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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:48:47 UTC

Update Date

2022-03-07 02:55:23 UTC

HMDB ID

HMDB0037562

Secondary Accession Numbers

HMDB37562

Metabolite Identification

Common Name

Riesling acetal

Description

Riesling acetal 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. Riesling acetal has been detected, but not quantified in, alcoholic beverages. This could make riesling acetal a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Riesling acetal.

Structure

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

HMDB0037562
     RDKit          3D
Riesling acetal
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.1115    2.2317    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.2493    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    1.3904    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.4713   -0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    1.0254   -2.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.8894   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.0954    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255   -2.4222   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -1.1479    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0648    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223    0.3840   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    0.5767   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811   -0.2265    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3698    0.5189    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -1.4859   -0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -0.1992    0.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2599    1.7547    2.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    2.9540    1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    2.7414    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    2.2592    0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974    0.4440   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962    0.6013   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.1499   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -1.6357   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311   -3.1988   -0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -2.4835   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -2.6116    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -1.7716    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272   -1.7019    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980   -0.1670    1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323    1.3660   -1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.3774   -2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793    0.2508   -2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360    1.6534   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8914    1.4339    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -0.1113    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2536    0.6947    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -1.3907   -0.9590 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
  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
 13 16  1  0
 10  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
M  END


  Mrv0541 05061309512D          

 16 17  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
    0.9068   -0.5841    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
   -0.1715    1.6320    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
    0.7846   -0.2549    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
    2.5070   -0.3020    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
    2.9195    0.4125    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
    0.0000    0.8250    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
    3.7445    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.7388    0.0000 O   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
  9  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037562

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(O)CC(C)(C)C11CCC(C)(O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O3/c1-9-7-10(14)8-11(2,3)13(9)6-5-12(4,15)16-13/h7,10,14-15H,5-6,8H2,1-4H3

> <INCHI_KEY>
SJZGKFZUNCXEEW-UHFFFAOYSA-N

> <FORMULA>
C13H22O3

> <MOLECULAR_WEIGHT>
226.312

> <EXACT_MASS>
226.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.10919477153403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene-2,8-diol

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.4580331493333334

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.85528554130314

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.298047261698375

> <JCHEM_PKA_STRONGEST_BASIC>
-2.862657026163057

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
63.24920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037562
     RDKit          3D
Riesling acetal
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.1115    2.2317    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.2493    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    1.3904    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.4713   -0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    1.0254   -2.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.8894   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.0954    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255   -2.4222   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -1.1479    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0648    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223    0.3840   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    0.5767   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811   -0.2265    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3698    0.5189    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -1.4859   -0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -0.1992    0.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2599    1.7547    2.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    2.9540    1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    2.7414    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    2.2592    0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974    0.4440   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962    0.6013   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.1499   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -1.6357   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311   -3.1988   -0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -2.4835   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -2.6116    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -1.7716    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272   -1.7019    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980   -0.1670    1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323    1.3660   -1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.3774   -2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793    0.2508   -2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360    1.6534   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8914    1.4339    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -0.1113    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2536    0.6947    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -1.3907   -0.9590 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
  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
 13 16  1  0
 10  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  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       1.693  -1.090   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      -0.320   3.046   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.680   2.104   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       3.140   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   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       6.990   0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.532   1.379   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6   12                                                       
CONECT    6    5   13                                                       
CONECT    7    9   10                                                       
CONECT    8   10   11                                                       
CONECT    9    1    7   13                                                  
CONECT   10    7    8   14                                                  
CONECT   11    2    3    8   13                                             
CONECT   12    4    5   15   16                                             
CONECT   13    6    9   11   16                                             
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0037562
HETATM    1  C1  UNL     1       0.112   2.232   1.531  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.712   1.249   0.569  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.954   1.390   0.102  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.603   0.471  -0.838  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.558   1.025  -2.138  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.008  -0.889  -0.887  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.905  -1.095   0.121  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.225  -2.422  -0.107  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.487  -1.148   1.518  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.052   0.065   0.083  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.522   0.384  -1.310  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.017   0.577  -1.138  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.281  -0.226   0.103  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.370   0.519   0.885  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.735  -1.486  -0.224  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.147  -0.199   0.868  1.00  0.00           O  
HETATM   17  H1  UNL     1      -0.260   1.755   2.443  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.904   2.954   1.795  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.709   2.741   0.950  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.534   2.259   0.447  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.697   0.444  -0.589  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.296   0.601  -2.669  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.661  -1.150  -1.899  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.809  -1.636  -0.638  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.031  -3.199  -0.042  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.313  -2.483  -1.063  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.431  -2.612   0.769  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.398  -1.772   1.551  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.727  -1.702   2.143  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.598  -0.167   1.975  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.132   1.366  -1.684  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.274  -0.377  -2.050  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.579   0.251  -2.018  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.236   1.653  -0.927  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.891   1.434   1.279  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.630  -0.111   1.781  1.00  0.00           H  
HETATM   37  H21 UNL     1      -4.254   0.695   0.267  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.387  -1.391  -0.959  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   10
CONECT    3    4   20
CONECT    4    5    6   21
CONECT    5   22
CONECT    6    7   23   24
CONECT    7    8    9   10
CONECT    8   25   26   27
CONECT    9   28   29   30
CONECT   10   11   16
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   15   16
CONECT   14   35   36   37
CONECT   15   38
END

HMDB0037562
     RDKit          3D
Riesling acetal
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.1115    2.2317    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.2493    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    1.3904    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6031    0.4713   -0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    1.0254   -2.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.8894   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.0954    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255   -2.4222   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -1.1479    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    0.0648    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223    0.3840   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    0.5767   -1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811   -0.2265    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3698    0.5189    0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -1.4859   -0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474   -0.1992    0.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2599    1.7547    2.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036    2.9540    1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    2.7414    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    2.2592    0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974    0.4440   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962    0.6013   -2.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.1499   -1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -1.6357   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311   -3.1988   -0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -2.4835   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -2.6116    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983   -1.7716    1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7272   -1.7019    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980   -0.1670    1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323    1.3660   -1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.3774   -2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793    0.2508   -2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360    1.6534   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8914    1.4339    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -0.1113    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2536    0.6947    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -1.3907   -0.9590 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
  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
 13 16  1  0
 10  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₂O₃

Average Molecular Weight

226.312

Monoisotopic Molecular Weight

226.15689457

IUPAC Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene-2,8-diol

Traditional Name

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene-2,8-diol

CAS Registry Number

Not Available

SMILES

CC1=CC(O)CC(C)(C)C11CCC(C)(O)O1

InChI Identifier

InChI=1S/C13H22O3/c1-9-7-10(14)8-11(2,3)13(9)6-5-12(4,15)16-13/h7,10,14-15H,5-6,8H2,1-4H3

InChI Key

SJZGKFZUNCXEEW-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
Secondary alcohol
Hemiacetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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: HMDB0037562)

Source

Endogenous

Endogenous (HMDB: HMDB0037562)

Exogenous

Food

Food (HMDB: HMDB0037562)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0037562)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0037562)

Role

Biological role

Energy source (HMDB: HMDB0037562)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037562)

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	4.2 g/L	ALOGPS
logP	1.31	ALOGPS
logP	1.46	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.3	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	63.25 m³·mol⁻¹	ChemAxon
Polarizability	25.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	155.213	31661259
DarkChem	[M-H]-	150.694	31661259
DeepCCS	[M-2H]-	188.808	30932474
DeepCCS	[M+Na]+	164.153	30932474
AllCCS	[M+H]+	153.7	32859911
AllCCS	[M+H-H2O]+	149.8	32859911
AllCCS	[M+NH4]+	157.2	32859911
AllCCS	[M+Na]+	158.3	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	159.2	32859911
AllCCS	[M+HCOO]-	159.9	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.	4.34 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4329 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2185.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	255.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	147.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	508.9 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	432.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	65.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	900.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	367.1 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	1205.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	354.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	282.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	306.3 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Riesling acetal	CC1=CC(O)CC(C)(C)C11CCC(C)(O)O1	2382.5	Standard polar	33892256
Riesling acetal	CC1=CC(O)CC(C)(C)C11CCC(C)(O)O1	1562.4	Standard non polar	33892256
Riesling acetal	CC1=CC(O)CC(C)(C)C11CCC(C)(O)O1	1641.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Riesling acetal,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)CC(C)(C)C12CCC(C)(O)O2	1708.8	Semi standard non polar	33892256
Riesling acetal,1TMS,isomer #2	CC1=CC(O)CC(C)(C)C12CCC(C)(O[Si](C)(C)C)O2	1739.1	Semi standard non polar	33892256
Riesling acetal,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)CC(C)(C)C12CCC(C)(O[Si](C)(C)C)O2	1782.7	Semi standard non polar	33892256
Riesling acetal,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)CC(C)(C)C12CCC(C)(O)O2	1961.0	Semi standard non polar	33892256
Riesling acetal,1TBDMS,isomer #2	CC1=CC(O)CC(C)(C)C12CCC(C)(O[Si](C)(C)C(C)(C)C)O2	2012.1	Semi standard non polar	33892256
Riesling acetal,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)CC(C)(C)C12CCC(C)(O[Si](C)(C)C(C)(C)C)O2	2290.4	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 - Riesling acetal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avi-9840000000-349e3b085f4fafdd90a4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riesling acetal GC-MS (2 TMS) - 70eV, Positive	splash10-0adi-6393000000-e85616378cb8244db264	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riesling acetal 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 - Riesling acetal 10V, Positive-QTOF	splash10-0a6r-1590000000-e745ba97886fa9501c87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 20V, Positive-QTOF	splash10-0a4i-4950000000-155bd890bcfce0af2042	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 40V, Positive-QTOF	splash10-00di-9600000000-de322cad74866e0e9010	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 10V, Negative-QTOF	splash10-004i-0290000000-c7365d7af546cf600769	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 20V, Negative-QTOF	splash10-056r-0390000000-e6930397dce94ec4b0c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 40V, Negative-QTOF	splash10-0aor-6900000000-611fe259a95af823aae0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 10V, Positive-QTOF	splash10-0a4i-1690000000-e539a306e7dca7ab6f75	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 20V, Positive-QTOF	splash10-0a4l-2920000000-3461dacd56e5ea67ff6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 40V, Positive-QTOF	splash10-053r-9400000000-fa630a7143dfd8744fcd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 10V, Negative-QTOF	splash10-004i-0090000000-f0229b476eb35fa7228a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 20V, Negative-QTOF	splash10-004i-1490000000-e6144e978e5d2b1732f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riesling acetal 40V, Negative-QTOF	splash10-0079-2920000000-cd618af202c0d8cf87d9	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB016644

KNApSAcK ID

Not Available

Chemspider ID

35014433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57473083

PDB ID

Not Available

ChEBI ID

156167

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 Riesling acetal (HMDB0037562)

MOL for HMDB0037562 (Riesling acetal)

3D MOL for HMDB0037562 (Riesling acetal)

3D SDF for HMDB0037562 (Riesling acetal)

3D-SDF for HMDB0037562 (Riesling acetal)

PDB for HMDB0037562 (Riesling acetal)

3D PDB for HMDB0037562 (Riesling acetal)

SMILES for HMDB0037562 (Riesling acetal)

INCHI for HMDB0037562 (Riesling acetal)

Structure for HMDB0037562 (Riesling acetal)

3D Structure for HMDB0037562 (Riesling acetal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra