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Showing metabocard for (1S,4S)-Dihydrocarvone (HMDB0036080)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 21:08:58 UTC
Update Date2023-02-21 17:25:03 UTC
HMDB IDHMDB0036080
Secondary Accession Numbers
  • HMDB36080
Metabolite Identification
Common Name(1S,4S)-Dihydrocarvone
Description(1S,4S)-Dihydrocarvone 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. Thus, (1S,4S)-dihydrocarvone is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on (1S,4S)-Dihydrocarvone.
Structure
Data?1677000303
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036080 ((1S,4S)-Dihydrocarvone)


  Mrv1652303202018592D          

 11 11  0  0  0  0            999 V2000
   -2.5929   -4.7143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3073   -5.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -6.3643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8784   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784   -5.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639   -4.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784   -7.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073   -7.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  6  0  0  0
  6  8  2  0  0  0  0
  4  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0036080 ((1S,4S)-Dihydrocarvone)

HMDB0036080
     RDKit          3D
(1S,4S)-Dihydrocarvone
 27 27  0  0  0  0  0  0  0  0999 V2000
   -2.5137   -0.6383   -1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1688   -0.0391   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2018    0.7980    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031   -0.2059    0.5047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0266   -1.1458   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -1.2837    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    0.0695   -0.0150 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5173    0.0613    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927    1.0456    0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8582    1.7274    1.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    1.1659    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5162   -0.5183   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.2480   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    1.8080    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814    0.3305    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9744    0.9153    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.6072    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153   -0.6950   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226   -2.1264   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9409   -2.1058   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.4054    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    0.3035   -1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464    0.2687    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    0.9547   -0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0123   -0.8567   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496    1.7674    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    1.6598   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  6
  8 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

3D SDF for HMDB0036080 ((1S,4S)-Dihydrocarvone)


  Mrv1652303202018592D          

 11 11  0  0  0  0            999 V2000
   -2.5929   -4.7143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3073   -5.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -6.3643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8784   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784   -5.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639   -4.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784   -7.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073   -7.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  6  0  0  0
  6  8  2  0  0  0  0
  4  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036080

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1CC[C@@H](CC1=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1

> <INCHI_KEY>
AZOCECCLWFDTAP-IUCAKERBSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.2334

> <EXACT_MASS>
152.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.270612966428438

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.7021415896666667

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.417010667910883

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
46.2976

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-dihydrocarvone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036080 ((1S,4S)-Dihydrocarvone)

HMDB0036080
     RDKit          3D
(1S,4S)-Dihydrocarvone
 27 27  0  0  0  0  0  0  0  0999 V2000
   -2.5137   -0.6383   -1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1688   -0.0391   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2018    0.7980    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031   -0.2059    0.5047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0266   -1.1458   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -1.2837    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    0.0695   -0.0150 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5173    0.0613    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927    1.0456    0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8582    1.7274    1.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    1.1659    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5162   -0.5183   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.2480   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    1.8080    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1814    0.3305    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9744    0.9153    1.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.6072    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153   -0.6950   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226   -2.1264   -0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9409   -2.1058   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.4054    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    0.3035   -1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464    0.2687    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    0.9547   -0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0123   -0.8567   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496    1.7674    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    1.6598   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  6
  8 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

PDB for HMDB0036080 ((1S,4S)-Dihydrocarvone)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -4.840  -8.800   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.174  -9.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.174 -11.110   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.840 -11.880   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.506 -11.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.506  -9.570   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.840  -7.260   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.173  -8.800   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.840 -13.420   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.506 -14.190   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.174 -14.190   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    8                                                  
CONECT    7    1                                                            
CONECT    8    6                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0036080 ((1S,4S)-Dihydrocarvone)

COMPND    HMDB0036080
HETATM    1  C1  UNL     1      -2.514  -0.638  -1.149  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.169  -0.039  -0.027  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.202   0.798   0.668  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.803  -0.206   0.505  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.027  -1.146  -0.349  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.402  -1.284   0.206  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.045   0.070  -0.015  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.517   0.061   0.302  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.293   1.046   0.789  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.858   1.727   1.598  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.158   1.166   0.581  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.516  -0.518  -1.542  1.00  0.00           H  
HETATM   13  H2  UNL     1      -1.805  -1.248  -1.681  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.224   1.808   0.204  1.00  0.00           H  
HETATM   15  H4  UNL     1      -4.181   0.330   0.540  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.974   0.915   1.736  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.873  -0.607   1.544  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.115  -0.695  -1.351  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.523  -2.126  -0.391  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.941  -2.106  -0.257  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.274  -1.405   1.313  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.880   0.303  -1.106  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.646   0.269   1.396  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.957   0.955  -0.212  1.00  0.00           H  
HETATM   25  H14 UNL     1       4.012  -0.857  -0.022  1.00  0.00           H  
HETATM   26  H15 UNL     1      -0.650   1.767   1.368  1.00  0.00           H  
HETATM   27  H16 UNL     1      -0.323   1.660  -0.407  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3    4
CONECT    3   14   15   16
CONECT    4    5   11   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8    9   22
CONECT    8   23   24   25
CONECT    9   10   10   11
CONECT   11   26   27
END
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SMILES for HMDB0036080 ((1S,4S)-Dihydrocarvone)

C[C@H]1CC[C@@H](CC1=O)C(C)=C
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INCHI for HMDB0036080 ((1S,4S)-Dihydrocarvone)

InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(2S,5S)-2-Methyl-5-isopropenylcyclohexanoneChEBI
(2S,5S)-5-Isopropenyl-2-methylcyclohexanoneChEBI
(-)-DihydrocarvoneHMDB
(-)-trans-DihydrocarvoneHMDB
1S,4S-DihydrocarvoneHMDB
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name(2S,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one
Traditional Name(-)-dihydrocarvone
CAS Registry Number6909-25-7
SMILES
C[C@H]1CC[C@@H](CC1=O)C(C)=C
InChI Identifier
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
InChI KeyAZOCECCLWFDTAP-IUCAKERBSA-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
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point74.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling PointNot AvailableNot Available
Water Solubility273.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.56 g/LALOGPS
logP2.39ALOGPS
logP2.7ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.3 m³·mol⁻¹ChemAxon
Polarizability18.27 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]+137.55231661259
DarkChem[M-H]-132.49231661259
DeepCCS[M+H]+141.95430932474
DeepCCS[M-H]-139.55930932474
DeepCCS[M-2H]-173.85530932474
DeepCCS[M+Na]+148.45430932474
AllCCS[M+H]+132.732859911
AllCCS[M+H-H2O]+128.232859911
AllCCS[M+NH4]+136.932859911
AllCCS[M+Na]+138.132859911
AllCCS[M-H]-137.032859911
AllCCS[M+Na-2H]-138.632859911
AllCCS[M+HCOO]-140.432859911

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. 5.08 minutes32390414
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, 2022.5.52 minutes32390414
Predicted by Siyang on May 30, 202215.0159 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.98 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2115.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid526.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid191.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid301.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid226.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid554.0 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 Acid677.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)89.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1185.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid408.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1300.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid341.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid381.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate399.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA480.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water25.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(1S,4S)-DihydrocarvoneC[C@H]1CC[C@@H](CC1=O)C(C)=C1631.3Standard polar33892256
(1S,4S)-DihydrocarvoneC[C@H]1CC[C@@H](CC1=O)C(C)=C1164.3Standard non polar33892256
(1S,4S)-DihydrocarvoneC[C@H]1CC[C@@H](CC1=O)C(C)=C1191.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(1S,4S)-Dihydrocarvone,1TMS,isomer #1C=C(C)[C@H]1CCC(C)=C(O[Si](C)(C)C)C11368.3Semi standard non polar33892256
(1S,4S)-Dihydrocarvone,1TMS,isomer #1C=C(C)[C@H]1CCC(C)=C(O[Si](C)(C)C)C11353.2Standard non polar33892256
(1S,4S)-Dihydrocarvone,1TMS,isomer #2C=C(C)[C@@H]1C=C(O[Si](C)(C)C)[C@@H](C)CC11305.4Semi standard non polar33892256
(1S,4S)-Dihydrocarvone,1TMS,isomer #2C=C(C)[C@@H]1C=C(O[Si](C)(C)C)[C@@H](C)CC11353.4Standard non polar33892256
(1S,4S)-Dihydrocarvone,1TBDMS,isomer #1C=C(C)[C@H]1CCC(C)=C(O[Si](C)(C)C(C)(C)C)C11603.3Semi standard non polar33892256
(1S,4S)-Dihydrocarvone,1TBDMS,isomer #1C=C(C)[C@H]1CCC(C)=C(O[Si](C)(C)C(C)(C)C)C11528.8Standard non polar33892256
(1S,4S)-Dihydrocarvone,1TBDMS,isomer #2C=C(C)[C@@H]1C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C)CC11540.5Semi standard non polar33892256
(1S,4S)-Dihydrocarvone,1TBDMS,isomer #2C=C(C)[C@@H]1C=C(O[Si](C)(C)C(C)(C)C)[C@@H](C)CC11504.4Standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014916
KNApSAcK IDC00010947
Chemspider ID391455
KEGG Compound IDC11415
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound443183
PDB IDNot Available
ChEBI ID168
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1054071
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.