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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:26:15 UTC

Update Date

2022-03-07 02:55:13 UTC

HMDB ID

HMDB0037197

Secondary Accession Numbers

HMDB37197

Metabolite Identification

Common Name

Kessyl glycol

Description

Kessyl glycol 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. Kessyl glycol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, kessyl glycol has been detected, but not quantified in, a few different foods, such as fats and oils, herbs and spices, and tea. This could make kessyl glycol a potential biomarker for the consumption of these foods.

Structure

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

HMDB0037197
     RDKit          3D
Kessyl glycol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.6944    2.3280    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.8792    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160    0.2384   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -0.9222   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172   -2.0749   -1.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8804   -0.8606   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689    0.6324    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259    0.9592    1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    0.5410    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -0.8513    1.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.0396    2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719   -1.8225    0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.2389   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -2.3191   -1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562   -0.1291   -1.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.6505   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386    0.2606   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    2.1208   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    2.4539    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    2.9247   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    2.6685    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    0.3199    1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.0937   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299    0.9939   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4707   -0.7617   -2.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.9515   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -1.4522    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5795    1.1430   -0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305    2.0198    1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    0.4010    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0491    1.2463    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -1.0242    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -1.4360    3.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -2.2959    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -2.6497    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -1.9042   -2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -2.8107   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -3.1281   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539   -0.1660    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    1.1190   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914   -0.4984   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936    2.5966   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    2.7110   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    2.2231   -1.7853 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
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 16  9  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END


  Mrv0541 02241215172D          

 18 20  0  0  0  0            999 V2000
   -1.7162    0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0824    0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   -0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543   -1.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -0.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6601   -0.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    0.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3961    0.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3961    1.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0824    2.1651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543   -1.5839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430    1.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8184    1.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    1.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9238   -1.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3434   -2.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632   -0.6861    0.0000 O   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
  2  8  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037197

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(O)C2C1CC1C(O)CC2(C)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O3/c1-8-5-11(16)13-9(8)6-10-12(17)7-15(13,4)18-14(10,2)3/h8-13,16-17H,5-7H2,1-4H3

> <INCHI_KEY>
HMTVXYYWICMXMY-UHFFFAOYSA-N

> <FORMULA>
C15H26O3

> <MOLECULAR_WEIGHT>
254.3651

> <EXACT_MASS>
254.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.046943044055446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecane-3,12-diol

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
0.9497244466666661

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.107494136377657

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.501962828714984

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8677407562273904

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
69.9273

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecane-3,12-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037197
     RDKit          3D
Kessyl glycol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.6944    2.3280    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.8792    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160    0.2384   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -0.9222   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172   -2.0749   -1.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8804   -0.8606   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689    0.6324    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259    0.9592    1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    0.5410    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -0.8513    1.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.0396    2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719   -1.8225    0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.2389   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -2.3191   -1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562   -0.1291   -1.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.6505   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386    0.2606   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    2.1208   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    2.4539    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    2.9247   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    2.6685    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    0.3199    1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.0937   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299    0.9939   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4707   -0.7617   -2.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.9515   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -1.4522    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5795    1.1430   -0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305    2.0198    1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    0.4010    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0491    1.2463    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -1.0242    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -1.4360    3.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -2.2959    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -2.6497    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -1.9042   -2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -2.8107   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -3.1281   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539   -0.1660    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    1.1190   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914   -0.4984   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936    2.5966   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    2.7110   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    2.2231   -1.7853 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
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 16  9  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  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      -3.204   1.676   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.020   0.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.218  -0.788   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.035  -1.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.444  -1.675   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.232  -0.393   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.640   1.084   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.739   1.478   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.739   3.056   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.020   4.042   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.035  -2.957   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.640   3.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.528   2.366   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.204   2.366   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.710  -3.746   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.724  -2.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.641  -4.042   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.105  -1.281   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   18                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9                                                            
CONECT   11    4                                                            
CONECT   12    9   13                                                       
CONECT   13    7   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    5   15   17   18                                             
CONECT   17   16                                                            
CONECT   18    2   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0037197
HETATM    1  C1  UNL     1      -2.694   2.328   0.517  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.344   0.879   0.409  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.916   0.238  -0.847  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.965  -0.922  -1.165  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.717  -2.075  -1.109  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.880  -0.861  -0.116  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.869   0.632   0.195  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.026   0.959   1.378  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.389   0.541   1.096  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.585  -0.851   1.593  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.743  -1.040   2.700  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.272  -1.823   0.513  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.469  -1.239  -0.626  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.405  -2.319  -1.706  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.056  -0.129  -1.197  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.780   0.650  -0.342  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.239   0.261  -0.460  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.683   2.121  -0.753  1.00  0.00           C  
HETATM   19  H1  UNL     1      -3.778   2.454   0.406  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.121   2.925  -0.233  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.429   2.669   1.536  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.742   0.320   1.278  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.950  -0.094  -0.726  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.830   0.994  -1.679  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.471  -0.762  -2.146  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.479  -1.952  -0.505  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.224  -1.452   0.754  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.580   1.143  -0.727  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.131   2.020   1.609  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.455   0.401   2.255  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.049   1.246   1.670  1.00  0.00           H  
HETATM   32  H14 UNL     1       2.626  -1.024   1.992  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.191  -1.436   3.466  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.221  -2.296   0.145  1.00  0.00           H  
HETATM   35  H17 UNL     1       0.672  -2.650   0.943  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.664  -1.904  -2.709  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.589  -2.811  -1.734  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.141  -3.128  -1.520  1.00  0.00           H  
HETATM   39  H21 UNL     1       3.654  -0.166   0.453  1.00  0.00           H  
HETATM   40  H22 UNL     1       3.886   1.119  -0.746  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.391  -0.498  -1.276  1.00  0.00           H  
HETATM   42  H24 UNL     1       2.694   2.597  -0.779  1.00  0.00           H  
HETATM   43  H25 UNL     1       1.095   2.711  -0.023  1.00  0.00           H  
HETATM   44  H26 UNL     1       1.284   2.223  -1.785  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    7   22
CONECT    3    4   23   24
CONECT    4    5    6   25
CONECT    5   26
CONECT    6    7   13   27
CONECT    7    8   28
CONECT    8    9   29   30
CONECT    9   10   16   31
CONECT   10   11   12   32
CONECT   11   33
CONECT   12   13   34   35
CONECT   13   14   15
CONECT   14   36   37   38
CONECT   15   16
CONECT   16   17   18
CONECT   17   39   40   41
CONECT   18   42   43   44
END

HMDB0037197
     RDKit          3D
Kessyl glycol
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.6944    2.3280    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.8792    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160    0.2384   -0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -0.9222   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172   -2.0749   -1.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8804   -0.8606   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689    0.6324    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259    0.9592    1.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    0.5410    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -0.8513    1.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -1.0396    2.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719   -1.8225    0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.2389   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -2.3191   -1.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562   -0.1291   -1.1966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.6505   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2386    0.2606   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    2.1208   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    2.4539    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    2.9247   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    2.6685    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    0.3199    1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.0937   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299    0.9939   -1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4707   -0.7617   -2.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.9515   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -1.4522    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5795    1.1430   -0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305    2.0198    1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    0.4010    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0491    1.2463    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -1.0242    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1912   -1.4360    3.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -2.2959    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6718   -2.6497    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -1.9042   -2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -2.8107   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -3.1281   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539   -0.1660    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    1.1190   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914   -0.4984   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936    2.5966   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    2.7110   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    2.2231   -1.7853 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
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  7  2  1  0
 16  9  1  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3beta,6alpha-Dihydroxykessane	HMDB
Kessoglycol	HMDB

Chemical Formula

C₁₅H₂₆O₃

Average Molecular Weight

254.3651

Monoisotopic Molecular Weight

254.188194698

IUPAC Name

1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecane-3,12-diol

Traditional Name

1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecane-3,12-diol

CAS Registry Number

6894-57-1

SMILES

CC1CC(O)C2C1CC1C(O)CC2(C)OC1(C)C

InChI Identifier

InChI=1S/C15H26O3/c1-8-5-11(16)13-9(8)6-10-12(17)7-15(13,4)18-14(10,2)3/h8-13,16-17H,5-7H2,1-4H3

InChI Key

HMTVXYYWICMXMY-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037197)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037197)

Source

Endogenous

Endogenous (HMDB: HMDB0037197)

Plant

Plant (HMDB: HMDB0037197)

Exogenous

Food

Food (HMDB: HMDB0037197)

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: HMDB0037197)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037197)

Nutrient

Nutrient (HMDB: HMDB0037197)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037197)

Emulsifier (HMDB: HMDB0037197)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	128 °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	1.41 g/L	ALOGPS
logP	1.78	ALOGPS
logP	0.95	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.5	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.93 m³·mol⁻¹	ChemAxon
Polarizability	29.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	160.346	31661259
DarkChem	[M-H]-	156.412	31661259
DeepCCS	[M+H]+	163.898	30932474
DeepCCS	[M-H]-	161.54	30932474
DeepCCS	[M-2H]-	194.426	30932474
DeepCCS	[M+Na]+	169.991	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	156.7	32859911
AllCCS	[M+NH4]+	163.4	32859911
AllCCS	[M+Na]+	164.4	32859911
AllCCS	[M-H]-	166.8	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	167.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kessyl glycol	CC1CC(O)C2C1CC1C(O)CC2(C)OC1(C)C	2722.4	Standard polar	33892256
Kessyl glycol	CC1CC(O)C2C1CC1C(O)CC2(C)OC1(C)C	1735.3	Standard non polar	33892256
Kessyl glycol	CC1CC(O)C2C1CC1C(O)CC2(C)OC1(C)C	1903.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kessyl glycol,1TMS,isomer #1	CC1CC(O[Si](C)(C)C)C2C1CC1C(O)CC2(C)OC1(C)C	2006.2	Semi standard non polar	33892256
Kessyl glycol,1TMS,isomer #2	CC1CC(O)C2C1CC1C(O[Si](C)(C)C)CC2(C)OC1(C)C	2018.7	Semi standard non polar	33892256
Kessyl glycol,2TMS,isomer #1	CC1CC(O[Si](C)(C)C)C2C1CC1C(O[Si](C)(C)C)CC2(C)OC1(C)C	1966.7	Semi standard non polar	33892256
Kessyl glycol,1TBDMS,isomer #1	CC1CC(O[Si](C)(C)C(C)(C)C)C2C1CC1C(O)CC2(C)OC1(C)C	2272.2	Semi standard non polar	33892256
Kessyl glycol,1TBDMS,isomer #2	CC1CC(O)C2C1CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)OC1(C)C	2293.4	Semi standard non polar	33892256
Kessyl glycol,2TBDMS,isomer #1	CC1CC(O[Si](C)(C)C(C)(C)C)C2C1CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)OC1(C)C	2458.9	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 - Kessyl glycol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9250000000-e49aab04ae1415dd3bdf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kessyl glycol GC-MS (2 TMS) - 70eV, Positive	splash10-001i-6019000000-2e8b42d19a867d67ab4a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kessyl glycol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kessyl glycol 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 - Kessyl glycol 10V, Positive-QTOF	splash10-052r-0090000000-0404b6a374fcd08b7ecc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 20V, Positive-QTOF	splash10-00kr-0190000000-800d46e73d2cd1bbb880	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 40V, Positive-QTOF	splash10-01b9-3390000000-4c61cf911183b50e75da	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 10V, Negative-QTOF	splash10-0udi-0090000000-814b0e21adb9af3a2a3a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 20V, Negative-QTOF	splash10-0udr-0090000000-bd97aa07b646667f9dbf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 40V, Negative-QTOF	splash10-000l-4190000000-e4b3931978216d131e27	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 10V, Positive-QTOF	splash10-0a4r-0090000000-b90047a274f0eb285d1c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 20V, Positive-QTOF	splash10-0a4i-0090000000-3e09f24232e9ec968a72	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 40V, Positive-QTOF	splash10-000i-0390000000-9820d8d4042e200607ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 10V, Negative-QTOF	splash10-0udi-0090000000-22bc497a1033a8ac8535	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 20V, Negative-QTOF	splash10-0udi-0090000000-22bc497a1033a8ac8535	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kessyl glycol 40V, Negative-QTOF	splash10-0udi-0290000000-a5c7e78080b195cf2650	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB016201

KNApSAcK ID

C00020421

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12304811

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Kessyl glycol (HMDB0037197)

MOL for HMDB0037197 (Kessyl glycol)

3D MOL for HMDB0037197 (Kessyl glycol)

3D SDF for HMDB0037197 (Kessyl glycol)

3D-SDF for HMDB0037197 (Kessyl glycol)

PDB for HMDB0037197 (Kessyl glycol)

3D PDB for HMDB0037197 (Kessyl glycol)

SMILES for HMDB0037197 (Kessyl glycol)

INCHI for HMDB0037197 (Kessyl glycol)

Structure for HMDB0037197 (Kessyl glycol)

3D Structure for HMDB0037197 (Kessyl glycol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra