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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:07:47 UTC

Update Date

2023-02-21 17:24:40 UTC

HMDB ID

HMDB0035181

Secondary Accession Numbers

HMDB35181

Metabolite Identification

Common Name

xi-8,9-Dehydrotheaspirone

Description

xi-8,9-Dehydrotheaspirone belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. xi-8,9-Dehydrotheaspirone has been detected, but not quantified in, a few different foods, such as alcoholic beverages, citrus, and fruits. This could make XI-8,9-dehydrotheaspirone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on xi-8,9-Dehydrotheaspirone.

Structure

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

HMDB0035181
     RDKit          3D
xi-8,9-Dehydrotheaspirone
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.1718   -0.4616    1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.0464    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.1038   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0143    0.6529   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4277   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.5143    1.1068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881    1.4869   -0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    2.6610    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    1.3779   -1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8618    0.2101   -1.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    0.3239   -3.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603   -1.0780   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -0.9063   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -0.9466    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -2.0123    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -1.1356    1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115    0.3598    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -1.0957    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1293   -0.1851   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279    0.1753   -2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.7400   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    2.9043    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    3.5431    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029    2.4938    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982    2.1273   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -1.4510   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0287   -1.8800   -1.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -0.2186    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.8733    1.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114   -1.9791    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.9723    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -2.1026   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -1.8504    1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
M  END


  Mrv0541 02241210242D          

 15 16  0  0  0  0            999 V2000
   -1.4210    0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071    0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -1.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -0.2867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3105    0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    1.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1362    0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035181

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CCC2(O1)C(C)=CC(=O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O2/c1-9-7-11(14)8-12(3,4)13(9)6-5-10(2)15-13/h5,7H,6,8H2,1-4H3

> <INCHI_KEY>
PYBOFDINXIGETR-UHFFFAOYSA-N

> <FORMULA>
C13H18O2

> <MOLECULAR_WEIGHT>
206.2808

> <EXACT_MASS>
206.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.14571070563406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,10,10-tetramethyl-1-oxaspiro[4.5]deca-2,6-dien-8-one

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.2985527409999995

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.58436767872221

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7646039148818335

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
62.10190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,10,10-tetramethyl-1-oxaspiro[4.5]deca-2,6-dien-8-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035181
     RDKit          3D
xi-8,9-Dehydrotheaspirone
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.1718   -0.4616    1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.0464    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.1038   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0143    0.6529   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4277   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.5143    1.1068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881    1.4869   -0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    2.6610    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    1.3779   -1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8618    0.2101   -1.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    0.3239   -3.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603   -1.0780   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -0.9063   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -0.9466    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -2.0123    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -1.1356    1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115    0.3598    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -1.0957    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1293   -0.1851   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279    0.1753   -2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.7400   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    2.9043    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    3.5431    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029    2.4938    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982    2.1273   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -1.4510   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0287   -1.8800   -1.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -0.2186    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.8733    1.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114   -1.9791    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.9723    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -2.1026   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -1.8504    1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  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      -2.653   0.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.653  -1.436   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.320  -2.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.010  -1.436   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.010   0.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.320   0.872   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.090   2.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.549   2.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.345  -2.207   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.988  -2.207   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.409  -0.535   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.446   0.599   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.684   1.937   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.174   1.624   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.988   0.599   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   11   14                                             
CONECT    6    1    5    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4                                                            
CONECT   10    2                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14    5   13                                                       
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035181
HETATM    1  C1  UNL     1       3.172  -0.462   1.697  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.105   0.046   0.762  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.263   0.104  -0.554  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.014   0.653  -1.151  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.028   0.428  -0.022  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.844   0.514   1.107  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.988   1.487  -0.097  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.045   2.661   0.799  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.924   1.378  -1.042  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.862   0.210  -1.928  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.338   0.324  -3.089  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.260  -1.078  -1.490  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.657  -0.906  -0.127  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.770  -0.947   0.899  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.310  -2.012   0.226  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.854  -1.136   1.138  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.712   0.360   2.180  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.709  -1.096   2.490  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.129  -0.185  -1.148  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.728   0.175  -2.087  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.154   1.740  -1.313  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.120   2.904   0.964  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.618   3.543   0.272  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.603   2.494   1.785  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.698   2.127  -1.146  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.497  -1.451  -2.219  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.029  -1.880  -1.434  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.561  -0.219   0.725  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.322  -0.873   1.915  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.211  -1.979   0.853  1.00  0.00           H  
HETATM   31  H16 UNL     1      -0.281  -2.972   0.232  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.144  -2.103  -0.476  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.618  -1.850   1.280  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    6
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6    7   13
CONECT    7    8    9    9
CONECT    8   22   23   24
CONECT    9   10   25
CONECT   10   11   11   12
CONECT   12   13   26   27
CONECT   13   14   15
CONECT   14   28   29   30
CONECT   15   31   32   33
END

HMDB0035181
     RDKit          3D
xi-8,9-Dehydrotheaspirone
 33 34  0  0  0  0  0  0  0  0999 V2000
    3.1718   -0.4616    1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    0.0464    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.1038   -0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0143    0.6529   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4277   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.5143    1.1068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881    1.4869   -0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    2.6610    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    1.3779   -1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8618    0.2101   -1.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    0.3239   -3.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603   -1.0780   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574   -0.9063   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -0.9466    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -2.0123    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -1.1356    1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7115    0.3598    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -1.0957    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1293   -0.1851   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279    0.1753   -2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.7400   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    2.9043    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    3.5431    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029    2.4938    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982    2.1273   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -1.4510   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0287   -1.8800   -1.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5606   -0.2186    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.8733    1.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114   -1.9791    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.9723    0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1439   -2.1026   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -1.8504    1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  6  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₈O₂

Average Molecular Weight

206.2808

Monoisotopic Molecular Weight

206.13067982

IUPAC Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]deca-2,6-dien-8-one

Traditional Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]deca-2,6-dien-8-one

CAS Registry Number

Not Available

SMILES

CC1=CCC2(O1)C(C)=CC(=O)CC2(C)C

InChI Identifier

InChI=1S/C13H18O2/c1-9-7-11(14)8-12(3,4)13(9)6-5-10(2)15-13/h5,7H,6,8H2,1-4H3

InChI Key

PYBOFDINXIGETR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Dihydrofuran
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035181)
Cell membrane (HMDB: HMDB0035181)

Source

Exogenous

Food

Food (HMDB: HMDB0035181)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035181)

Biological role

Nutrient (HMDB: HMDB0035181)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.3	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.58	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	62.1 m³·mol⁻¹	ChemAxon
Polarizability	23.15 Å³	ChemAxon
Number of Rings	2	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]+	147.211	31661259
DarkChem	[M-H]-	143.715	31661259
DeepCCS	[M+H]+	150.447	30932474
DeepCCS	[M-H]-	148.051	30932474
DeepCCS	[M-2H]-	181.3	30932474
DeepCCS	[M+Na]+	156.359	30932474
AllCCS	[M+H]+	145.1	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	149.0	32859911
AllCCS	[M+Na]+	150.1	32859911
AllCCS	[M-H]-	153.2	32859911
AllCCS	[M+Na-2H]-	153.7	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-8,9-Dehydrotheaspirone	CC1=CCC2(O1)C(C)=CC(=O)CC2(C)C	2184.9	Standard polar	33892256
xi-8,9-Dehydrotheaspirone	CC1=CCC2(O1)C(C)=CC(=O)CC2(C)C	1517.2	Standard non polar	33892256
xi-8,9-Dehydrotheaspirone	CC1=CCC2(O1)C(C)=CC(=O)CC2(C)C	1573.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xi-8,9-Dehydrotheaspirone,1TMS,isomer #1	CC1=CCC2(O1)C(C)=CC(O[Si](C)(C)C)=CC2(C)C	1744.5	Semi standard non polar	33892256
xi-8,9-Dehydrotheaspirone,1TMS,isomer #1	CC1=CCC2(O1)C(C)=CC(O[Si](C)(C)C)=CC2(C)C	1563.1	Standard non polar	33892256
xi-8,9-Dehydrotheaspirone,1TBDMS,isomer #1	CC1=CCC2(O1)C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC2(C)C	1950.9	Semi standard non polar	33892256
xi-8,9-Dehydrotheaspirone,1TBDMS,isomer #1	CC1=CCC2(O1)C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC2(C)C	1788.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - xi-8,9-Dehydrotheaspirone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxu-9500000000-99cf27b1d8dcba2df180	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-8,9-Dehydrotheaspirone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-8,9-Dehydrotheaspirone 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 - xi-8,9-Dehydrotheaspirone 10V, Positive-QTOF	splash10-0a4i-2590000000-900eac994c5a4228d6ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 20V, Positive-QTOF	splash10-0540-9710000000-05e89b0751c82e1921f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 40V, Positive-QTOF	splash10-0udi-9000000000-a3c7cc19c48ac683419c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 10V, Negative-QTOF	splash10-0a4i-1190000000-bb8c0b704a2f3d0564d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 20V, Negative-QTOF	splash10-0a4i-1290000000-2c584b98ca9d45924232	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 40V, Negative-QTOF	splash10-0fer-8900000000-8c83c3cbb66ba43ccf84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 10V, Positive-QTOF	splash10-0a4i-3960000000-ce7e3ce1e84f4cbf3041	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 20V, Positive-QTOF	splash10-0081-4900000000-6f20bf82827329edf683	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 40V, Positive-QTOF	splash10-0aou-9400000000-1c661fabd402e2261cde	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 10V, Negative-QTOF	splash10-0a4i-0090000000-5535f56d1e770e37902d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 20V, Negative-QTOF	splash10-052r-0940000000-cbe74bb15cdb5dc1291c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-8,9-Dehydrotheaspirone 40V, Negative-QTOF	splash10-00r7-9510000000-b86befbc6493e434f6c5	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB013823

KNApSAcK ID

Not Available

Chemspider ID

21163388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44147198

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 xi-8,9-Dehydrotheaspirone (HMDB0035181)

MOL for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

3D MOL for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

3D SDF for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

3D-SDF for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

PDB for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

3D PDB for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

SMILES for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

INCHI for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

Structure for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

3D Structure for HMDB0035181 (xi-8,9-Dehydrotheaspirone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra