Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:43:03 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035704

Secondary Accession Numbers

HMDB35704

Metabolite Identification

Common Name

Acorenone

Description

Acorenone 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. Acorenone has been detected, but not quantified in, several different foods, such as carrots (Daucus carota ssp. sativus), herbs and spices, root vegetables, and wild carrots (Daucus carota). This could make acorenone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Acorenone.

Structure

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

HMDB0035704
     RDKit          3D
Acorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.6068   -1.3079   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.5333   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777    0.6487   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    1.3261    0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.3444    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.7324    1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199   -1.0421    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -1.7424    1.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.1848    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    2.3652    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    1.7115    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    1.3438   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928    0.0728   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5351   -1.0800   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7971   -2.3981   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7706   -1.2444   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.8809   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -2.0718   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2744   -0.6600   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    1.0782   -1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182    2.1892   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.7030    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.6984    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -0.3333    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    0.5920    2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440    2.0436    2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169    2.8759    2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.1138    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    1.3027    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    2.8251    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.0913   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    2.1298   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    0.1145   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -0.9914   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623   -3.0252   -1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -3.0508   -0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -2.2437   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.6509   -0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -1.0538    0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -2.3159   -0.2151 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  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  7  2  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061308392D          

 16 17  0  0  0  0            999 V2000
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -1.0164    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  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035704

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)C11CC=C(C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(2)13-6-5-12(4)15(13)8-7-11(3)14(16)9-15/h7,10,12-13H,5-6,8-9H2,1-4H3

> <INCHI_KEY>
HBTHUBMUAHAWBC-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.650989985418967

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
4.199671841333333

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6523243808879124

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.36809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035704
     RDKit          3D
Acorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.6068   -1.3079   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.5333   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777    0.6487   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    1.3261    0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.3444    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.7324    1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199   -1.0421    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -1.7424    1.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.1848    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    2.3652    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    1.7115    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    1.3438   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928    0.0728   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5351   -1.0800   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7971   -2.3981   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7706   -1.2444   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.8809   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -2.0718   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2744   -0.6600   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    1.0782   -1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182    2.1892   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.7030    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.6984    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -0.3333    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    0.5920    2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440    2.0436    2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169    2.8759    2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.1138    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    1.3027    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    2.8251    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.0913   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    2.1298   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    0.1145   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -0.9914   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623   -3.0252   -1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -3.0508   -0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -2.2437   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.6509   -0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -1.0538    0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -2.3159   -0.2151 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  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  7  2  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 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       0.910  -3.085   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.447  -2.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.990   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.450  -1.897   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6   12                                                       
CONECT    6    5   13                                                       
CONECT    7    8   11                                                       
CONECT    8    7   15                                                       
CONECT    9   14   15                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    7   14                                                  
CONECT   12    4    5   15                                                  
CONECT   13    6   10   15                                                  
CONECT   14    9   11   16                                                  
CONECT   15    8    9   12   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035704
HETATM    1  C1  UNL     1       3.607  -1.308  -1.266  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.624  -0.533  -0.439  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.178   0.649  -0.824  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.207   1.326   0.072  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.075   0.344   0.464  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.736  -0.732   1.233  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.120  -1.042   0.816  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.856  -1.742   1.545  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.855   1.185   1.325  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.143   2.365   1.945  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.936   1.712   0.441  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.519   1.344  -0.930  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.693   0.073  -0.730  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.535  -1.080  -0.966  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.797  -2.398  -0.935  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.771  -1.244  -0.137  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.225  -1.881  -0.542  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.077  -2.072  -1.880  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.274  -0.660  -1.837  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.526   1.078  -1.761  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.818   2.189  -0.484  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.725   1.703   0.966  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.198  -1.698   1.289  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.876  -0.333   2.299  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.245   0.592   2.194  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.644   2.044   2.662  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.917   2.876   2.583  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.189   3.114   1.220  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.940   1.303   0.678  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.024   2.825   0.500  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.378   1.091  -1.605  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.960   2.130  -1.469  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.028   0.115  -1.631  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.925  -0.991  -2.030  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.062  -3.025  -1.849  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.128  -3.051  -0.099  1.00  0.00           H  
HETATM   37  H21 UNL     1       0.277  -2.244  -1.023  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.634  -0.651  -0.504  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.670  -1.054   0.923  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.129  -2.316  -0.215  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    7
CONECT    3    4   20
CONECT    4    5   21   22
CONECT    5    6    9   13
CONECT    6    7   23   24
CONECT    7    8    8
CONECT    9   10   11   25
CONECT   10   26   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33
CONECT   14   15   16   34
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0035704
     RDKit          3D
Acorenone
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.6068   -1.3079   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.5333   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777    0.6487   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    1.3261    0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.3444    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.7324    1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1199   -1.0421    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -1.7424    1.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.1848    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    2.3652    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    1.7115    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    1.3438   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928    0.0728   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5351   -1.0800   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7971   -2.3981   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7706   -1.2444   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.8809   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770   -2.0718   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2744   -0.6600   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    1.0782   -1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182    2.1892   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.7030    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.6984    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -0.3333    2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    0.5920    2.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440    2.0436    2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169    2.8759    2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    3.1138    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    1.3027    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242    2.8251    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.0913   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    2.1298   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    0.1145   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9249   -0.9914   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623   -3.0252   -1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -3.0508   -0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -2.2437   -1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.6509   -0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699   -1.0538    0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -2.3159   -0.2151 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  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  7  2  1  0
 13  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

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

Traditional Name

1-isopropyl-4,8-dimethylspiro[4.5]dec-8-en-7-one

CAS Registry Number

5956-05-8

SMILES

CC(C)C1CCC(C)C11CC=C(C)C(=O)C1

InChI Identifier

InChI=1S/C15H24O/c1-10(2)13-6-5-12(4)15(13)8-7-11(3)14(16)9-15/h7,10,12-13H,5-6,8-9H2,1-4H3

InChI Key

HBTHUBMUAHAWBC-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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035704)

Source

Endogenous

Endogenous (HMDB: HMDB0035704)

Plant

Plant (HMDB: HMDB0035704)

Exogenous

Food

Food (HMDB: HMDB0035704)

Vegetable

Root vegetable

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0035704)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035704)

Role

Biological role

Energy source (HMDB: HMDB0035704)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035704)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	292.00 to 293.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.630 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0088 g/L	ALOGPS
logP	4.5	ALOGPS
logP	4.2	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.37 m³·mol⁻¹	ChemAxon
Polarizability	26.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.48	31661259
DarkChem	[M-H]-	147.845	31661259
DeepCCS	[M-2H]-	189.67	30932474
DeepCCS	[M+Na]+	164.769	30932474
AllCCS	[M+H]+	151.6	32859911
AllCCS	[M+H-H2O]+	147.7	32859911
AllCCS	[M+NH4]+	155.2	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.72 minutes	32390414
Predicted by Siyang on May 30, 2022	18.2535 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2483.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	590.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	222.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	311.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	426.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	737.3 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	786.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1438.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	520.1 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	1478.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	367.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	520.1 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acorenone	CC(C)C1CCC(C)C11CC=C(C)C(=O)C1	2114.0	Standard polar	33892256
Acorenone	CC(C)C1CCC(C)C11CC=C(C)C(=O)C1	1730.1	Standard non polar	33892256
Acorenone	CC(C)C1CCC(C)C11CC=C(C)C(=O)C1	1681.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acorenone,1TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CCC2C(C)C	1873.6	Semi standard non polar	33892256
Acorenone,1TMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C)C(C)CCC2C(C)C	1755.5	Standard non polar	33892256
Acorenone,1TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CCC2C(C)C	2087.0	Semi standard non polar	33892256
Acorenone,1TBDMS,isomer #1	CC1=CCC2(C=C1O[Si](C)(C)C(C)(C)C)C(C)CCC2C(C)C	1964.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Acorenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-7930000000-fcb581b526b1ec4db5fb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acorenone 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 - Acorenone 10V, Positive-QTOF	splash10-00di-0390000000-36c19a22d3bd1e054f5d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 20V, Positive-QTOF	splash10-00di-0930000000-40fb4fed57a23467c4e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 40V, Positive-QTOF	splash10-0zfr-8900000000-86f019abd13b475d7e38	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 10V, Negative-QTOF	splash10-014i-0090000000-7e57e95a9b0dcffa596a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 20V, Negative-QTOF	splash10-014i-0190000000-be6daf53596f22ada4cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 40V, Negative-QTOF	splash10-0udi-4940000000-a0205943ae7602fe49d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 10V, Positive-QTOF	splash10-00di-0290000000-3aa8a2d5410129cab629	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 20V, Positive-QTOF	splash10-05xr-7940000000-6bb9d8bf18117f1b094d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 40V, Positive-QTOF	splash10-054o-9300000000-edf42e7eb4a2da486c2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acorenone 40V, Negative-QTOF	splash10-016r-0960000000-c6baca8313a56e39b0d4	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014426

KNApSAcK ID

C00054955

Chemspider ID

498199

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

573024

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1565001

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 Acorenone (HMDB0035704)

MOL for HMDB0035704 (Acorenone)

3D MOL for HMDB0035704 (Acorenone)

3D SDF for HMDB0035704 (Acorenone)

3D-SDF for HMDB0035704 (Acorenone)

PDB for HMDB0035704 (Acorenone)

3D PDB for HMDB0035704 (Acorenone)

SMILES for HMDB0035704 (Acorenone)

INCHI for HMDB0035704 (Acorenone)

Structure for HMDB0035704 (Acorenone)

3D Structure for HMDB0035704 (Acorenone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra