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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:20:44 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040763

Secondary Accession Numbers

HMDB40763

Metabolite Identification

Common Name

Italicene ether

Description

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

Structure

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

HMDB0040763
     RDKit          3D
Italicene ether
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.1154   -0.5015   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.4709   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963   -0.4854    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.4526    0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568   -1.6310    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021   -1.3813   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -2.1825    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804   -1.9583   -1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4237    0.0128    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486    0.9284   -0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5718    2.2734   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.9277    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.1405    2.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101    0.5699    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688    0.5110   -1.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7377   -0.4258   -1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.5612   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    0.1595    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.1599   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -0.5199    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -0.4994    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436   -1.8286    2.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244   -3.2228    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -2.0729    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -2.7394   -1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -1.2119   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.5087   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    0.2080    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2524    0.8907   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.8298   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465    2.6109    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474    2.9758   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157    2.6357    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.4424    2.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.1675    2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294    2.1641    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    1.5402   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490    0.2970   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -1.4398   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.0312   -2.3450 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv0541 05061312062D          

 16 18  0  0  0  0            999 V2000
    2.4163    0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4294    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -1.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4198   -1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316    1.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125    1.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    0.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4831   -0.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373    0.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041   -0.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    0.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3847   -1.1586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  2  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040763

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C(C)(C)OC3C=C(C)CCC123

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10-7-8-15-11(2)5-6-12(15)14(3,4)16-13(15)9-10/h9,11-13H,5-8H2,1-4H3

> <INCHI_KEY>
JGKMDLIITSKWAD-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.73653501333914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,6,10-tetramethyl-7-oxatricyclo[6.4.0.0¹,⁵]dodec-9-ene

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
3.560594213

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.217811913196565

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
67.28540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,6,10-tetramethyl-7-oxatricyclo[6.4.0.0¹,⁵]dodec-9-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040763
     RDKit          3D
Italicene ether
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.1154   -0.5015   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.4709   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963   -0.4854    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.4526    0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568   -1.6310    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021   -1.3813   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -2.1825    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804   -1.9583   -1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4237    0.0128    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486    0.9284   -0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5718    2.2734   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.9277    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.1405    2.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101    0.5699    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688    0.5110   -1.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7377   -0.4258   -1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.5612   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    0.1595    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.1599   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -0.5199    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -0.4994    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436   -1.8286    2.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244   -3.2228    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -2.0729    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -2.7394   -1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -1.2119   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.5087   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    0.2080    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2524    0.8907   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.8298   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465    2.6109    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474    2.9758   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157    2.6357    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.4424    2.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.1675    2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294    2.1641    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    1.5402   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490    0.2970   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -1.4398   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.0312   -2.3450 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  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       4.510   1.784   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.802   2.928   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.344  -2.228   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.784  -3.574   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.739   1.890   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.335   0.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.890   2.283   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.436   1.776   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.768  -0.236   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.056   1.277   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.204   1.762   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.169  -0.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.314  -0.743   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.816  -2.035   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.148   0.263   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.718  -2.163   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    8   10                                                       
CONECT    8    7   15                                                       
CONECT    9   10   13                                                       
CONECT   10    1    7    9                                                  
CONECT   11    2    5   15                                                  
CONECT   12    6   14   15                                                  
CONECT   13    9   15   16                                                  
CONECT   14    3    4   12   16                                             
CONECT   15    8   11   12   13                                             
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0040763
HETATM    1  C1  UNL     1       4.115  -0.501  -0.464  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.655  -0.471  -0.322  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.096  -0.485   0.881  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.629  -0.453   0.946  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.157  -1.631   0.307  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.202  -1.381  -0.011  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.966  -2.183   1.061  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.580  -1.958  -1.335  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.424   0.013   0.210  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.149   0.928  -0.628  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.572   2.273  -0.143  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.233   1.928   0.537  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.281   2.140   2.006  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.010   0.570   0.066  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.569   0.511  -1.288  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.738  -0.426  -1.490  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.463  -1.561  -0.296  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.537   0.159   0.345  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.383  -0.160  -1.473  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.696  -0.520   1.771  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.219  -0.499   1.968  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.644  -1.829   2.063  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.624  -3.223   0.959  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.059  -2.073   0.914  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.392  -2.739  -1.242  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.007  -1.212  -2.035  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.716  -2.509  -1.748  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.671   0.208   1.280  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.252   0.891  -0.385  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.078   0.830  -1.708  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.246   2.611   0.668  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.447   2.976  -0.962  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.516   2.636   0.094  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.362   1.442   2.577  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.121   3.168   2.252  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.329   2.164   2.423  1.00  0.00           H  
HETATM   37  H21 UNL     1       0.968   1.540  -1.537  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.149   0.297  -2.101  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.426  -1.440  -1.815  1.00  0.00           H  
HETATM   40  H24 UNL     1       2.362  -0.031  -2.345  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5   14   21
CONECT    5    6
CONECT    6    7    8    9
CONECT    7   22   23   24
CONECT    8   25   26   27
CONECT    9   10   14   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   14   33
CONECT   13   34   35   36
CONECT   14   15
CONECT   15   16   37   38
CONECT   16   39   40
END

HMDB0040763
     RDKit          3D
Italicene ether
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.1154   -0.5015   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6552   -0.4709   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963   -0.4854    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.4526    0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568   -1.6310    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021   -1.3813   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658   -2.1825    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5804   -1.9583   -1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4237    0.0128    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486    0.9284   -0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5718    2.2734   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.9277    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813    2.1405    2.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101    0.5699    0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688    0.5110   -1.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7377   -0.4258   -1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.5612   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    0.1595    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.1599   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -0.5199    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -0.4994    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436   -1.8286    2.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244   -3.2228    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -2.0729    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -2.7394   -1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -1.2119   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.5087   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    0.2080    1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2524    0.8907   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.8298   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465    2.6109    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474    2.9758   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157    2.6357    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.4424    2.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.1675    2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294    2.1641    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    1.5402   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490    0.2970   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -1.4398   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.0312   -2.3450 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
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Neoacrimarine-e	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

2,6,6,10-tetramethyl-7-oxatricyclo[6.4.0.0¹,⁵]dodec-9-ene

Traditional Name

2,6,6,10-tetramethyl-7-oxatricyclo[6.4.0.0¹,⁵]dodec-9-ene

CAS Registry Number

104188-25-2

SMILES

CC1CCC2C(C)(C)OC3C=C(C)CCC123

InChI Identifier

InChI=1S/C15H24O/c1-10-7-8-15-11(2)5-6-12(15)14(3,4)16-13(15)9-10/h9,11-13H,5-8H2,1-4H3

InChI Key

JGKMDLIITSKWAD-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
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

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040763)
Cell membrane (HMDB: HMDB0040763)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040763)

Source

Exogenous

Exogenous (HMDB: HMDB0040763)

Food

Food (HMDB: HMDB0040763)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040763)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0040763)

Biological role

Nutrient (HMDB: HMDB0040763)

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	0.0055 g/L	ALOGPS
logP	3.84	ALOGPS
logP	3.56	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.2	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	67.29 m³·mol⁻¹	ChemAxon
Polarizability	26.74 Å³	ChemAxon
Number of Rings	3	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]+	155.15	31661259
DarkChem	[M-H]-	147.855	31661259
DeepCCS	[M-2H]-	191.564	30932474
DeepCCS	[M+Na]+	167.063	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.0	32859911
AllCCS	[M+NH4]+	155.5	32859911
AllCCS	[M+Na]+	156.5	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	162.3	32859911
AllCCS	[M+HCOO]-	162.7	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.	6.38 minutes	32390414
Predicted by Siyang on May 30, 2022	18.4604 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2667.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	584.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	224.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	310.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	844.9 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	887.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1532.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	479.8 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	1401.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	619.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	491.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	616.3 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Italicene ether	CC1CCC2C(C)(C)OC3C=C(C)CCC123	1838.5	Standard polar	33892256
Italicene ether	CC1CCC2C(C)(C)OC3C=C(C)CCC123	1519.5	Standard non polar	33892256
Italicene ether	CC1CCC2C(C)(C)OC3C=C(C)CCC123	1545.0	Semi standard non polar	33892256

Spectra

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

FDB020579

KNApSAcK ID

C00024221

Chemspider ID

35015018

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14105916

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1565711

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 Italicene ether (HMDB0040763)

MOL for HMDB0040763 (Italicene ether)

3D MOL for HMDB0040763 (Italicene ether)

3D SDF for HMDB0040763 (Italicene ether)

3D-SDF for HMDB0040763 (Italicene ether)

PDB for HMDB0040763 (Italicene ether)

3D PDB for HMDB0040763 (Italicene ether)

SMILES for HMDB0040763 (Italicene ether)

INCHI for HMDB0040763 (Italicene ether)

Structure for HMDB0040763 (Italicene ether)

3D Structure for HMDB0040763 (Italicene ether)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized