Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:16:05 UTC

Update Date

2022-03-07 02:57:04 UTC

HMDB ID

HMDB0041575

Secondary Accession Numbers

HMDB41575

Metabolite Identification

Common Name

Isokessane

Description

Isokessane, also known as b-kessane, 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. Isokessane has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), green tea, herbal tea, red tea, and black tea. This could make isokessane a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isokessane.

Structure

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

HMDB0041575
     RDKit          3D
Isokessane
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.1346    0.9049   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.3546   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.8351    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533   -1.3079    1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -1.1381    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -0.3654   -0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359    0.5149   -1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0183    1.0662   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882    1.7868    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669    0.7766    1.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557   -0.6364    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.5033    2.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -0.9264    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    0.0229   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525   -0.6995   -1.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.7762   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    1.8737   -1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663    1.0927   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347    0.1954   -2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    1.1033    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -1.5623   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -0.5336    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -0.6000    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -2.3480    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -2.1925    0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -1.0958   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7193    1.3903   -1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748    0.0203   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    1.8232   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    2.4817    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601    2.4724    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.9262    2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    0.9073    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660   -2.5287    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238   -1.4801    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.0388    2.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -1.4273   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245   -1.2231   -1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0753   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    0.2243   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579    1.7681   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    0.8851    1.0343 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
  5  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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  8  1  0
 11  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

  Mrv1652307201900082D          

 16 18  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
    3.6630    0.6398    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
    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
    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
    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
    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
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  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 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041575

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C1CC1CCC2(C)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10-5-6-13-12(10)9-11-7-8-15(13,4)16-14(11,2)3/h10-13H,5-9H2,1-4H3

> <INCHI_KEY>
QRVMFXFSGYDNJI-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.331780852455744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
3.712842052666667

> <ALOGPS_LOGS>
-5.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.207917560818977

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
66.8295

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-04 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041575
     RDKit          3D
Isokessane
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.1346    0.9049   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.3546   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.8351    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533   -1.3079    1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -1.1381    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -0.3654   -0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359    0.5149   -1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0183    1.0662   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882    1.7868    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669    0.7766    1.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557   -0.6364    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.5033    2.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -0.9264    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    0.0229   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525   -0.6995   -1.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.7762   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    1.8737   -1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663    1.0927   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347    0.1954   -2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    1.1033    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -1.5623   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -0.5336    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -0.6000    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -2.3480    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -2.1925    0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -1.0958   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7193    1.3903   -1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748    0.0203   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    1.8232   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    2.4817    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601    2.4724    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.9262    2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    0.9073    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660   -2.5287    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238   -1.4801    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.0388    2.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -1.4273   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245   -1.2231   -1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0753   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    0.2243   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579    1.7681   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    0.8851    1.0343 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
  5  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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  8  1  0
 11  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  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       6.838   1.194   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.822   2.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.585   0.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.987   1.407   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.438  -0.857   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.051  -0.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.911  -0.654   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.549   0.210   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       1.656   2.109   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   13                                                       
CONECT    7    8   11                                                       
CONECT    8    7   15                                                       
CONECT    9   11   12                                                       
CONECT   10    1    5   12                                                  
CONECT   11    7    9   14                                                  
CONECT   12    9   10   13                                                  
CONECT   13    6   12   15                                                  
CONECT   14    2    3   11   16                                             
CONECT   15    4    8   13   16                                             
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0041575
HETATM    1  C1  UNL     1      -3.135   0.905  -1.453  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.331   0.355  -0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.020  -0.835   0.353  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.853  -1.308   1.230  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.611  -1.138   0.343  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.063  -0.365  -0.813  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.136   0.515  -1.518  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.018   1.066  -0.779  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.688   1.787   0.482  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.467   0.777   1.569  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.556  -0.636   1.108  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.673  -1.503   2.373  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.714  -0.926   0.396  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.076   0.023  -0.512  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.453  -0.699  -1.802  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.326   0.776  -0.066  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.722   1.874  -1.745  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.166   1.093  -1.079  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.235   0.195  -2.297  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.132   1.103   0.427  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.238  -1.562  -0.449  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.874  -0.534   0.953  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.832  -0.600   2.086  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.033  -2.348   1.508  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.345  -2.192   0.027  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.476  -1.096  -1.579  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.719   1.390  -1.935  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.275   0.020  -2.448  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.515   1.823  -1.460  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.172   2.482   0.341  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.560   2.472   0.702  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.301   0.926   2.319  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.459   0.907   2.134  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.966  -2.529   2.108  1.00  0.00           H  
HETATM   35  H19 UNL     1      -0.224  -1.480   2.979  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.492  -1.039   2.996  1.00  0.00           H  
HETATM   37  H21 UNL     1       1.673  -1.427  -2.101  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.424  -1.223  -1.564  1.00  0.00           H  
HETATM   39  H23 UNL     1       2.653   0.075  -2.554  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.221   0.224  -0.398  1.00  0.00           H  
HETATM   41  H25 UNL     1       3.358   1.768  -0.588  1.00  0.00           H  
HETATM   42  H26 UNL     1       3.368   0.885   1.034  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    6   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   11   25
CONECT    6    7   26
CONECT    7    8   27   28
CONECT    8    9   14   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   13
CONECT   12   34   35   36
CONECT   13   14
CONECT   14   15   16
CONECT   15   37   38   39
CONECT   16   40   41   42
END

HMDB0041575
     RDKit          3D
Isokessane
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.1346    0.9049   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.3546   -0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.8351    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533   -1.3079    1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -1.1381    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -0.3654   -0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1359    0.5149   -1.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0183    1.0662   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6882    1.7868    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669    0.7766    1.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557   -0.6364    1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -1.5033    2.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -0.9264    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    0.0229   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525   -0.6995   -1.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.7762   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    1.8737   -1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663    1.0927   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347    0.1954   -2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    1.1033    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -1.5623   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -0.5336    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -0.6000    2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -2.3480    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3454   -2.1925    0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -1.0958   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7193    1.3903   -1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748    0.0203   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    1.8232   -1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    2.4817    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601    2.4724    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.9262    2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    0.9073    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660   -2.5287    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238   -1.4801    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4922   -1.0388    2.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -1.4273   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245   -1.2231   -1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528    0.0753   -2.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    0.2243   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579    1.7681   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    0.8851    1.0343 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
  5  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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  8  1  0
 11  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Kessane	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.372

Monoisotopic Molecular Weight

222.198365457

IUPAC Name

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

Traditional Name

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

CAS Registry Number

177019-46-4

SMILES

CC1CCC2C1CC1CCC2(C)OC1(C)C

InChI Identifier

InChI=1S/C15H26O/c1-10-5-6-13-12(10)9-11-7-8-15(13,4)16-14(11,2)3/h10-13H,5-9H2,1-4H3

InChI Key

QRVMFXFSGYDNJI-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
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041575)
Membrane (HMDB: HMDB0041575)

Source

Endogenous

Endogenous (HMDB: HMDB0041575)

Exogenous

Exogenous (HMDB: HMDB0041575)

Food

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.17 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0004 g/L	ALOGPS
logP	4.18	ALOGPS
logP	3.71	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.83 m³·mol⁻¹	ChemAxon
Polarizability	27.33 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]+	152.544	31661259
DarkChem	[M-H]-	150.679	31661259
DeepCCS	[M+H]+	154.146	30932474
DeepCCS	[M-H]-	151.788	30932474
DeepCCS	[M-2H]-	186.04	30932474
DeepCCS	[M+Na]+	160.717	30932474
AllCCS	[M+H]+	152.4	32859911
AllCCS	[M+H-H2O]+	148.7	32859911
AllCCS	[M+NH4]+	155.9	32859911
AllCCS	[M+Na]+	157.0	32859911
AllCCS	[M-H]-	162.2	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	163.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isokessane	CC1CCC2C1CC1CCC2(C)OC1(C)C	1798.5	Standard polar	33892256
Isokessane	CC1CCC2C1CC1CCC2(C)OC1(C)C	1535.9	Standard non polar	33892256
Isokessane	CC1CCC2C1CC1CCC2(C)OC1(C)C	1503.9	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 - Isokessane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9780000000-3cae6f7fd4252f632fba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isokessane 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 - Isokessane 10V, Positive-QTOF	splash10-00di-0090000000-3a0c4d76591c65301af5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 20V, Positive-QTOF	splash10-00di-0090000000-256f57e84b46d9e50f46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 40V, Positive-QTOF	splash10-0a4i-9200000000-8835dab3b8cdda711f44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 10V, Negative-QTOF	splash10-00di-0090000000-c2a1dba1ba8535a083ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 20V, Negative-QTOF	splash10-00di-0090000000-5b180db1570e8c52973f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 40V, Negative-QTOF	splash10-0ab9-4490000000-4775ca75dda092c8de14	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 10V, Positive-QTOF	splash10-00di-0090000000-f402281cb4abc1d59a1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 20V, Positive-QTOF	splash10-00di-0090000000-f402281cb4abc1d59a1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 40V, Positive-QTOF	splash10-06di-4940000000-2eaab9f8df1e779f87b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 10V, Negative-QTOF	splash10-00di-0090000000-59e19e55801ea3ff1285	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isokessane 40V, Negative-QTOF	splash10-00di-0090000000-9c00762686ed8c335544	2021-09-22	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

FDB021582

KNApSAcK ID

C00020423

Chemspider ID

11380157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

527491

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893471

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 Isokessane (HMDB0041575)

MOL for HMDB0041575 (Isokessane)

3D MOL for HMDB0041575 (Isokessane)

3D SDF for HMDB0041575 (Isokessane)

3D-SDF for HMDB0041575 (Isokessane)

PDB for HMDB0041575 (Isokessane)

3D PDB for HMDB0041575 (Isokessane)

SMILES for HMDB0041575 (Isokessane)

INCHI for HMDB0041575 (Isokessane)

Structure for HMDB0041575 (Isokessane)

3D Structure for HMDB0041575 (Isokessane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra