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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:16:57 UTC

Update Date

2022-03-07 02:57:05 UTC

HMDB ID

HMDB0041589

Secondary Accession Numbers

HMDB41589

Metabolite Identification

Common Name

alpha-Kessyl alcohol

Description

alpha-Kessyl alcohol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. alpha-Kessyl alcohol has been detected, but not quantified in, several different foods, such as fats and oils, herbal tea, teas (Camellia sinensis), herbs and spices, and black tea. This could make alpha-kessyl alcohol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Kessyl alcohol.

Structure

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

HMDB0041589
     RDKit          3D
alpha-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.8165   -1.1524    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7581   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012    0.6211   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.5587   -0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9565    2.0976    0.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    0.7390   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -0.6783   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -1.6521   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.3172    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -0.5681    1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.7944    1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6074    1.1425    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140    2.6756    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    0.7244   -0.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -0.5951   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -1.1928   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922   -0.7792    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330   -0.6234    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.2720    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9105   -0.8664    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -1.4602   -1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866    0.8539   -0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.7189   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    2.3882   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    2.9761    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.0651   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -1.0565   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.6634   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469   -1.8733    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -2.2698    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -0.5259    2.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2898   -1.1099    2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030    1.5291    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8964    1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049    3.1633    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    2.9554   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    2.9959    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.4529   -2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281   -1.5139   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -2.0917   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402   -1.6363    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -0.9638   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8332    0.1770    0.7238 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 12  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
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv1652307201900082D          

 17 19  0  0  0  0            999 V2000
    3.5676   -0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043   -0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0903    0.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7802    2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3846    0.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    0.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0240   -0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4368    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3609    0.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    0.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714    1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.0645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    1.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  6  1  0  0  0  0
 15 13  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041589

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(O)C2C1CC1CCC2(C)OC1(C)C

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

> <INCHI_KEY>
ZADVMZUKWWMSLQ-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.371

> <EXACT_MASS>
238.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
28.074865092197847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.3676802526666663

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.842524227620558

> <JCHEM_PKA_STRONGEST_BASIC>
-2.867679902838767

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.4002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041589
     RDKit          3D
alpha-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.8165   -1.1524    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7581   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012    0.6211   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.5587   -0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9565    2.0976    0.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    0.7390   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -0.6783   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -1.6521   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.3172    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -0.5681    1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.7944    1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6074    1.1425    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140    2.6756    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    0.7244   -0.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -0.5951   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -1.1928   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922   -0.7792    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330   -0.6234    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.2720    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9105   -0.8664    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -1.4602   -1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866    0.8539   -0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.7189   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    2.3882   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    2.9761    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.0651   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -1.0565   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.6634   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469   -1.8733    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -2.2698    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -0.5259    2.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2898   -1.1099    2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030    1.5291    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8964    1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049    3.1633    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    2.9554   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    2.9959    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.4529   -2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281   -1.5139   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -2.0917   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402   -1.6363    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -0.9638   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8332    0.1770    0.7238 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 12  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
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 20-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUL-19         0                                  
HETATM    1  C   UNK     0       6.660  -1.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.008  -0.401   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.169   1.511   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.323   4.115   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.585   0.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.987   1.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.838   1.194   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.438  -0.857   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.051  -0.130   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.911  -0.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.549   0.210   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.822   2.352   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.407   1.743   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.119   0.666   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.120   2.589   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.161   3.854   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.656   2.109   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   15                                                       
CONECT    7    9   12                                                       
CONECT    8   10   11                                                       
CONECT    9    1    7   11                                                  
CONECT   10    5    8   14                                                  
CONECT   11    8    9   13                                                  
CONECT   12    7   13   16                                                  
CONECT   13   11   12   15                                                  
CONECT   14    2    3   10   17                                             
CONECT   15    4    6   13   17                                             
CONECT   16   12                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0041589
HETATM    1  C1  UNL     1      -2.816  -1.152   0.662  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.378  -0.758  -0.703  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.901   0.621  -0.999  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.746   1.559  -0.703  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.957   2.098   0.537  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.486   0.739  -0.828  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.863  -0.678  -0.871  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.169  -1.652  -0.008  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.142  -1.317   0.558  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.995  -0.568   1.868  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.471   0.794   1.515  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.607   1.143   0.093  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.714   2.676   0.014  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.809   0.724  -0.424  1.00  0.00           O  
HETATM   15  C13 UNL     1       2.086  -0.595  -0.356  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.103  -1.193  -1.725  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.492  -0.779   0.229  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.333  -0.623   1.489  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.846  -2.272   0.817  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.910  -0.866   0.735  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.854  -1.460  -1.417  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.787   0.854  -0.369  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.254   0.719  -2.053  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.827   2.388  -1.438  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.404   2.976   0.537  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.060   1.065  -1.832  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.703  -1.056  -1.926  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.079  -2.663  -0.488  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.847  -1.873   0.873  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.654  -2.270   0.836  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.958  -0.526   2.425  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.290  -1.110   2.532  1.00  0.00           H  
HETATM   33  H16 UNL     1       1.103   1.529   2.100  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.534   0.896   1.942  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.105   3.163   0.790  1.00  0.00           H  
HETATM   36  H19 UNL     1       0.474   2.955  -1.012  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.765   2.996   0.207  1.00  0.00           H  
HETATM   38  H21 UNL     1       1.783  -0.453  -2.505  1.00  0.00           H  
HETATM   39  H22 UNL     1       3.128  -1.514  -2.052  1.00  0.00           H  
HETATM   40  H23 UNL     1       1.463  -2.092  -1.825  1.00  0.00           H  
HETATM   41  H24 UNL     1       3.540  -1.636   0.916  1.00  0.00           H  
HETATM   42  H25 UNL     1       4.239  -0.964  -0.572  1.00  0.00           H  
HETATM   43  H26 UNL     1       3.833   0.177   0.724  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   12   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   15   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   14
CONECT   13   35   36   37
CONECT   14   15
CONECT   15   16   17
CONECT   16   38   39   40
CONECT   17   41   42   43
END

HMDB0041589
     RDKit          3D
alpha-Kessyl alcohol
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.8165   -1.1524    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.7581   -0.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012    0.6211   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.5587   -0.7035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9565    2.0976    0.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    0.7390   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -0.6783   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -1.6521   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.3172    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -0.5681    1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4710    0.7944    1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6074    1.1425    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140    2.6756    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    0.7244   -0.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -0.5951   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -1.1928   -1.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922   -0.7792    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330   -0.6234    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456   -2.2720    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9105   -0.8664    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -1.4602   -1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866    0.8539   -0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.7189   -2.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    2.3882   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    2.9761    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.0651   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -1.0565   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.6634   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469   -1.8733    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -2.2698    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -0.5259    2.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2898   -1.1099    2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030    1.5291    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342    0.8964    1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049    3.1633    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741    2.9554   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    2.9959    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.4529   -2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281   -1.5139   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -2.0917   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402   -1.6363    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -0.9638   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8332    0.1770    0.7238 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 12  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
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Kessyl alcohol	Generator
Α-kessyl alcohol	Generator
Kessyl alcohol	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.371

Monoisotopic Molecular Weight

238.193280077

IUPAC Name

1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

Traditional Name

1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

CAS Registry Number

3321-65-1

SMILES

CC1CC(O)C2C1CC1CCC2(C)OC1(C)C

InChI Identifier

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

InChI Key

ZADVMZUKWWMSLQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
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

Cell membrane (HMDB: HMDB0041589)

Cellular substructure

Extracellular (HMDB: HMDB0041589)
Membrane (HMDB: HMDB0041589)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041589)

Source

Endogenous

Endogenous (HMDB: HMDB0041589)

Plant

Plant (HMDB: HMDB0041589)

Exogenous

Food

Food (HMDB: HMDB0041589)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0041589)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041589)

Nutrient

Nutrient (HMDB: HMDB0041589)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041589)

Emulsifier (HMDB: HMDB0041589)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	85 - 86 °C	Not Available
Boiling Point	300.00 to 302.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	227.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.315 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.37	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	0	ChemAxon
Refractivity	68.4 m³·mol⁻¹	ChemAxon
Polarizability	28.07 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]+	156.585	31661259
DarkChem	[M-H]-	153.915	31661259
DeepCCS	[M+H]+	159.019	30932474
DeepCCS	[M-H]-	156.661	30932474
DeepCCS	[M-2H]-	189.703	30932474
DeepCCS	[M+Na]+	165.112	30932474
AllCCS	[M+H]+	156.6	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	159.9	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.7	32859911
AllCCS	[M+HCOO]-	165.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Kessyl alcohol	CC1CC(O)C2C1CC1CCC2(C)OC1(C)C	2296.0	Standard polar	33892256
alpha-Kessyl alcohol	CC1CC(O)C2C1CC1CCC2(C)OC1(C)C	1634.9	Standard non polar	33892256
alpha-Kessyl alcohol	CC1CC(O)C2C1CC1CCC2(C)OC1(C)C	1700.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Kessyl alcohol,1TMS,isomer #1	CC1CC(O[Si](C)(C)C)C2C1CC1CCC2(C)OC1(C)C	1773.9	Semi standard non polar	33892256
alpha-Kessyl alcohol,1TBDMS,isomer #1	CC1CC(O[Si](C)(C)C(C)(C)C)C2C1CC1CCC2(C)OC1(C)C	2053.0	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 - alpha-Kessyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fu-9650000000-3e96f0788353d70f3889	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Kessyl alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-0077-8490000000-1ee565bbdc918a31f663	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Kessyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-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 - alpha-Kessyl alcohol 10V, Positive-QTOF	splash10-000i-0290000000-c1f23dbd4cb2efd1cd36	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 20V, Positive-QTOF	splash10-000i-1790000000-0729005f85a1582da512	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 40V, Positive-QTOF	splash10-05fr-2900000000-6dc4dc31de048cd7bc11	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 10V, Negative-QTOF	splash10-000i-0190000000-254cf49aa630fe91d0de	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 20V, Negative-QTOF	splash10-000j-0690000000-5a363c889f113b494327	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 40V, Negative-QTOF	splash10-0a4j-3930000000-f1a8bb188f7bfcdee521	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 20V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 40V, Negative-QTOF	splash10-000i-0390000000-d59f70f20f94e20e7260	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 10V, Positive-QTOF	splash10-0079-0090000000-2c0add245fe03ae9d83d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 20V, Positive-QTOF	splash10-000i-0090000000-4e44d1285e3ae1a210a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Kessyl alcohol 40V, Positive-QTOF	splash10-00xr-0690000000-aa9f1510329b2f8b5bf0	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

FDB021583

KNApSAcK ID

C00020422

Chemspider ID

282176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

318771

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1029811

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for alpha-Kessyl alcohol (HMDB0041589)

MOL for HMDB0041589 (alpha-Kessyl alcohol)

3D MOL for HMDB0041589 (alpha-Kessyl alcohol)

3D SDF for HMDB0041589 (alpha-Kessyl alcohol)

3D-SDF for HMDB0041589 (alpha-Kessyl alcohol)

PDB for HMDB0041589 (alpha-Kessyl alcohol)

3D PDB for HMDB0041589 (alpha-Kessyl alcohol)

SMILES for HMDB0041589 (alpha-Kessyl alcohol)

INCHI for HMDB0041589 (alpha-Kessyl alcohol)

Structure for HMDB0041589 (alpha-Kessyl alcohol)

3D Structure for HMDB0041589 (alpha-Kessyl alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra