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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 21:59:57 UTC

Update Date

2022-03-07 02:55:04 UTC

HMDB ID

HMDB0036823

Secondary Accession Numbers

HMDB36823

Metabolite Identification

Common Name

Theaspirane

Description

Theaspirane, also known as fema 3774, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Theaspirane is a green, herbal, and leaf tasting compound. Theaspirane has been detected, but not quantified in, several different foods, such as black tea, fruits, alcoholic beverages, green tea, and herbal tea. This could make theaspirane a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Theaspirane.

Structure

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

HMDB0036823
     RDKit          3D
Theaspirane
 36 37  0  0  0  0  0  0  0  0999 V2000
    0.0221    2.5300    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581    1.3334    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.3516    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561    0.2418    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1621   -0.4675   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -0.9394   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -1.8281    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.8796   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.1655    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.3709    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.4930    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240    0.7388   -0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164    0.7470   -1.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262    0.6297   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    2.2542    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.2641    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4100    3.0317    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5238    2.2912    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3219   -0.4085    0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8538    0.7342   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    0.1863   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369   -1.3848   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -2.1923    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -2.7617    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148   -1.2714    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.7266   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -1.3467   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -2.3670   -1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    0.2598    2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -1.3988    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.3940   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.4571    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    1.6094    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    1.6087   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -0.1844   -2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1194    0.8945   -1.2066 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
M  END


  Mrv0541 05061309212D          

 14 15  0  0  0  0            999 V2000
    1.2695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  2  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036823

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2(O1)C(C)=CCCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h6,11H,5,7-9H2,1-4H3

> <INCHI_KEY>
GYUZHTWCNKINPY-UHFFFAOYSA-N

> <FORMULA>
C13H22O

> <MOLECULAR_WEIGHT>
194.3132

> <EXACT_MASS>
194.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.592602191270988

> <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]dec-6-ene

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
3.4502819229999995

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.219229363935523

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
59.99040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036823
     RDKit          3D
Theaspirane
 36 37  0  0  0  0  0  0  0  0999 V2000
    0.0221    2.5300    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581    1.3334    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.3516    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561    0.2418    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1621   -0.4675   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -0.9394   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -1.8281    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.8796   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.1655    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.3709    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.4930    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240    0.7388   -0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164    0.7470   -1.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262    0.6297   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    2.2542    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.2641    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4100    3.0317    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5238    2.2912    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3219   -0.4085    0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8538    0.7342   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    0.1863   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369   -1.3848   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -2.1923    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -2.7617    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148   -1.2714    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.7266   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -1.3467   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -2.3670   -1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    0.2598    2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -1.3988    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.3940   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.4571    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    1.6094    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    1.6087   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -0.1844   -2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1194    0.8945   -1.2066 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.370   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.407  -2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.693  -1.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    6    8                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8    5   12                                                       
CONECT    9    7   13                                                       
CONECT   10    1    6   13                                                  
CONECT   11    2    7   14                                                  
CONECT   12    3    4    8   13                                             
CONECT   13    9   10   12   14                                             
CONECT   14   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0036823
HETATM    1  C1  UNL     1       0.022   2.530   1.099  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.758   1.333   0.593  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.085   1.352   0.587  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.956   0.242   0.115  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.162  -0.467  -0.965  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.883  -0.939  -0.307  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.295  -1.828   0.858  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.178  -1.880  -1.295  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.028   0.165   0.113  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.961  -0.371   1.178  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.251  -0.493   0.390  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.124   0.739  -0.478  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.116   0.747  -1.606  1.00  0.00           C  
HETATM   14  O1  UNL     1       0.826   0.630  -0.930  1.00  0.00           O  
HETATM   15  H1  UNL     1       0.766   2.254   1.842  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.658   3.264   1.577  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.410   3.032   0.189  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.524   2.291   0.975  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.322  -0.409   0.900  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.854   0.734  -0.345  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.003   0.186  -1.816  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.737  -1.385  -1.221  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.355  -2.192   0.708  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.695  -2.762   0.898  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.315  -1.271   1.807  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.298  -2.727  -0.725  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.530  -1.347  -1.937  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.992  -2.367  -1.875  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.050   0.260   2.065  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.695  -1.399   1.489  1.00  0.00           H  
HETATM   31  H17 UNL     1       2.230  -1.394  -0.246  1.00  0.00           H  
HETATM   32  H18 UNL     1       3.144  -0.457   1.042  1.00  0.00           H  
HETATM   33  H19 UNL     1       2.334   1.609   0.151  1.00  0.00           H  
HETATM   34  H20 UNL     1       2.870   1.609  -2.255  1.00  0.00           H  
HETATM   35  H21 UNL     1       2.994  -0.184  -2.193  1.00  0.00           H  
HETATM   36  H22 UNL     1       4.119   0.894  -1.207  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    9
CONECT    3    4   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    8    9
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10   14
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   14   33
CONECT   13   34   35   36
END

HMDB0036823
     RDKit          3D
Theaspirane
 36 37  0  0  0  0  0  0  0  0999 V2000
    0.0221    2.5300    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581    1.3334    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.3516    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561    0.2418    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1621   -0.4675   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -0.9394   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -1.8281    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.8796   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.1655    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.3709    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -0.4930    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240    0.7388   -0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1164    0.7470   -1.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262    0.6297   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    2.2542    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.2641    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4100    3.0317    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5238    2.2912    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3219   -0.4085    0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8538    0.7342   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    0.1863   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369   -1.3848   -1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -2.1923    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -2.7617    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148   -1.2714    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.7266   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -1.3467   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -2.3670   -1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    0.2598    2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -1.3988    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.3940   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.4571    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    1.6094    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    1.6087   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -0.1844   -2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1194    0.8945   -1.2066 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  9  2  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Oxaspiro-2,6,10,10-tetramethyl[4.5]dec-6-ene	ChEBI
1-Oxaspiro-[4,5]-2,6,10,10-tetramethyl-6-decene	ChEBI
FEMA 3774	ChEBI
2,6,6,10-Tetramethyl-1-oxaspiro(4.5)dec-9-ene	MeSH
(+/-)-theaspirane	HMDB
1-oxaspiro-2,6,10,10-Tetramethyl(4.5)dec-6-ene	HMDB
2,6,10,10-Tetramethyl-1-oxa-spiro[4.5]dec-6-ene	HMDB
2,6,10,10-Tetramethyl-1-oxaspiro(4.5)dec-6-ene	HMDB
2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene	HMDB
2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene, 9ci	HMDB
2,6,10,10-Tetramethyl-oxa-spiro-dec-6-ene	HMDB
6,9-Epoxy-4-megastigmene	HMDB
cis-Theaspirane	HMDB
Theaspirane a	HMDB
Theaspirane b	HMDB
Theaspirane is I	HMDB
Theaspirane is II	HMDB
Theaspirane, I	HMDB
Theaspirane, II	HMDB

Chemical Formula

C₁₃H₂₂O

Average Molecular Weight

194.3132

Monoisotopic Molecular Weight

194.167065326

IUPAC Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

Traditional Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

CAS Registry Number

36431-72-8

SMILES

CC1CCC2(O1)C(C)=CCCC2(C)C

InChI Identifier

InChI=1S/C13H22O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h6,11H,5,7-9H2,1-4H3

InChI Key

GYUZHTWCNKINPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036823)

Source

Endogenous

Endogenous (HMDB: HMDB0036823)

Plant

Plant (HMDB: HMDB0036823)

Exogenous

Food

Food (HMDB: HMDB0036823)

Fruit

Berry

Fruits (FooDB: FOOD00871)

Tea

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0036823)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036823)

Role

Biological role

Energy source (HMDB: HMDB0036823)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036823)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036823)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	68.00 to 72.00 °C. @ 3.00 mm Hg	The Good Scents Company Information System
Water Solubility	3.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.057 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	4.29	ALOGPS
logP	3.45	ChemAxon
logS	-3.8	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	59.99 m³·mol⁻¹	ChemAxon
Polarizability	23.59 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]+	146.64	31661259
DarkChem	[M-H]-	143.638	31661259
DeepCCS	[M+H]+	148.274	30932474
DeepCCS	[M-H]-	145.916	30932474
DeepCCS	[M-2H]-	180.786	30932474
DeepCCS	[M+Na]+	155.844	30932474
AllCCS	[M+H]+	144.3	32859911
AllCCS	[M+H-H2O]+	140.1	32859911
AllCCS	[M+NH4]+	148.2	32859911
AllCCS	[M+Na]+	149.3	32859911
AllCCS	[M-H]-	152.9	32859911
AllCCS	[M+Na-2H]-	153.6	32859911
AllCCS	[M+HCOO]-	154.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.12 minutes	32390414
Predicted by Siyang on May 30, 2022	18.3145 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.91 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2526.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	596.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	228.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	346.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	799.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	781.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1484.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	480.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1454.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	605.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	488.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	654.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Theaspirane	CC1CCC2(O1)C(C)=CCCC2(C)C	1524.6	Standard polar	33892256
Theaspirane	CC1CCC2(O1)C(C)=CCCC2(C)C	1276.9	Standard non polar	33892256
Theaspirane	CC1CCC2(O1)C(C)=CCCC2(C)C	1320.0	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 - Theaspirane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-2900000000-2bb3f9923b0079e6cd6a	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Theaspirane 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 - Theaspirane 10V, Positive-QTOF	splash10-0002-1900000000-51e382d753abc3960ba4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 20V, Positive-QTOF	splash10-000b-5900000000-760acb81cc639794979d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 40V, Positive-QTOF	splash10-0ldl-9200000000-a2089cbe51cc1d7f302d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 10V, Negative-QTOF	splash10-0006-0900000000-e84c80ad2252bba16792	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 20V, Negative-QTOF	splash10-0006-0900000000-6ada400727fc5c863b4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 40V, Negative-QTOF	splash10-0pbi-3900000000-397f259370d23911c81c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 10V, Positive-QTOF	splash10-0002-0900000000-bb6971ce2781807265e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 20V, Positive-QTOF	splash10-000i-6900000000-3a42b716d3f3705e38af	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 40V, Positive-QTOF	splash10-00kf-9200000000-f5385e4c728494f4972d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 10V, Negative-QTOF	splash10-0006-0900000000-f4ac9f2710ef63610b81	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 20V, Negative-QTOF	splash10-0006-0900000000-82ca283a492052b65835	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirane 40V, Negative-QTOF	splash10-0006-0900000000-3f03637207802e999f02	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details

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

FDB015771

KNApSAcK ID

Not Available

Chemspider ID

55810

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61953

PDB ID

Not Available

ChEBI ID

89598

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1027841

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 Theaspirane (HMDB0036823)

MOL for HMDB0036823 (Theaspirane)

3D MOL for HMDB0036823 (Theaspirane)

3D SDF for HMDB0036823 (Theaspirane)

3D-SDF for HMDB0036823 (Theaspirane)

PDB for HMDB0036823 (Theaspirane)

3D PDB for HMDB0036823 (Theaspirane)

SMILES for HMDB0036823 (Theaspirane)

INCHI for HMDB0036823 (Theaspirane)

Structure for HMDB0036823 (Theaspirane)

3D Structure for HMDB0036823 (Theaspirane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra