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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:10:51 UTC

Update Date

2022-03-07 02:54:25 UTC

HMDB ID

HMDB0035228

Secondary Accession Numbers

HMDB35228

Metabolite Identification

Common Name

Theaspirone A

Description

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

Structure

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

HMDB0035228
     RDKit          3D
Theaspirone A
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.5099    2.5997    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    1.5431    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    1.9057    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    0.9019   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0225    1.1150    0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.3583   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -0.8319    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.8594    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.2093   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1725   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.0759   -1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853   -0.4861   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9763   -0.7354    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -0.2139    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9319   -0.1319    0.8152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.1815    0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    3.3250   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254    3.1912    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    2.9297    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.0504   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1676   -1.1058   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638   -0.2050    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156   -1.8940    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7717   -0.5205    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6677   -2.8072   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.7152    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.2639   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.0924   -1.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.5098   -2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.2278   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -1.4042   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9621   -1.8259    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7732    0.3912   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9369   -1.0258    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    0.5014    1.6195 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  2  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
M  END

  Mrv0541 02241208202D          

 15 16  0  0  0  0            999 V2000
    0.9704    0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -0.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895   -1.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -1.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805   -0.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895   -0.8086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2940    0.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041    0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    1.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5659    1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086    2.1030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035228

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2(O1)C(C)=CC(=O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-9-7-11(14)8-12(3,4)13(9)6-5-10(2)15-13/h7,10H,5-6,8H2,1-4H3

> <INCHI_KEY>
AXQMCYYCOKLZPP-UHFFFAOYSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.64589281332957

> <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-en-8-one

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.6308093439999998

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.688998697596826

> <JCHEM_PKA_STRONGEST_BASIC>
-4.205274646333412

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
60.60850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-01 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035228
     RDKit          3D
Theaspirone A
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.5099    2.5997    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    1.5431    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    1.9057    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    0.9019   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0225    1.1150    0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.3583   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -0.8319    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.8594    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.2093   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1725   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.0759   -1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853   -0.4861   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9763   -0.7354    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -0.2139    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9319   -0.1319    0.8152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.1815    0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    3.3250   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254    3.1912    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    2.9297    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.0504   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1676   -1.1058   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638   -0.2050    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156   -1.8940    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7717   -0.5205    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6677   -2.8072   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.7152    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.2639   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.0924   -1.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.5098   -2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.2278   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -1.4042   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9621   -1.8259    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7732    0.3912   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9369   -1.0258    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    0.5014    1.6195 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  2  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  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       1.811   1.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.358  -0.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.264  -1.509   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.869  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.869  -3.926   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.660  -3.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.150  -3.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.452  -2.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.150  -0.905   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.660  -1.509   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.415   0.603   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.754   0.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.452   1.962   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.056   2.415   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.509   3.926   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    6                                                            
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    2    8   10   12                                             
CONECT   10    6    9                                                       
CONECT   11   12                                                            
CONECT   12    9   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14    1   13   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035228
HETATM    1  C1  UNL     1       0.510   2.600   0.366  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.513   1.543   0.142  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.785   1.906   0.174  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.841   0.902  -0.041  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.023   1.115   0.304  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.382  -0.358  -0.691  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.180  -0.832   0.104  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.587  -0.859   1.566  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.761  -2.209  -0.281  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.049   0.172  -0.098  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.509   0.076  -1.469  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.885  -0.486  -1.282  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.976  -0.735   0.193  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.280  -0.214   0.784  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.932  -0.132   0.815  1.00  0.00           O  
HETATM   16  H1  UNL     1       1.533   2.181   0.426  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.533   3.325  -0.495  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.325   3.191   1.271  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.034   2.930   0.356  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.041  -0.050  -1.722  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.168  -1.106  -0.773  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.464  -0.205   1.770  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.916  -1.894   1.867  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.772  -0.520   2.232  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.668  -2.807  -0.573  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.262  -2.715   0.589  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.069  -2.264  -1.126  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.635   1.092  -1.945  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.106  -0.510  -2.179  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.696   0.228  -1.553  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.061  -1.404  -1.873  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.962  -1.826   0.398  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.773   0.391  -0.011  1.00  0.00           H  
HETATM   34  H19 UNL     1       3.937  -1.026   1.137  1.00  0.00           H  
HETATM   35  H20 UNL     1       3.069   0.501   1.619  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   10
CONECT    3    4   19
CONECT    4    5    5    6
CONECT    6    7   20   21
CONECT    7    8    9   10
CONECT    8   22   23   24
CONECT    9   25   26   27
CONECT   10   11   15
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   15   32
CONECT   14   33   34   35
END

HMDB0035228
     RDKit          3D
Theaspirone A
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.5099    2.5997    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    1.5431    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    1.9057    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    0.9019   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0225    1.1150    0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.3583   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -0.8319    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.8594    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -2.2093   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1725   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092    0.0759   -1.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853   -0.4861   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9763   -0.7354    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -0.2139    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9319   -0.1319    0.8152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.1815    0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    3.3250   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254    3.1912    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    2.9297    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.0504   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1676   -1.1058   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638   -0.2050    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156   -1.8940    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7717   -0.5205    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6677   -2.8072   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.7152    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -2.2639   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.0924   -1.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.5098   -2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.2278   -1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -1.4042   -1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9621   -1.8259    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7732    0.3912   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9369   -1.0258    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692    0.5014    1.6195 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  2  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀O₂

Average Molecular Weight

208.2967

Monoisotopic Molecular Weight

208.146329884

IUPAC Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-en-8-one

Traditional Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-en-8-one

CAS Registry Number

24399-19-7

SMILES

CC1CCC2(O1)C(C)=CC(=O)CC2(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-9-7-11(14)8-12(3,4)13(9)6-5-10(2)15-13/h7,10H,5-6,8H2,1-4H3

InChI Key

AXQMCYYCOKLZPP-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
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035228)

Source

Endogenous

Endogenous (HMDB: HMDB0035228)

Plant

Plant (HMDB: HMDB0035228)

Exogenous

Food

Food (HMDB: HMDB0035228)

Tea

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035228)

Role

Biological role

Energy source (HMDB: HMDB0035228)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035228)

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	102.7 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	0.29 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.63	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	19.69	ChemAxon
pKa (Strongest Basic)	-4.2	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	60.61 m³·mol⁻¹	ChemAxon
Polarizability	23.65 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]+	150.74	31661259
DarkChem	[M-H]-	148.895	31661259
DeepCCS	[M+H]+	152.073	30932474
DeepCCS	[M-H]-	149.715	30932474
DeepCCS	[M-2H]-	182.752	30932474
DeepCCS	[M+Na]+	158.166	30932474
AllCCS	[M+H]+	147.6	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	151.3	32859911
AllCCS	[M+Na]+	152.4	32859911
AllCCS	[M-H]-	155.0	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	156.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Theaspirone A	CC1CCC2(O1)C(C)=CC(=O)CC2(C)C	2140.0	Standard polar	33892256
Theaspirone A	CC1CCC2(O1)C(C)=CC(=O)CC2(C)C	1482.5	Standard non polar	33892256
Theaspirone A	CC1CCC2(O1)C(C)=CC(=O)CC2(C)C	1588.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Theaspirone A,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C12CCC(C)O2	1686.8	Semi standard non polar	33892256
Theaspirone A,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C12CCC(C)O2	1581.0	Standard non polar	33892256
Theaspirone A,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C12CCC(C)O2	1939.1	Semi standard non polar	33892256
Theaspirone A,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C12CCC(C)O2	1809.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Theaspirone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-7900000000-3f3037f557a4f280da07	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Theaspirone A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Theaspirone A 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 - Theaspirone A 10V, Positive-QTOF	splash10-0a4i-4590000000-20c12d2b69092246e22d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 20V, Positive-QTOF	splash10-0pb9-9630000000-dfc87313b9716f27040d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 40V, Positive-QTOF	splash10-0pbc-9100000000-6348bbdf382c1773a6a1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 10V, Negative-QTOF	splash10-0a4i-0190000000-8f8c596b6799d04b467e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 20V, Negative-QTOF	splash10-0a4i-1390000000-73955371f331fb2bdf72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 40V, Negative-QTOF	splash10-0pbc-5900000000-6e997ccc2e82b6c3acf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 10V, Positive-QTOF	splash10-0a4l-2950000000-df4bfba835b9b1b28e2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 20V, Positive-QTOF	splash10-1003-6900000000-61a9dbb4e36c5bcdb3a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 40V, Positive-QTOF	splash10-0fkl-9500000000-443c580609ec99002a0d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 10V, Negative-QTOF	splash10-0a4i-0090000000-43a9bdbf7663e467c30d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 20V, Negative-QTOF	splash10-0a4r-0960000000-8a41bb3aa9b1fc464b33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theaspirone A 40V, Negative-QTOF	splash10-002f-6910000000-2791afcf9f04e04d7b31	2021-09-23	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

FDB013881

KNApSAcK ID

Not Available

Chemspider ID

4479542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5321925

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1620591

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 Theaspirone A (HMDB0035228)

MOL for HMDB0035228 (Theaspirone A)

3D MOL for HMDB0035228 (Theaspirone A)

3D SDF for HMDB0035228 (Theaspirone A)

3D-SDF for HMDB0035228 (Theaspirone A)

PDB for HMDB0035228 (Theaspirone A)

3D PDB for HMDB0035228 (Theaspirone A)

SMILES for HMDB0035228 (Theaspirone A)

INCHI for HMDB0035228 (Theaspirone A)

Structure for HMDB0035228 (Theaspirone A)

3D Structure for HMDB0035228 (Theaspirone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra