UTC
HMDB IDHMDB0035764
Secondary Accession Numbers
  • HMDB35764
Metabolite Identification
Common Name(-)-Neoisomenthol
Description(-)-Neoisomenthol 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 significant number of articles have been published on (-)-Neoisomenthol.
Structure
Data?1677000294
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035764 ((-)-Neoisomenthol)


  Mrv0541 02241208032D          

 11 11  0  0  0  0            999 V2000
   -0.3581   -0.6190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0720   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    1.0315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3581    1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0720   -0.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720   -1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0035764 ((-)-Neoisomenthol)

HMDB0035764
     RDKit          3D
(-)-Neoisomenthol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.9412    0.6086   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150   -0.3814   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.3072    1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -0.3275   -0.4400 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0271   -1.3643    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4858   -1.0614    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0978   -0.2374   -0.4514 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5421    0.0277   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982    1.0710   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.0473   -0.3090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2229    1.6157    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857    1.6497   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    0.6119   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.3614   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698   -1.4016   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -1.2828    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6455   -0.1396    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088    0.5380    1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -0.6161   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041   -2.3513   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4238   -1.5558    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -2.0118    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274   -0.5577    1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1216   -0.8591   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -0.9387   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866    0.4800    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424    0.7185   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9119    1.8422   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789    1.3586   -1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576    1.6827   -1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    1.7804    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
M  END
Download

3D SDF for HMDB0035764 ((-)-Neoisomenthol)


  Mrv0541 02241208032D          

 11 11  0  0  0  0            999 V2000
   -0.3581   -0.6190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0720   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    1.0315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3581    1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0720   -0.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720   -1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035764

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m0/s1

> <INCHI_KEY>
NOOLISFMXDJSKH-GUBZILKMSA-N

> <FORMULA>
C10H20O

> <MOLECULAR_WEIGHT>
156.2652

> <EXACT_MASS>
156.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.4795780232455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.6642731470000007

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.54964736878105

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8087842408951696

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
47.4453

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S)-2-isopropyl-5-methylcyclohexan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0035764 ((-)-Neoisomenthol)

HMDB0035764
     RDKit          3D
(-)-Neoisomenthol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.9412    0.6086   -0.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1150   -0.3814   -0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.3072    1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -0.3275   -0.4400 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0271   -1.3643    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4858   -1.0614    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0978   -0.2374   -0.4514 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5421    0.0277   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3982    1.0710   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    1.0473   -0.3090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2229    1.6157    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857    1.6497   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    0.6119   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.3614   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4698   -1.4016   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -1.2828    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6455   -0.1396    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088    0.5380    1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -0.6161   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041   -2.3513   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4238   -1.5558    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -2.0118    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274   -0.5577    1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1216   -0.8591   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -0.9387   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866    0.4800    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424    0.7185   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9119    1.8422   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789    1.3586   -1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576    1.6827   -1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    1.7804    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
M  END
Download

PDB for HMDB0035764 ((-)-Neoisomenthol)

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      -0.668  -1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.668   1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.668   3.466   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.666   1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.666  -0.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.001  -1.155   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.001  -3.466   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.668  -2.699   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.666  -3.466   0.000  0.00  0.00           C+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    1    6    8                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    1    9   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0035764 ((-)-Neoisomenthol)

COMPND    HMDB0035764
HETATM    1  C1  UNL     1      -2.941   0.609  -0.978  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.115  -0.381  -0.210  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.527  -0.307   1.245  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.664  -0.328  -0.440  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.027  -1.364   0.388  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.486  -1.061   0.631  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.098  -0.237  -0.451  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.542   0.028  -0.080  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.398   1.071  -0.673  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.059   1.047  -0.309  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.223   1.616   0.931  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.586   1.650  -0.899  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.985   0.612  -0.599  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.005   0.361  -2.058  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.470  -1.402  -0.551  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.405  -1.283   1.763  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.646  -0.140   1.228  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.109   0.538   1.787  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.476  -0.616  -1.518  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.004  -2.351  -0.160  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.424  -1.556   1.365  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.061  -2.012   0.700  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.627  -0.558   1.617  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.122  -0.859  -1.389  1.00  0.00           H  
HETATM   25  H14 UNL     1       4.078  -0.939  -0.011  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.587   0.480   0.951  1.00  0.00           H  
HETATM   27  H16 UNL     1       4.042   0.718  -0.790  1.00  0.00           H  
HETATM   28  H17 UNL     1       1.912   1.842  -0.060  1.00  0.00           H  
HETATM   29  H18 UNL     1       1.579   1.359  -1.738  1.00  0.00           H  
HETATM   30  H19 UNL     1      -0.558   1.683  -1.097  1.00  0.00           H  
HETATM   31  H20 UNL     1       0.628   1.780   1.407  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   10   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   30
CONECT   11   31
END
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SMILES for HMDB0035764 ((-)-Neoisomenthol)

CC(C)[C@@H]1CC[C@H](C)C[C@@H]1O
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INCHI for HMDB0035764 ((-)-Neoisomenthol)

InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m0/s1
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC10H20O
Average Molecular Weight156.2652
Monoisotopic Molecular Weight156.151415262
IUPAC Name(1S,2S,5S)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
Traditional Name(1S,2S,5S)-2-isopropyl-5-methylcyclohexan-1-ol
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H]1CC[C@H](C)C[C@@H]1O
InChI Identifier
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m0/s1
InChI KeyNOOLISFMXDJSKH-GUBZILKMSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclohexanol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.56 g/LALOGPS
logP2.68ALOGPS
logP2.66ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)19.55ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.45 m³·mol⁻¹ChemAxon
Polarizability19.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.34431661259
DarkChem[M-H]-132.91731661259
DeepCCS[M+H]+143.2630932474
DeepCCS[M-H]-140.90230932474
DeepCCS[M-2H]-175.30430932474
DeepCCS[M+Na]+150.77830932474
AllCCS[M+H]+135.832859911
AllCCS[M+H-H2O]+131.432859911
AllCCS[M+NH4]+139.832859911
AllCCS[M+Na]+141.032859911
AllCCS[M-H]-141.332859911
AllCCS[M+Na-2H]-143.032859911
AllCCS[M+HCOO]-145.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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. Predicted by Afia on May 17, 2022.4.36 minutes32390414
Predicted by Siyang on May 30, 202214.836 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.29 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid26.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2101.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid481.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid172.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid261.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid337.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid681.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid677.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)102.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1131.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid441.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1362.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid365.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid371.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate396.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA475.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water13.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-NeoisomentholCC(C)[C@@H]1CC[C@H](C)C[C@@H]1O1626.6Standard polar33892256
(-)-NeoisomentholCC(C)[C@@H]1CC[C@H](C)C[C@@H]1O1167.3Standard non polar33892256
(-)-NeoisomentholCC(C)[C@@H]1CC[C@H](C)C[C@@H]1O1195.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-Neoisomenthol,1TMS,isomer #1CC(C)[C@@H]1CC[C@H](C)C[C@@H]1O[Si](C)(C)C1244.5Semi standard non polar33892256
(-)-Neoisomenthol,1TBDMS,isomer #1CC(C)[C@@H]1CC[C@H](C)C[C@@H]1O[Si](C)(C)C(C)(C)C1470.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Neoisomenthol GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9500000000-a610fe2868ba87b759ee2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Neoisomenthol GC-MS (1 TMS) - 70eV, Positivesplash10-01w0-9520000000-26cc8cab97979ec9fb4d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Neoisomenthol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 10V, Positive-QTOFsplash10-052r-0900000000-39d327015211bdc2b4e82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 20V, Positive-QTOFsplash10-052r-6900000000-67e6c41c2a8d759d6caf2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 40V, Positive-QTOFsplash10-0aor-9200000000-88888989ba15a9dc02692016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 10V, Negative-QTOFsplash10-0a4i-0900000000-3a700dc611fb070e6b452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 20V, Negative-QTOFsplash10-0a4i-0900000000-86ed17c709dc4636ad412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 40V, Negative-QTOFsplash10-0bti-6900000000-fc116bf41f068d3f6f752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 10V, Negative-QTOFsplash10-0a4i-0900000000-f6034c6a8245c68a37ac2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 20V, Negative-QTOFsplash10-0a4i-0900000000-7efa42d43b7858e2c2ce2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 40V, Negative-QTOFsplash10-0zfr-0900000000-b6eef0a7f66ac7e97e782021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 10V, Positive-QTOFsplash10-05mk-9800000000-bb8a9e58bdc61e2654e62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 20V, Positive-QTOFsplash10-053e-9100000000-6405f7fe35f6f6bdc8c52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Neoisomenthol 40V, Positive-QTOFsplash10-0006-9000000000-fee5c7d55bf523973cbf2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014501
KNApSAcK IDC00053538
Chemspider ID1363674
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1715097
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.