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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:05:18 UTC

Update Date

2022-03-07 02:54:44 UTC

HMDB ID

HMDB0036022

Secondary Accession Numbers

HMDB36022

Metabolite Identification

Common Name

Isospirene

Description

Isospirene belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond. Isospirene is a blackcurrant tasting compound. Based on a literature review very few articles have been published on Isospirene.

Structure

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

HMDB0036022
     RDKit          3D
Isospirene
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.6485    2.4302    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.4767    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.8913    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6166    1.0227   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.3984   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1935   -0.6976    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9010   -0.6710   -0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5666   -2.1385   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    0.1682   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207    0.3743   -1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.1437   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -0.2191    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -1.4106    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.5260    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    2.5009    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386    2.1647    1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    3.4700    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576    2.8811    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1953   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    1.3095   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9766   -1.0622   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.2318    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.4108    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358   -1.8108    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.3632   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -2.2416   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038   -2.6232   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -2.6076    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    0.6628   -2.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.2120   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.5852    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -2.3578    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.3670    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153   -1.3515    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END


  Mrv0541 05061308512D          

 14 15  0  0  0  0            999 V2000
    2.9195   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    1.2695   -1.0164    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
    0.7846   -0.2549    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
    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  7  2  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13  8  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>
HMDB0036022

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC2(C=C1)C(C)C(C)CC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-9-5-6-10(2)13(12(9)4)8-7-11(3)14-13/h6-9,11-12H,5H2,1-4H3

> <INCHI_KEY>
WYTVJTNOJJKEEQ-UHFFFAOYSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.109593021567907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
3.3091934326666674

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.272602001298428

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
60.94950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036022
     RDKit          3D
Isospirene
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.6485    2.4302    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.4767    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.8913    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6166    1.0227   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.3984   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1935   -0.6976    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9010   -0.6710   -0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5666   -2.1385   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    0.1682   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207    0.3743   -1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.1437   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -0.2191    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -1.4106    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.5260    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    2.5009    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386    2.1647    1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    3.4700    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576    2.8811    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1953   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    1.3095   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9766   -1.0622   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.2318    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.4108    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358   -1.8108    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.3632   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -2.2416   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038   -2.6232   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -2.6076    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    0.6628   -2.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.2120   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.5852    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -2.3578    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.3670    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153   -1.3515    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  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       5.450  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.370   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.370  -1.897   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       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.680  -0.564   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    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   11                                                       
CONECT    8    7   13                                                       
CONECT    9    1    5   12                                                  
CONECT   10    2    6   13                                                  
CONECT   11    3    7   14                                                  
CONECT   12    4    9   13                                                  
CONECT   13    8   10   12   14                                             
CONECT   14   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0036022
HETATM    1  C1  UNL     1       0.649   2.430   0.808  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.320   1.477   0.160  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.575   1.891   0.067  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.617   1.023  -0.558  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.255  -0.398  -0.284  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.194  -0.698   1.194  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.901  -0.671  -0.905  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.567  -2.139  -0.923  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.185   0.168  -0.318  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.221   0.374  -1.368  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.415   0.144  -0.836  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.211  -0.219   0.569  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.113  -1.411   0.882  1.00  0.00           C  
HETATM   14  O1  UNL     1       0.882  -0.526   0.692  1.00  0.00           O  
HETATM   15  H1  UNL     1       1.588   2.501   0.207  1.00  0.00           H  
HETATM   16  H2  UNL     1       0.839   2.165   1.865  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.241   3.470   0.827  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.858   2.881   0.452  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.620   1.195  -1.644  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.615   1.309  -0.173  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.977  -1.062  -0.796  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.307  -0.232   1.640  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.141  -0.411   1.653  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.036  -1.811   1.300  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.001  -0.363  -1.987  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.430  -2.242  -1.389  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.304  -2.623  -1.613  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.542  -2.608   0.061  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.084   0.663  -2.404  1.00  0.00           H  
HETATM   30  H16 UNL     1       3.373   0.212  -1.352  1.00  0.00           H  
HETATM   31  H17 UNL     1       2.549   0.585   1.285  1.00  0.00           H  
HETATM   32  H18 UNL     1       2.541  -2.358   0.771  1.00  0.00           H  
HETATM   33  H19 UNL     1       3.992  -1.367   0.200  1.00  0.00           H  
HETATM   34  H20 UNL     1       3.515  -1.351   1.916  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    7   21
CONECT    6   22   23   24
CONECT    7    8    9   25
CONECT    8   26   27   28
CONECT    9   10   14
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   14   31
CONECT   13   32   33   34
END

HMDB0036022
     RDKit          3D
Isospirene
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.6485    2.4302    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.4767    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    1.8913    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6166    1.0227   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.3984   -0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1935   -0.6976    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9010   -0.6710   -0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5666   -2.1385   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    0.1682   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207    0.3743   -1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.1437   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -0.2191    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -1.4106    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.5260    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    2.5009    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386    2.1647    1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    3.4700    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576    2.8811    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1953   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    1.3095   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9766   -1.0622   -0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.2318    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -0.4108    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0358   -1.8108    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -0.3632   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -2.2416   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038   -2.6232   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419   -2.6076    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    0.6628   -2.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.2120   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489    0.5852    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -2.3578    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921   -1.3670    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153   -1.3515    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  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
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6,9,10-Tetramethyl-1-oxaspiro(4.5)deca-3,6-diene	HMDB

Chemical Formula

C₁₃H₂₀O

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

192.151415262

IUPAC Name

2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene

Traditional Name

2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene

CAS Registry Number

71078-31-4

SMILES

CC1OC2(C=C1)C(C)C(C)CC=C2C

InChI Identifier

InChI=1S/C13H20O/c1-9-5-6-10(2)13(12(9)4)8-7-11(3)14-13/h6-9,11-12H,5H2,1-4H3

InChI Key

WYTVJTNOJJKEEQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Not Available

Direct Parent

Dihydrofurans

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Blackcurrant

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0036022)

Exogenous

Food

Food (HMDB: HMDB0036022)

Exogenous (HMDB: HMDB0036022)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036022)

Role

Biological role

Energy source (HMDB: HMDB0036022)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036022)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	258.00 to 260.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	6.36 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.981 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.057 g/L	ALOGPS
logP	4.17	ALOGPS
logP	3.31	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-4.3	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	60.95 m³·mol⁻¹	ChemAxon
Polarizability	23.11 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]+	145.317	31661259
DarkChem	[M-H]-	141.588	31661259
DeepCCS	[M+H]+	147.255	30932474
DeepCCS	[M-H]-	144.897	30932474
DeepCCS	[M-2H]-	179.312	30932474
DeepCCS	[M+Na]+	154.036	30932474
AllCCS	[M+H]+	142.4	32859911
AllCCS	[M+H-H2O]+	138.1	32859911
AllCCS	[M+NH4]+	146.4	32859911
AllCCS	[M+Na]+	147.5	32859911
AllCCS	[M-H]-	151.4	32859911
AllCCS	[M+Na-2H]-	152.0	32859911
AllCCS	[M+HCOO]-	152.9	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.	5.99 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4931 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.16 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2423.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	397.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	94.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	654.5 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	654.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	64.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1269.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.4 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	1143.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	497.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	341.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	363.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	420.4 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isospirene	CC1OC2(C=C1)C(C)C(C)CC=C2C	1521.1	Standard polar	33892256
Isospirene	CC1OC2(C=C1)C(C)C(C)CC=C2C	1268.4	Standard non polar	33892256
Isospirene	CC1OC2(C=C1)C(C)C(C)CC=C2C	1333.8	Semi standard non polar	33892256

Spectra

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

FDB014840

KNApSAcK ID

Not Available

Chemspider ID

104349

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

116740

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1455961

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 Isospirene (HMDB0036022)

MOL for HMDB0036022 (Isospirene)

3D MOL for HMDB0036022 (Isospirene)

3D SDF for HMDB0036022 (Isospirene)

3D-SDF for HMDB0036022 (Isospirene)

PDB for HMDB0036022 (Isospirene)

3D PDB for HMDB0036022 (Isospirene)

SMILES for HMDB0036022 (Isospirene)

INCHI for HMDB0036022 (Isospirene)

Structure for HMDB0036022 (Isospirene)

3D Structure for HMDB0036022 (Isospirene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized