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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:46:07 UTC

Update Date

2022-03-07 02:56:31 UTC

HMDB ID

HMDB0040232

Secondary Accession Numbers

HMDB40232

Metabolite Identification

Common Name

Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one

Description

Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one has been detected, but not quantified in, fruits. This could make octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one.

Structure

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

HMDB0040232
     RDKit          3D
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
 37 38  0  0  0  0  0  0  0  0999 V2000
    3.5947    0.1022    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.0659   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    1.4673   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413    1.4033    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.3478   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.3616    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.7581    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860    1.4264   -0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -0.9224   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365   -1.9540    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -2.5371    1.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -2.1549   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724   -0.9110   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932   -1.1642   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.8385    0.4440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -0.3425    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.1545    1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -0.4202    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2526   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.8197   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126    2.1735    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    2.3979    0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    1.0658    1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    0.7765   -1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.0651    2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226    0.9210    1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    1.7197    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138    1.5198   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    1.0902   -0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135    2.3974   -0.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049   -1.1671   -1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770   -0.8126    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2620   -2.8422    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -2.7941   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884   -1.6727   -2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280   -0.2303   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8227   -1.8873   -1.7362 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
  6  8  1  0
  6  9  1  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
 15  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END


  Mrv0541 05061311422D          

 15 16  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040232

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C(C)(C)CC(=O)CC2(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O2/c1-9-5-6-11-12(2,3)7-10(14)8-13(11,4)15-9/h9,11H,5-8H2,1-4H3

> <INCHI_KEY>
VXIZSNZJQJVFMK-UHFFFAOYSA-N

> <FORMULA>
C13H22O2

> <MOLECULAR_WEIGHT>
210.3126

> <EXACT_MASS>
210.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.44655691111781

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5,5,8a-tetramethyl-octahydro-2H-1-benzopyran-7-one

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.520736219

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.80376131640192

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1890586815925

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
59.9358

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5,5,8a-tetramethyl-hexahydro-1-benzopyran-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040232
     RDKit          3D
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
 37 38  0  0  0  0  0  0  0  0999 V2000
    3.5947    0.1022    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.0659   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    1.4673   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413    1.4033    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.3478   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.3616    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.7581    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860    1.4264   -0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -0.9224   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365   -1.9540    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -2.5371    1.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -2.1549   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724   -0.9110   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932   -1.1642   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.8385    0.4440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -0.3425    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.1545    1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -0.4202    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2526   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.8197   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126    2.1735    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    2.3979    0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    1.0658    1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    0.7765   -1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.0651    2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226    0.9210    1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    1.7197    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138    1.5198   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    1.0902   -0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135    2.3974   -0.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049   -1.1671   -1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770   -0.8126    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2620   -2.8422    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -2.7941   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884   -1.6727   -2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280   -0.2303   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8227   -1.8873   -1.7362 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
  6  8  1  0
  6  9  1  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
 15  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.325   0.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.345   0.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7   10   12                                                       
CONECT    8   10   13                                                       
CONECT    9    1    5   15                                                  
CONECT   10    7    8   14                                                  
CONECT   11    6   12   13                                                  
CONECT   12    2    3    7   11                                             
CONECT   13    4    8   11   15                                             
CONECT   14   10                                                            
CONECT   15    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0040232
HETATM    1  C1  UNL     1       3.595   0.102   0.894  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.436   0.066  -0.076  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.854   1.467  -0.187  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.441   1.403   0.368  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.368   0.348  -0.406  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.757   0.362   0.106  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.831   0.758   1.585  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.586   1.426  -0.627  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.509  -0.922  -0.023  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.636  -1.954   0.655  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.986  -2.537   1.654  1.00  0.00           O  
HETATM   12  C11 UNL     1      -0.346  -2.155  -0.033  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.372  -0.911  -0.408  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.993  -1.164  -1.795  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.505  -0.838   0.444  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.509  -0.343   0.454  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.874   1.154   1.158  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.379  -0.420   1.842  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.831  -0.253  -1.050  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.833   1.820  -1.222  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.413   2.173   0.485  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.003   2.398   0.280  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.560   1.066   1.438  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.403   0.777  -1.454  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.510  -0.065   2.243  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.923   0.921   1.825  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.342   1.720   1.779  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.114   1.520  -1.636  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.618   1.090  -0.797  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.513   2.397  -0.110  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.605  -1.167  -1.106  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.477  -0.813   0.480  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.262  -2.842   0.626  1.00  0.00           H  
HETATM   34  H19 UNL     1      -0.574  -2.794  -0.936  1.00  0.00           H  
HETATM   35  H20 UNL     1       0.188  -1.673  -2.401  1.00  0.00           H  
HETATM   36  H21 UNL     1       1.228  -0.230  -2.313  1.00  0.00           H  
HETATM   37  H22 UNL     1       1.823  -1.887  -1.736  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   15   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   13   24
CONECT    6    7    8    9
CONECT    7   25   26   27
CONECT    8   28   29   30
CONECT    9   10   31   32
CONECT   10   11   11   12
CONECT   12   13   33   34
CONECT   13   14   15
CONECT   14   35   36   37
END

HMDB0040232
     RDKit          3D
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
 37 38  0  0  0  0  0  0  0  0999 V2000
    3.5947    0.1022    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.0659   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    1.4673   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413    1.4033    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.3478   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.3616    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.7581    1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860    1.4264   -0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -0.9224   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6365   -1.9540    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -2.5371    1.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -2.1549   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724   -0.9110   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932   -1.1642   -1.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.8385    0.4440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -0.3425    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    1.1545    1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -0.4202    1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -0.2526   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.8197   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126    2.1735    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    2.3979    0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    1.0658    1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034    0.7765   -1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.0651    2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226    0.9210    1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    1.7197    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138    1.5198   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    1.0902   -0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135    2.3974   -0.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049   -1.1671   -1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770   -0.8126    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2620   -2.8422    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -2.7941   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884   -1.6727   -2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280   -0.2303   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8227   -1.8873   -1.7362 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
  6  8  1  0
  6  9  1  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
 15  2  1  0
 13  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,7,7-Tetramethyl-2-oxabicyclo[4.4.0]decan-9-one	HMDB
tetrahydro-3-Oxoedulan	HMDB

Chemical Formula

C₁₃H₂₂O₂

Average Molecular Weight

210.3126

Monoisotopic Molecular Weight

210.161979948

IUPAC Name

2,5,5,8a-tetramethyl-octahydro-2H-1-benzopyran-7-one

Traditional Name

2,5,5,8a-tetramethyl-hexahydro-1-benzopyran-7-one

CAS Registry Number

5835-18-7

SMILES

CC1CCC2C(C)(C)CC(=O)CC2(C)O1

InChI Identifier

InChI=1S/C13H22O2/c1-9-5-6-11-12(2,3)7-10(14)8-13(11,4)15-9/h9,11H,5-8H2,1-4H3

InChI Key

VXIZSNZJQJVFMK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Oxane
Cyclic ketone
Ketone
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040232)

Cellular substructure

Membrane (HMDB: HMDB0040232)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040232)

Source

Exogenous

Food

Food (HMDB: HMDB0040232)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040232)

Not Available

Nutrient (HMDB: HMDB0040232)

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	293.1 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	0.17 g/L	ALOGPS
logP	2.93	ALOGPS
logP	2.52	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18.8	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	59.94 m³·mol⁻¹	ChemAxon
Polarizability	24.45 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]+	150.523	31661259
DarkChem	[M-H]-	145.503	31661259
DeepCCS	[M+H]+	153.542	30932474
DeepCCS	[M-H]-	151.184	30932474
DeepCCS	[M-2H]-	185.393	30932474
DeepCCS	[M+Na]+	160.882	30932474
AllCCS	[M+H]+	148.3	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	152.0	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	156.1	32859911
AllCCS	[M+Na-2H]-	156.8	32859911
AllCCS	[M+HCOO]-	157.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one	CC1CCC2C(C)(C)CC(=O)CC2(C)O1	2115.2	Standard polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one	CC1CCC2C(C)(C)CC(=O)CC2(C)O1	1527.3	Standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one	CC1CCC2C(C)(C)CC(=O)CC2(C)O1	1526.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TMS,isomer #1	CC1CCC2C(C)(C)CC(O[Si](C)(C)C)=CC2(C)O1	1640.3	Semi standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TMS,isomer #1	CC1CCC2C(C)(C)CC(O[Si](C)(C)C)=CC2(C)O1	1565.3	Standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TMS,isomer #2	CC1CCC2C(C)(C)C=C(O[Si](C)(C)C)CC2(C)O1	1616.5	Semi standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TMS,isomer #2	CC1CCC2C(C)(C)C=C(O[Si](C)(C)C)CC2(C)O1	1591.3	Standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TBDMS,isomer #1	CC1CCC2C(C)(C)CC(O[Si](C)(C)C(C)(C)C)=CC2(C)O1	1925.8	Semi standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TBDMS,isomer #1	CC1CCC2C(C)(C)CC(O[Si](C)(C)C(C)(C)C)=CC2(C)O1	1774.6	Standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TBDMS,isomer #2	CC1CCC2C(C)(C)C=C(O[Si](C)(C)C(C)(C)C)CC2(C)O1	1888.2	Semi standard non polar	33892256
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one,1TBDMS,isomer #2	CC1CCC2C(C)(C)C=C(O[Si](C)(C)C(C)(C)C)CC2(C)O1	1803.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1900000000-2a567d24808f31c66ca4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 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 - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 10V, Positive-QTOF	splash10-03di-0590000000-bf289e62494f66e10105	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 20V, Positive-QTOF	splash10-0cdi-5910000000-5638a01b04512fd57de1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 40V, Positive-QTOF	splash10-0pb9-9600000000-848881e8ff348024c026	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 10V, Negative-QTOF	splash10-0a4i-0090000000-4fbe26010bea98022cce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 20V, Negative-QTOF	splash10-066r-1960000000-23c92d1186fd3e5f6437	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 40V, Negative-QTOF	splash10-1003-7900000000-960e0b102a4d12369e80	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 10V, Positive-QTOF	splash10-03di-0690000000-cd04378aadc2bb13d04d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 20V, Positive-QTOF	splash10-03e9-6910000000-63501f8556ff782fda96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 40V, Positive-QTOF	splash10-053f-9500000000-56677d5553b68409a692	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 10V, Negative-QTOF	splash10-0a4i-0090000000-b989395baa8c25be3f80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 20V, Negative-QTOF	splash10-0a4i-0090000000-b989395baa8c25be3f80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one 40V, Negative-QTOF	splash10-052f-1930000000-192e67a9c44bbf911ffe	2021-09-22	Wishart 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

FDB019947

KNApSAcK ID

C00057455

Chemspider ID

470098

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

539850

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1882371

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 Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one (HMDB0040232)

MOL for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

3D MOL for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

3D SDF for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

3D-SDF for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

PDB for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

3D PDB for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

SMILES for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

INCHI for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

Structure for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

3D Structure for HMDB0040232 (Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra