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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:56 UTC

Update Date

2022-03-07 02:52:14 UTC

HMDB ID

HMDB0029670

Secondary Accession Numbers

HMDB29670

Metabolite Identification

Common Name

Epoxyeremopetasinorol

Description

Epoxyeremopetasinorol belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Based on a literature review very few articles have been published on Epoxyeremopetasinorol.

Structure

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

HMDB0029670
     RDKit          3D
Epoxyeremopetasinorol
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.1311   -0.4297    0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.3829   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6190   -0.6546   -2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.0122   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5311    0.9267    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.9694    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    2.0055   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    1.7717   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.6843   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    1.0670    1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.5854   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -1.8037    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.4285    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3061    1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.8717   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    0.0204   -1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590    0.4299    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3619    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1936   -0.3454   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424    1.9343    0.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740    0.4645    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.2345    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    2.9877    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    2.1698   -1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    1.3952   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    2.6952   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5885   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144    0.4021    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -0.6659   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -2.6936   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.7952   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.8014    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2558    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -1.5815    1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -0.8367    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6787   -1.9344   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  4  1  0
 16  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END


  Mrv0541 05061304512D          

 16 18  0  0  0  0            999 V2000
    1.7565    3.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660    1.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0780    3.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    2.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739    1.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7448    2.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    2.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    2.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    1.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1777    0.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    3.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    2.5047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029670

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(O)CCC2CC3(OC3C12C)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O3/c1-7-10(15)5-4-9-6-13(8(2)14)11(16-13)12(7,9)3/h7,9-11,15H,4-6H2,1-3H3

> <INCHI_KEY>
IDTQMVOQRHWPMV-UHFFFAOYSA-N

> <FORMULA>
C13H20O3

> <MOLECULAR_WEIGHT>
224.2961

> <EXACT_MASS>
224.141244506

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.71765922036098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{3-hydroxy-1b,2-dimethyl-octahydro-1aH-indeno[1,2-b]oxiren-6a-yl}ethan-1-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.3923392426666663

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.671990561956402

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.936362278803653

> <JCHEM_PKA_STRONGEST_BASIC>
-2.826284979628218

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
59.1606

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3-hydroxy-1b,2-dimethyl-hexahydro-1aH-indeno[1,2-b]oxiren-6a-yl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029670
     RDKit          3D
Epoxyeremopetasinorol
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.1311   -0.4297    0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.3829   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6190   -0.6546   -2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.0122   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5311    0.9267    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.9694    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    2.0055   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    1.7717   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.6843   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    1.0670    1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.5854   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -1.8037    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.4285    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3061    1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.8717   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    0.0204   -1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590    0.4299    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3619    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1936   -0.3454   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424    1.9343    0.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740    0.4645    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.2345    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    2.9877    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    2.1698   -1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    1.3952   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    2.6952   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5885   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144    0.4021    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -0.6659   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -2.6936   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.7952   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.8014    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2558    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -1.5815    1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -0.8367    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6787   -1.9344   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  4  1  0
 16  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  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       3.279   7.331   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.177   2.824   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.012   6.219   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.378   2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.490   3.908   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.590   2.463   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.645   5.835   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.698   2.393   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.899   3.274   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.124   5.404   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.997   4.883   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.533   4.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.414   3.458   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.332   0.897   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.236   6.469   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.529   4.675   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   12                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    9   13                                                       
CONECT    7    1   10   12                                                  
CONECT    8    2   13   14                                                  
CONECT    9    4    6   12                                                  
CONECT   10    5    7   15                                                  
CONECT   11   12   13   16                                                  
CONECT   12    3    7    9   11                                             
CONECT   13    6    8   11   16                                             
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0029670
HETATM    1  C1  UNL     1       4.131  -0.430   0.194  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.191  -0.383  -0.950  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.619  -0.655  -2.058  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.772  -0.012  -0.726  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.531   0.927   0.434  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.002   0.969   0.563  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.477   2.005  -0.387  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.851   1.772  -0.931  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.541   0.684  -0.108  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.497   1.067   1.211  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.740  -0.585  -0.367  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.486  -1.804   0.095  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.390  -0.428   0.233  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.172  -1.306   1.448  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.657  -0.872  -0.796  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.924   0.020  -1.822  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.959   0.430   0.874  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.018  -1.362   0.797  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.194  -0.345  -0.155  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.942   1.934   0.223  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.974   0.464   1.346  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.193   1.234   1.638  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.493   2.988   0.170  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.221   2.170  -1.231  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.812   1.395  -1.978  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.469   2.695  -0.950  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.591   0.589  -0.460  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.014   0.402   1.768  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.654  -0.666  -1.484  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.946  -2.694  -0.257  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.473  -1.795  -0.441  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.720  -1.801   1.167  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.721  -2.256   1.316  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.912  -1.582   1.522  1.00  0.00           H  
HETATM   35  H19 UNL     1      -0.487  -0.837   2.386  1.00  0.00           H  
HETATM   36  H20 UNL     1       0.679  -1.934  -1.050  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4
CONECT    4    5   15   16
CONECT    5    6   20   21
CONECT    6    7   13   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   11   27
CONECT   10   28
CONECT   11   12   13   29
CONECT   12   30   31   32
CONECT   13   14   15
CONECT   14   33   34   35
CONECT   15   16   36
END

HMDB0029670
     RDKit          3D
Epoxyeremopetasinorol
 36 38  0  0  0  0  0  0  0  0999 V2000
    4.1311   -0.4297    0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.3829   -0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6190   -0.6546   -2.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.0122   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5311    0.9267    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022    0.9694    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773    2.0055   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    1.7717   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    0.6843   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    1.0670    1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -0.5854   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -1.8037    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.4285    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3061    1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.8717   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    0.0204   -1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590    0.4299    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3619    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1936   -0.3454   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424    1.9343    0.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740    0.4645    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.2345    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    2.9877    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205    2.1698   -1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    1.3952   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    2.6952   -0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5885   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0144    0.4021    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -0.6659   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -2.6936   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.7952   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -1.8014    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2558    1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -1.5815    1.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -0.8367    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6787   -1.9344   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  4  1  0
 16  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀O₃

Average Molecular Weight

224.2961

Monoisotopic Molecular Weight

224.141244506

IUPAC Name

1-{3-hydroxy-1b,2-dimethyl-octahydro-1aH-indeno[1,2-b]oxiren-6a-yl}ethan-1-one

Traditional Name

1-{3-hydroxy-1b,2-dimethyl-hexahydro-1aH-indeno[1,2-b]oxiren-6a-yl}ethanone

CAS Registry Number

182127-78-2

SMILES

CC1C(O)CCC2CC3(OC3C12C)C(C)=O

InChI Identifier

InChI=1S/C13H20O3/c1-7-10(15)5-4-9-6-13(8(2)14)11(16-13)12(7,9)3/h7,9-11,15H,4-6H2,1-3H3

InChI Key

IDTQMVOQRHWPMV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Cyclic alcohol
Secondary alcohol
Ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029670)
Cytoplasm (HMDB: HMDB0029670)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029670)

Source

Endogenous

Endogenous (HMDB: HMDB0029670)

Plant

Plant (HMDB: HMDB0029670)

Exogenous

Food

Food (HMDB: HMDB0029670)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0029670)

Process

Not Available

Role

Not Available

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	1243 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.76 g/L	ALOGPS
logP	1.38	ALOGPS
logP	1.39	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	14.94	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	59.16 m³·mol⁻¹	ChemAxon
Polarizability	24.72 Å³	ChemAxon
Number of Rings	3	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]+	153.827	31661259
DarkChem	[M-H]-	148.417	31661259
DeepCCS	[M-2H]-	183.964	30932474
DeepCCS	[M+Na]+	159.654	30932474
AllCCS	[M+H]+	152.1	32859911
AllCCS	[M+H-H2O]+	148.3	32859911
AllCCS	[M+NH4]+	155.6	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	158.1	32859911
AllCCS	[M+Na-2H]-	158.2	32859911
AllCCS	[M+HCOO]-	158.5	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.	3.93 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0546 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2088.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	270.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	118.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	499.9 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	529.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	64.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	834.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	343.1 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	1209.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	303.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	293.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	277.7 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	30.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epoxyeremopetasinorol	CC1C(O)CCC2CC3(OC3C12C)C(C)=O	2595.1	Standard polar	33892256
Epoxyeremopetasinorol	CC1C(O)CCC2CC3(OC3C12C)C(C)=O	1644.1	Standard non polar	33892256
Epoxyeremopetasinorol	CC1C(O)CCC2CC3(OC3C12C)C(C)=O	1759.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epoxyeremopetasinorol,1TMS,isomer #1	CC(=O)C12CC3CCC(O[Si](C)(C)C)C(C)C3(C)C1O2	1814.4	Semi standard non polar	33892256
Epoxyeremopetasinorol,1TMS,isomer #2	C=C(O[Si](C)(C)C)C12CC3CCC(O)C(C)C3(C)C1O2	1751.9	Semi standard non polar	33892256
Epoxyeremopetasinorol,2TMS,isomer #1	C=C(O[Si](C)(C)C)C12CC3CCC(O[Si](C)(C)C)C(C)C3(C)C1O2	1811.8	Semi standard non polar	33892256
Epoxyeremopetasinorol,2TMS,isomer #1	C=C(O[Si](C)(C)C)C12CC3CCC(O[Si](C)(C)C)C(C)C3(C)C1O2	1784.0	Standard non polar	33892256
Epoxyeremopetasinorol,1TBDMS,isomer #1	CC(=O)C12CC3CCC(O[Si](C)(C)C(C)(C)C)C(C)C3(C)C1O2	2031.4	Semi standard non polar	33892256
Epoxyeremopetasinorol,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C12CC3CCC(O)C(C)C3(C)C1O2	2009.0	Semi standard non polar	33892256
Epoxyeremopetasinorol,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C12CC3CCC(O[Si](C)(C)C(C)(C)C)C(C)C3(C)C1O2	2260.5	Semi standard non polar	33892256
Epoxyeremopetasinorol,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C12CC3CCC(O[Si](C)(C)C(C)(C)C)C(C)C3(C)C1O2	2273.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxyeremopetasinorol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6910000000-71f3adf083540fa8d24f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxyeremopetasinorol GC-MS (1 TMS) - 70eV, Positive	splash10-003i-7790000000-5a49671f1546831370a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxyeremopetasinorol 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 - Epoxyeremopetasinorol 10V, Positive-QTOF	splash10-0a6r-0190000000-28faeb14cf047dcfbadd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 20V, Positive-QTOF	splash10-0a6r-1960000000-1c8d957f83a5f1e84eac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 40V, Positive-QTOF	splash10-1000-9400000000-5998a21fca87d6ddb9b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 10V, Negative-QTOF	splash10-00di-0190000000-bdff1e33f1d814dc0dcd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 20V, Negative-QTOF	splash10-05fr-0490000000-960fe4b2969d754ee333	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 40V, Negative-QTOF	splash10-02ni-0900000000-2eb63f83d2f2e3becbd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 10V, Negative-QTOF	splash10-00di-0090000000-25ff68a3fa868b5c35d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 20V, Negative-QTOF	splash10-00di-0090000000-25ff68a3fa868b5c35d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 40V, Negative-QTOF	splash10-00di-4290000000-8c625e956e28ac78f64a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 10V, Positive-QTOF	splash10-06vi-0490000000-cac4f7d55635aab6c5c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 20V, Positive-QTOF	splash10-0a6r-0970000000-e5996e165c6928c45abc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyeremopetasinorol 40V, Positive-QTOF	splash10-0a4i-9620000000-c61ec3d42ae3cb432a55	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB000854

KNApSAcK ID

Not Available

Chemspider ID

35013078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750893

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810851

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 Epoxyeremopetasinorol (HMDB0029670)

MOL for HMDB0029670 (Epoxyeremopetasinorol)

3D MOL for HMDB0029670 (Epoxyeremopetasinorol)

3D SDF for HMDB0029670 (Epoxyeremopetasinorol)

3D-SDF for HMDB0029670 (Epoxyeremopetasinorol)

PDB for HMDB0029670 (Epoxyeremopetasinorol)

3D PDB for HMDB0029670 (Epoxyeremopetasinorol)

SMILES for HMDB0029670 (Epoxyeremopetasinorol)

INCHI for HMDB0029670 (Epoxyeremopetasinorol)

Structure for HMDB0029670 (Epoxyeremopetasinorol)

3D Structure for HMDB0029670 (Epoxyeremopetasinorol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra