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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:28 UTC

Update Date

2022-03-07 02:52:56 UTC

HMDB ID

HMDB0031349

Secondary Accession Numbers

HMDB31349

Metabolite Identification

Common Name

Epiacoronene

Description

Epiacoronene belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review very few articles have been published on Epiacoronene.

Structure

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

HMDB0031349
     RDKit          3D
Epiacoronene
 39 40  0  0  0  0  0  0  0  0999 V2000
    4.0590    0.4736    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.4051    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.4244   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    1.3430   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -0.0068   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -1.1169    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -0.7640    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -1.5419    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -0.2918   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.7502   -2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -1.4748   -1.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777   -1.3025   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -2.0196   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6451    0.0123   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3893    0.3704    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062   -0.4212    2.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.8420    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621   -0.1658    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.0099   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551    1.5021    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576    2.3385   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.7430    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202    2.0621   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0201   -1.4077    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5974   -2.0641   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.5486   -2.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.5207   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -1.2476   -3.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    0.0468   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830   -1.4590   -2.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -2.4276   -1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    0.7556   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.1630    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -0.1013    2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761   -1.5160    2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -0.1926    2.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4972    0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    2.2115    1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460    2.0433    2.2898 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
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv0541 02241208372D          

 17 18  0  0  0  0            999 V2000
   -0.7951   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656   -0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    0.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117    1.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1255    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0421   -0.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0421   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952   -1.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952   -0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1304    0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685    0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441   -1.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1360    1.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952    1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360   -0.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    1.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 17  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031349

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1C(=O)CC(C)C11CC=C(C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-9(2)14-12(16)7-11(4)15(14)6-5-10(3)13(17)8-15/h5,9,11,14H,6-8H2,1-4H3

> <INCHI_KEY>
SXHQJMKFQDMBIW-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.82279761302116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-ene-2,7-dione

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.276421297999999

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.93876259856095

> <JCHEM_PKA_STRONGEST_BASIC>
-4.655164488543542

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
69.0354

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031349
     RDKit          3D
Epiacoronene
 39 40  0  0  0  0  0  0  0  0999 V2000
    4.0590    0.4736    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.4051    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.4244   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    1.3430   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -0.0068   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -1.1169    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -0.7640    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -1.5419    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -0.2918   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.7502   -2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -1.4748   -1.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777   -1.3025   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -2.0196   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6451    0.0123   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3893    0.3704    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062   -0.4212    2.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.8420    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621   -0.1658    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.0099   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551    1.5021    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576    2.3385   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.7430    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202    2.0621   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0201   -1.4077    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5974   -2.0641   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.5486   -2.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.5207   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -1.2476   -3.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    0.0468   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830   -1.4590   -2.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -2.4276   -1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    0.7556   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.1630    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -0.1013    2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761   -1.5160    2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -0.1926    2.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4972    0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    2.2115    1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460    2.0433    2.2898 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
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.484  -0.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.736  -0.156   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.736   1.407   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.329   1.875   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.234   0.781   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.079  -0.781   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.079  -2.345   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.484  -2.814   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.423  -1.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.484  -0.469   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.110   0.938   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.675   1.093   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.016  -3.284   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.987   2.188   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.484   2.345   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.987  -1.719   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.016   3.284   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7   10                                             
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11                                                            
CONECT   13    7                                                            
CONECT   14    3                                                            
CONECT   15   11                                                            
CONECT   16    9                                                            
CONECT   17    4                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0031349
HETATM    1  C1  UNL     1       4.059   0.474   0.332  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.589   0.405   0.369  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.884   1.424  -0.052  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.408   1.343  -0.008  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.163  -0.007  -0.281  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.501  -1.117   0.455  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.914  -0.764   0.852  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.513  -1.542   1.643  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.025  -0.292  -1.768  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.300  -0.750  -2.225  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.998  -1.475  -1.915  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.978  -1.303  -0.816  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.866  -2.020  -0.439  1.00  0.00           O  
HETATM   14  C12 UNL     1      -1.645   0.012  -0.215  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.389   0.370   0.971  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.206  -0.421   2.224  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.402   1.842   1.327  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.462  -0.166   1.150  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.443   0.010  -0.623  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.455   1.502   0.431  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.358   2.339  -0.437  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.129   1.743   0.995  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.020   2.062  -0.742  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.020  -1.408   1.412  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.597  -2.064  -0.107  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.438   0.549  -2.372  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.800  -1.521  -1.616  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.139  -1.248  -3.233  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.034   0.047  -2.437  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.483  -1.459  -2.912  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.447  -2.428  -1.806  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.954   0.756  -1.022  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.484   0.163   0.697  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.356  -0.101   2.854  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.276  -1.516   2.062  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.106  -0.193   2.877  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.079   2.497   0.502  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.442   2.211   1.582  1.00  0.00           H  
HETATM   39  H22 UNL     1      -1.846   2.043   2.290  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6    9   14
CONECT    6    7   24   25
CONECT    7    8    8
CONECT    9   10   11   26
CONECT   10   27   28   29
CONECT   11   12   30   31
CONECT   12   13   13   14
CONECT   14   15   32
CONECT   15   16   17   33
CONECT   16   34   35   36
CONECT   17   37   38   39
END

HMDB0031349
     RDKit          3D
Epiacoronene
 39 40  0  0  0  0  0  0  0  0999 V2000
    4.0590    0.4736    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.4051    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.4244   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    1.3430   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -0.0068   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -1.1169    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -0.7640    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -1.5419    1.6430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -0.2918   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.7502   -2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -1.4748   -1.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777   -1.3025   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -2.0196   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6451    0.0123   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3893    0.3704    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062   -0.4212    2.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.8420    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621   -0.1658    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.0099   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551    1.5021    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576    2.3385   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1287    1.7430    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202    2.0621   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0201   -1.4077    1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5974   -2.0641   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.5486   -2.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7996   -1.5207   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -1.2476   -3.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    0.0468   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830   -1.4590   -2.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -2.4276   -1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    0.7556   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843    0.1630    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -0.1013    2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761   -1.5160    2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057   -0.1926    2.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4972    0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    2.2115    1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8460    2.0433    2.2898 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
  7  8  2  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 14  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-ene-2,7-dione

Traditional Name

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-ene-2,7-dione

CAS Registry Number

Not Available

SMILES

CC(C)C1C(=O)CC(C)C11CC=C(C)C(=O)C1

InChI Identifier

InChI=1S/C15H22O2/c1-9(2)14-12(16)7-11(4)15(14)6-5-10(3)13(17)8-15/h5,9,11,14H,6-8H2,1-4H3

InChI Key

SXHQJMKFQDMBIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031349)
Cell membrane (HMDB: HMDB0031349)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031349)

Source

Exogenous

Exogenous (HMDB: HMDB0031349)

Food

Food (HMDB: HMDB0031349)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0031349)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0031349)

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	0.16 g/L	ALOGPS
logP	3.08	ALOGPS
logP	3.28	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	19.94	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.04 m³·mol⁻¹	ChemAxon
Polarizability	26.82 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]+	156.27	31661259
DarkChem	[M-H]-	153.653	31661259
DeepCCS	[M-2H]-	195.35	30932474
DeepCCS	[M+Na]+	170.915	30932474
AllCCS	[M+H]+	153.9	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	162.6	32859911
AllCCS	[M+Na-2H]-	163.0	32859911
AllCCS	[M+HCOO]-	163.6	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.	6.45 minutes	32390414
Predicted by Siyang on May 30, 2022	14.5183 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2326.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	395.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	125.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	569.7 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	621.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	66.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1124.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	444.0 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	1301.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	264.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	340.4 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	9.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epiacoronene	CC(C)C1C(=O)CC(C)C11CC=C(C)C(=O)C1	2391.5	Standard polar	33892256
Epiacoronene	CC(C)C1C(=O)CC(C)C11CC=C(C)C(=O)C1	1747.9	Standard non polar	33892256
Epiacoronene	CC(C)C1C(=O)CC(C)C11CC=C(C)C(=O)C1	1815.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epiacoronene,1TMS,isomer #1	CC1=CCC2(CC1=O)C(C(C)C)=C(O[Si](C)(C)C)CC2C	2043.8	Semi standard non polar	33892256
Epiacoronene,1TMS,isomer #1	CC1=CCC2(CC1=O)C(C(C)C)=C(O[Si](C)(C)C)CC2C	1906.5	Standard non polar	33892256
Epiacoronene,1TMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C)C2C(C)C	2063.4	Semi standard non polar	33892256
Epiacoronene,1TMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C)C2C(C)C	1901.0	Standard non polar	33892256
Epiacoronene,1TMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(=O)C2C(C)C	1992.6	Semi standard non polar	33892256
Epiacoronene,1TMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CC(=O)C2C(C)C	1881.5	Standard non polar	33892256
Epiacoronene,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C(C)C)=C(O[Si](C)(C)C)CC2C	2041.2	Semi standard non polar	33892256
Epiacoronene,2TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C(C)C)=C(O[Si](C)(C)C)CC2C	1959.5	Standard non polar	33892256
Epiacoronene,2TMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2C(C)C	2033.7	Semi standard non polar	33892256
Epiacoronene,2TMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)C=C(O[Si](C)(C)C)C2C(C)C	1945.9	Standard non polar	33892256
Epiacoronene,1TBDMS,isomer #1	CC1=CCC2(CC1=O)C(C(C)C)=C(O[Si](C)(C)C(C)(C)C)CC2C	2279.2	Semi standard non polar	33892256
Epiacoronene,1TBDMS,isomer #1	CC1=CCC2(CC1=O)C(C(C)C)=C(O[Si](C)(C)C(C)(C)C)CC2C	2151.2	Standard non polar	33892256
Epiacoronene,1TBDMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2C(C)C	2309.9	Semi standard non polar	33892256
Epiacoronene,1TBDMS,isomer #2	CC1=CCC2(CC1=O)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2C(C)C	2126.1	Standard non polar	33892256
Epiacoronene,1TBDMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(=O)C2C(C)C	2210.3	Semi standard non polar	33892256
Epiacoronene,1TBDMS,isomer #3	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CC(=O)C2C(C)C	2095.7	Standard non polar	33892256
Epiacoronene,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C(C)C)=C(O[Si](C)(C)C(C)(C)C)CC2C	2490.2	Semi standard non polar	33892256
Epiacoronene,2TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C(C)C)=C(O[Si](C)(C)C(C)(C)C)CC2C	2348.6	Standard non polar	33892256
Epiacoronene,2TBDMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2C(C)C	2481.6	Semi standard non polar	33892256
Epiacoronene,2TBDMS,isomer #2	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)C=C(O[Si](C)(C)C(C)(C)C)C2C(C)C	2306.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Epiacoronene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-6920000000-808c1cc2dae9a1f482b3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epiacoronene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epiacoronene 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 - Epiacoronene 10V, Positive-QTOF	splash10-000i-0290000000-8dc76596dd8663cfdf31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 20V, Positive-QTOF	splash10-052s-3930000000-ad47689acfdf3624ce6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 40V, Positive-QTOF	splash10-0a4i-9200000000-7d726fcc87ff1949ac4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 10V, Negative-QTOF	splash10-001i-0090000000-21fe653249ef5fdf6e73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 20V, Negative-QTOF	splash10-001i-0290000000-01182f774433b58ef687	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 40V, Negative-QTOF	splash10-00kf-8950000000-ae721b249dcbecc5a045	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 10V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 20V, Negative-QTOF	splash10-001i-0290000000-36291901ccaf1ab52d76	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 40V, Negative-QTOF	splash10-0079-0900000000-3e25e30e5e696dd20b05	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 10V, Positive-QTOF	splash10-000i-0290000000-1043bcc31da31c271e9f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 20V, Positive-QTOF	splash10-00kr-1940000000-d237e5bcc1907b078f69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epiacoronene 40V, Positive-QTOF	splash10-0006-9700000000-6ebfd95145f33a5f4d5d	2021-09-24	Wishart Lab	View Spectrum

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

FDB003413

KNApSAcK ID

C00021585

Chemspider ID

35013347

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15558293

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Epiacoronene (HMDB0031349)

MOL for HMDB0031349 (Epiacoronene)

3D MOL for HMDB0031349 (Epiacoronene)

3D SDF for HMDB0031349 (Epiacoronene)

3D-SDF for HMDB0031349 (Epiacoronene)

PDB for HMDB0031349 (Epiacoronene)

3D PDB for HMDB0031349 (Epiacoronene)

SMILES for HMDB0031349 (Epiacoronene)

INCHI for HMDB0031349 (Epiacoronene)

Structure for HMDB0031349 (Epiacoronene)

3D Structure for HMDB0031349 (Epiacoronene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra