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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:47 UTC

Update Date

2022-03-07 02:52:57 UTC

HMDB ID

HMDB0031384

Secondary Accession Numbers

HMDB31384

Metabolite Identification

Common Name

beta-Kessyl alcohol

Description

beta-Kessyl alcohol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on beta-Kessyl alcohol.

Structure

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

HMDB0031384
     RDKit          3D
beta-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.1559   -2.7767    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -1.3383   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305   -0.5220    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    0.8883   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883    1.0059   -1.5056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    0.8156    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444   -0.6184    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.9852    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284   -0.0494   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996   -0.8001   -0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951    0.0861   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518   -1.5655    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8793    1.0235    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    1.9708    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    1.5502   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6717    2.7970   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.7148   -0.8910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2156   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -3.2909    0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110   -2.8519    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.1869   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071   -0.6093    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.7727   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3830    1.6046    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2709    0.5427   -1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    1.3353    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -0.8969    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313   -1.1498    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -1.9944    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7958   -1.5434   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.5855   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.8877   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130    0.4552   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -0.9020    0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001   -2.3347    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367   -2.1297   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.5440    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.6298    1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    3.0266    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    1.7805    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8588    2.6476   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.2852   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    3.5280   -0.7159 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 17  9  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
M  END


  Mrv0541 02241209592D          

 17 19  0  0  0  0            999 V2000
    0.5292    0.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    0.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114   -0.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170   -0.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2226   -0.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    0.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    1.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5876   -0.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -1.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -1.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114   -0.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031384

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C12CCC(C)(O1)C1C(O)CC(C)C1C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-9(2)15-6-5-14(4,17-15)13-11(8-15)10(3)7-12(13)16/h9-13,16H,5-8H2,1-4H3

> <INCHI_KEY>
VWQSEENZNJRXDR-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.245869803940252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5-dimethyl-8-(propan-2-yl)-11-oxatricyclo[6.2.1.0²,⁶]undecan-3-ol

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
2.523587712666666

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.84238995954344

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8677386316956994

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.2462

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-isopropyl-1,5-dimethyl-11-oxatricyclo[6.2.1.0²,⁶]undecan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031384
     RDKit          3D
beta-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.1559   -2.7767    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -1.3383   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305   -0.5220    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    0.8883   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883    1.0059   -1.5056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    0.8156    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444   -0.6184    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.9852    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284   -0.0494   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996   -0.8001   -0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951    0.0861   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518   -1.5655    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8793    1.0235    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    1.9708    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    1.5502   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6717    2.7970   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.7148   -0.8910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2156   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -3.2909    0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110   -2.8519    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.1869   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071   -0.6093    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.7727   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3830    1.6046    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2709    0.5427   -1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    1.3353    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -0.8969    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313   -1.1498    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -1.9944    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7958   -1.5434   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.5855   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.8877   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130    0.4552   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -0.9020    0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001   -2.3347    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367   -2.1297   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.5440    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.6298    1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    3.0266    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    1.7805    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8588    2.6476   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.2852   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    3.5280   -0.7159 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 17  9  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  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       0.988   0.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.591   0.593   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.515  -0.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.832  -0.198   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.149  -0.988   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.832   1.251   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.383   1.778   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.986   3.227   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.149  -1.646   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.964  -0.593   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.490   0.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.041  -2.964   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.724  -2.042   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.197  -3.227   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.646  -2.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.515  -0.988   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.197  -0.988   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   16                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13    3   12   14   17                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    1   10   15   17                                             
CONECT   17   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0031384
HETATM    1  C1  UNL     1      -2.156  -2.777   0.259  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.956  -1.338  -0.094  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.230  -0.522   0.098  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.664   0.888  -0.122  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.488   1.006  -1.506  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.367   0.816   0.625  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.044  -0.618   0.874  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.381  -0.985   0.755  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.228  -0.049  -0.029  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.300  -0.800  -0.766  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.195   0.086  -1.581  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.152  -1.566   0.200  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.879   1.023   0.826  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.730   1.971   1.055  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.241   1.550  -0.045  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.672   2.797  -0.755  1.00  0.00           C  
HETATM   17  O2  UNL     1       0.453   0.715  -0.891  1.00  0.00           O  
HETATM   18  H1  UNL     1      -2.854  -3.216  -0.470  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.193  -3.291   0.192  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.511  -2.852   1.302  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.588  -1.187  -1.113  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.507  -0.609   1.159  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.012  -0.773  -0.615  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.383   1.605   0.278  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.271   0.543  -1.925  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.538   1.335   1.613  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.408  -0.897   1.902  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.831  -1.150   1.770  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.439  -1.994   0.253  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.796  -1.543  -1.432  1.00  0.00           H  
HETATM   31  H14 UNL     1       3.740  -0.585  -2.305  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.689   0.888  -2.114  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.013   0.455  -0.897  1.00  0.00           H  
HETATM   34  H17 UNL     1       3.661  -0.902   0.928  1.00  0.00           H  
HETATM   35  H18 UNL     1       2.600  -2.335   0.773  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.937  -2.130  -0.380  1.00  0.00           H  
HETATM   37  H20 UNL     1       2.610   1.544   0.175  1.00  0.00           H  
HETATM   38  H21 UNL     1       2.316   0.630   1.746  1.00  0.00           H  
HETATM   39  H22 UNL     1       1.000   3.027   0.993  1.00  0.00           H  
HETATM   40  H23 UNL     1       0.328   1.780   2.060  1.00  0.00           H  
HETATM   41  H24 UNL     1      -0.859   2.648  -1.843  1.00  0.00           H  
HETATM   42  H25 UNL     1      -1.520   3.285  -0.235  1.00  0.00           H  
HETATM   43  H26 UNL     1       0.187   3.528  -0.716  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    7   21
CONECT    3    4   22   23
CONECT    4    5    6   24
CONECT    5   25
CONECT    6    7   15   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   13   17
CONECT   10   11   12   30
CONECT   11   31   32   33
CONECT   12   34   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   17
CONECT   16   41   42   43
END

HMDB0031384
     RDKit          3D
beta-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.1559   -2.7767    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -1.3383   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2305   -0.5220    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641    0.8883   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883    1.0059   -1.5056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    0.8156    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0444   -0.6184    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.9852    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284   -0.0494   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996   -0.8001   -0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951    0.0861   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518   -1.5655    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8793    1.0235    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    1.9708    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    1.5502   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6717    2.7970   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.7148   -0.8910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2156   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -3.2909    0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110   -2.8519    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883   -1.1869   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071   -0.6093    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.7727   -0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3830    1.6046    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2709    0.5427   -1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    1.3353    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -0.8969    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313   -1.1498    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -1.9944    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7958   -1.5434   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.5855   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    0.8877   -2.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130    0.4552   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6606   -0.9020    0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001   -2.3347    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367   -2.1297   -0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.5440    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.6298    1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    3.0266    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    1.7805    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8588    2.6476   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.2852   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    3.5280   -0.7159 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 17  9  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Kessyl alcohol	Generator
Β-kessyl alcohol	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

1,5-dimethyl-8-(propan-2-yl)-11-oxatricyclo[6.2.1.0²,⁶]undecan-3-ol

Traditional Name

8-isopropyl-1,5-dimethyl-11-oxatricyclo[6.2.1.0²,⁶]undecan-3-ol

CAS Registry Number

3466-70-4

SMILES

CC(C)C12CCC(C)(O1)C1C(O)CC(C)C1C2

InChI Identifier

InChI=1S/C15H26O2/c1-9(2)15-6-5-14(4,17-15)13-11(8-15)10(3)7-12(13)16/h9-13,16H,5-8H2,1-4H3

InChI Key

VWQSEENZNJRXDR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031384)

Source

Endogenous

Endogenous (HMDB: HMDB0031384)

Plant

Plant (HMDB: HMDB0031384)

Animal

Animal (HMDB: HMDB0031384)

Exogenous

Food

Food (HMDB: HMDB0031384)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0031384)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031384)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031384)

Lipid metabolism pathway (HMDB: HMDB0031384)

Cellular process

Cell signaling (HMDB: HMDB0031384)

Biochemical process

Lipid transport (HMDB: HMDB0031384)

Role

Biological role

Energy source (HMDB: HMDB0031384)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031384)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150.5 - 151 °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	0.075 g/L	ALOGPS
logP	2.55	ALOGPS
logP	2.52	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.84	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.25 m³·mol⁻¹	ChemAxon
Polarizability	28.25 Å³	ChemAxon
Number of Rings	3	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]+	157.702	31661259
DarkChem	[M-H]-	151.936	31661259
DeepCCS	[M-2H]-	196.619	30932474
DeepCCS	[M+Na]+	171.806	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.8	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	164.7	32859911
AllCCS	[M+Na-2H]-	165.0	32859911
AllCCS	[M+HCOO]-	165.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Kessyl alcohol	CC(C)C12CCC(C)(O1)C1C(O)CC(C)C1C2	2331.8	Standard polar	33892256
beta-Kessyl alcohol	CC(C)C12CCC(C)(O1)C1C(O)CC(C)C1C2	1657.9	Standard non polar	33892256
beta-Kessyl alcohol	CC(C)C12CCC(C)(O1)C1C(O)CC(C)C1C2	1706.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Kessyl alcohol,1TMS,isomer #1	CC1CC(O[Si](C)(C)C)C2C1CC1(C(C)C)CCC2(C)O1	1755.5	Semi standard non polar	33892256
beta-Kessyl alcohol,1TBDMS,isomer #1	CC1CC(O[Si](C)(C)C(C)(C)C)C2C1CC1(C(C)C)CCC2(C)O1	2007.2	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 - beta-Kessyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-020d-5920000000-4c5aa6040bb95a484bc3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Kessyl alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-01ed-3980000000-0dd67099cc0a12d13413	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Kessyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Kessyl alcohol 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 - beta-Kessyl alcohol 10V, Positive-QTOF	splash10-00dr-0090000000-2600e9dbe3c075ec91bf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 20V, Positive-QTOF	splash10-00dr-1290000000-78f649cee4841befb04f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 40V, Positive-QTOF	splash10-0kcr-9320000000-6359234d00781eae1f0d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 10V, Negative-QTOF	splash10-000i-0090000000-395dd460256e3656df50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 20V, Negative-QTOF	splash10-000i-0190000000-e062602134798e3db950	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 40V, Negative-QTOF	splash10-076s-5910000000-dc4b82d934c9453e96bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 20V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 40V, Negative-QTOF	splash10-000i-0090000000-aeadd39008029bb7031d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 10V, Positive-QTOF	splash10-000i-0090000000-3b95499a2f4c615e6075	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 20V, Positive-QTOF	splash10-000i-4690000000-6bdb20293abf8f33706a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Kessyl alcohol 40V, Positive-QTOF	splash10-0569-9440000000-bd1b9068023c4a8ac647	2021-09-24	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

FDB003451

KNApSAcK ID

Not Available

Chemspider ID

35013357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751163

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1826041

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 beta-Kessyl alcohol (HMDB0031384)

MOL for HMDB0031384 (beta-Kessyl alcohol)

3D MOL for HMDB0031384 (beta-Kessyl alcohol)

3D SDF for HMDB0031384 (beta-Kessyl alcohol)

3D-SDF for HMDB0031384 (beta-Kessyl alcohol)

PDB for HMDB0031384 (beta-Kessyl alcohol)

3D PDB for HMDB0031384 (beta-Kessyl alcohol)

SMILES for HMDB0031384 (beta-Kessyl alcohol)

INCHI for HMDB0031384 (beta-Kessyl alcohol)

Structure for HMDB0031384 (beta-Kessyl alcohol)

3D Structure for HMDB0031384 (beta-Kessyl alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra