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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:05:22 UTC

Update Date

2022-03-07 02:54:44 UTC

HMDB ID

HMDB0036023

Secondary Accession Numbers

HMDB36023

Metabolite Identification

Common Name

Etaspirene

Description

Etaspirene 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. Etaspirene is a blackcurrant tasting compound. Based on a literature review very few articles have been published on Etaspirene.

Structure

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

HMDB0036023
     RDKit          3D
Etaspirene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.9562    3.3718   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    2.2393   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.1144   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    1.2125    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    0.0539    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -1.2556    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.3648   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -2.5631    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534   -1.6362   -1.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.1725   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -0.2235   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4836   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -0.6118    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3723    1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -0.2167    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    4.2467   -1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    3.0107   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1467    3.7561    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711    1.9474   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    2.5297   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3443    2.1258    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1794    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6597    0.0167    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312   -2.0837    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270   -1.3325   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -2.4666    1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -3.4796    0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -2.7536   -0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -2.4701   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094   -0.7306   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -1.9813   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.0690   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.5884   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3150   -1.6078    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868    0.8933    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395    1.1666    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143   -0.1453    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  3  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END


  Mrv0541 05061308512D          

 15 16  0  0  0  0            999 V2000
    1.6820    2.5559    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
    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
    1.2695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    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
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036023

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CCCC(C)(C)C11OC(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O/c1-5-12-7-6-9-13(3,4)14(12)10-8-11(2)15-14/h7-8,10-11H,5-6,9H2,1-4H3

> <INCHI_KEY>
NHJSLVJXXDHDRV-UHFFFAOYSA-N

> <FORMULA>
C14H22O

> <MOLECULAR_WEIGHT>
206.3239

> <EXACT_MASS>
206.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.646877257397804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
3.8447438513333325

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.274510153894273

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
65.4

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036023
     RDKit          3D
Etaspirene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.9562    3.3718   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    2.2393   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.1144   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    1.2125    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    0.0539    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -1.2556    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.3648   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -2.5631    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534   -1.6362   -1.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.1725   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -0.2235   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4836   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -0.6118    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3723    1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -0.2167    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    4.2467   -1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    3.0107   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1467    3.7561    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711    1.9474   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    2.5297   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3443    2.1258    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1794    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6597    0.0167    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312   -2.0837    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270   -1.3325   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -2.4666    1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -3.4796    0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -2.7536   -0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -2.4701   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094   -0.7306   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -1.9813   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.0690   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.5884   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3150   -1.6078    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868    0.8933    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395    1.1666    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143   -0.1453    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  3  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 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       3.140   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.693  -1.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.407  -2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.370   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.450   0.770   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       0.000   0.000   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       1.465  -0.476   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   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    1   12                                                       
CONECT    6    7    9                                                       
CONECT    7    6   12                                                       
CONECT    8   10   11                                                       
CONECT    9    6   13                                                       
CONECT   10    8   14                                                       
CONECT   11    2    8   15                                                  
CONECT   12    5    7   14                                                  
CONECT   13    3    4    9   14                                             
CONECT   14   10   12   13   15                                             
CONECT   15   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0036023
HETATM    1  C1  UNL     1      -0.956   3.372  -0.953  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.026   2.239  -0.980  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.550   1.114  -0.186  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.734   1.212   0.398  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.238   0.054   1.168  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.043  -1.256   0.461  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.716  -1.365  -0.236  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.004  -2.563   0.362  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.853  -1.636  -1.720  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.175  -0.172  -0.010  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.262  -0.224  -1.006  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.391  -0.484  -0.382  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.070  -0.612   1.060  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.973   0.372   1.806  1.00  0.00           C  
HETATM   15  O1  UNL     1       0.773  -0.217   1.223  1.00  0.00           O  
HETATM   16  H1  UNL     1      -0.624   4.247  -1.550  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.889   3.011  -1.456  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.147   3.756   0.069  1.00  0.00           H  
HETATM   19  H4  UNL     1       0.171   1.947  -2.045  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.029   2.530  -0.609  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.344   2.126   0.323  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.299   0.179   1.464  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.660   0.017   2.116  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.231  -2.084   1.174  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.827  -1.333  -0.321  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.076  -2.467   1.464  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.643  -3.480   0.195  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.962  -2.754  -0.139  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.571  -2.470  -1.857  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.109  -0.731  -2.294  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.143  -1.981  -2.084  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.136  -0.069  -2.080  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.399  -0.588  -0.842  1.00  0.00           H  
HETATM   34  H19 UNL     1       2.315  -1.608   1.476  1.00  0.00           H  
HETATM   35  H20 UNL     1       2.387   0.893   2.581  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.339   1.167   1.099  1.00  0.00           H  
HETATM   37  H22 UNL     1       3.814  -0.145   2.309  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   10
CONECT    4    5   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8    9   10
CONECT    8   26   27   28
CONECT    9   29   30   31
CONECT   10   11   15
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   13   14   15   34
CONECT   14   35   36   37
END

HMDB0036023
     RDKit          3D
Etaspirene
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.9562    3.3718   -0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    2.2393   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.1144   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    1.2125    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    0.0539    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -1.2556    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.3648   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043   -2.5631    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534   -1.6362   -1.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -0.1725   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -0.2235   -1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -0.4836   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -0.6118    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3723    1.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -0.2167    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    4.2467   -1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    3.0107   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1467    3.7561    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711    1.9474   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    2.5297   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3443    2.1258    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1794    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6597    0.0167    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312   -2.0837    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270   -1.3325   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -2.4666    1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -3.4796    0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -2.7536   -0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -2.4701   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094   -0.7306   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -1.9813   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.0690   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.5884   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3150   -1.6078    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868    0.8933    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395    1.1666    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143   -0.1453    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  3  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 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
6-Ethyl-2,10,10-trimethyl-1-oxaspiro(4.5)deca-3,6-diene	HMDB

Chemical Formula

C₁₄H₂₂O

Average Molecular Weight

206.3239

Monoisotopic Molecular Weight

206.167065326

IUPAC Name

6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene

Traditional Name

6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene

CAS Registry Number

79893-63-3

SMILES

CCC1=CCCC(C)(C)C11OC(C)C=C1

InChI Identifier

InChI=1S/C14H22O/c1-5-12-7-6-9-13(3,4)14(12)10-8-11(2)15-14/h7-8,10-11H,5-6,9H2,1-4H3

InChI Key

NHJSLVJXXDHDRV-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: HMDB0036023)

Exogenous

Food

Food (HMDB: HMDB0036023)

Exogenous (HMDB: HMDB0036023)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036023)

Role

Biological role

Energy source (HMDB: HMDB0036023)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036023)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	272.00 to 274.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.92 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.337 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	4.52	ALOGPS
logP	3.84	ChemAxon
logS	-4	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	1	ChemAxon
Refractivity	65.4 m³·mol⁻¹	ChemAxon
Polarizability	24.65 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]+	150.339	31661259
DarkChem	[M-H]-	146.435	31661259
DeepCCS	[M-2H]-	184.285	30932474
DeepCCS	[M+Na]+	159.238	30932474
AllCCS	[M+H]+	147.2	32859911
AllCCS	[M+H-H2O]+	143.1	32859911
AllCCS	[M+NH4]+	151.0	32859911
AllCCS	[M+Na]+	152.1	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	156.5	32859911
AllCCS	[M+HCOO]-	157.3	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.	7.16 minutes	32390414
Predicted by Siyang on May 30, 2022	18.6036 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2693.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	558.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	221.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	348.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	855.7 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	838.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1622.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	475.3 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	1516.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	676.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	415.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	592.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etaspirene	CCC1=CCCC(C)(C)C11OC(C)C=C1	1605.1	Standard polar	33892256
Etaspirene	CCC1=CCCC(C)(C)C11OC(C)C=C1	1364.1	Standard non polar	33892256
Etaspirene	CCC1=CCCC(C)(C)C11OC(C)C=C1	1389.3	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 - Etaspirene GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fu-1900000000-c4066d5bf6105a67d391	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etaspirene 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 - Etaspirene 10V, Positive-QTOF	splash10-0a4i-1790000000-c0a2d83b88767fb40f4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 20V, Positive-QTOF	splash10-0kur-9720000000-a3dd09e776ad7e985914	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 40V, Positive-QTOF	splash10-1000-9100000000-0e12db14b0d1e9ec833e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 10V, Negative-QTOF	splash10-0a4i-0190000000-72cb89a1513656652f65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 20V, Negative-QTOF	splash10-0a4i-0590000000-2ebc24ae07b153f3c06a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 40V, Negative-QTOF	splash10-0w2a-2900000000-640cbf45570052c3bea0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 10V, Positive-QTOF	splash10-0a4i-1790000000-808c0c0c32dc47bde16f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 20V, Positive-QTOF	splash10-0kai-5900000000-224e84e687ccba0836d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 40V, Positive-QTOF	splash10-0006-9300000000-e6e8e6fa77892389e7ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 10V, Negative-QTOF	splash10-0a4i-0090000000-2d8ac504a1490d38e7ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 20V, Negative-QTOF	splash10-0pb9-0980000000-120174e376a2ac4b996f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etaspirene 40V, Negative-QTOF	splash10-0f79-1910000000-d05a434970dcb7351003	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

FDB014841

KNApSAcK ID

Not Available

Chemspider ID

11227545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22219099

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1456301

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 Etaspirene (HMDB0036023)

MOL for HMDB0036023 (Etaspirene)

3D MOL for HMDB0036023 (Etaspirene)

3D SDF for HMDB0036023 (Etaspirene)

3D-SDF for HMDB0036023 (Etaspirene)

PDB for HMDB0036023 (Etaspirene)

3D PDB for HMDB0036023 (Etaspirene)

SMILES for HMDB0036023 (Etaspirene)

INCHI for HMDB0036023 (Etaspirene)

Structure for HMDB0036023 (Etaspirene)

3D Structure for HMDB0036023 (Etaspirene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra