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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 02:16:07 UTC

Update Date

2021-09-24 02:16:07 UTC

HMDB ID

HMDB0303487

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dihydrocapsenone

Description

Dihydrocapsenone is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Dihydrocapsenone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Dihydrocapsenone can be found in a number of food items such as italian sweet red pepper, red bell pepper, orange bell pepper, and pepper (c. annuum), which makes dihydrocapsenone a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303487
     RDKit          3D
Dihydrocapsenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.7714    0.8425    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -0.0976    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089   -1.5293    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353    0.1912   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    1.6566   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2464    1.9462   -1.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232    1.0913   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7699    1.6294    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    2.5348    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015    1.0257    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278   -0.4484    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834   -0.8038   -0.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -1.0172    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2705   -1.0158    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.3381   -0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603   -1.0953   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041   -0.5687    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295    1.8605    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424    0.5791    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -2.1560    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.5999    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -1.9297   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.0997   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133    2.2269   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    1.8866    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    3.0148   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177    1.9378   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743    1.0989   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532    1.2816    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    1.4568   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534   -0.9459    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283   -1.7467   -0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7034   -2.0858    0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -0.0144    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4455   -1.7279    2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -1.4407    2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -1.4249   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955   -0.3686   -2.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -1.9089   -1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.6655    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6920   -0.2319    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 02241216142D          

 17 18  0  0  0  0            999 V2000
   -0.5900    1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114    0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -0.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6637   -0.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1396   -0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    2.2872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -2.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4016   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 14  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303487

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(O)CC(=O)C2CCC(CC12C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3

> <INCHI_KEY>
SNEXDCBPEIQRSH-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.595886944472205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-decahydronaphthalen-1-one

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.848780992666667

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.767256993538325

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.75591048814719

> <JCHEM_PKA_STRONGEST_BASIC>
-2.903693088792158

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.7082

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-octahydronaphthalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303487
     RDKit          3D
Dihydrocapsenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.7714    0.8425    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -0.0976    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089   -1.5293    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353    0.1912   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    1.6566   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2464    1.9462   -1.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232    1.0913   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7699    1.6294    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    2.5348    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015    1.0257    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278   -0.4484    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834   -0.8038   -0.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -1.0172    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2705   -1.0158    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.3381   -0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603   -1.0953   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041   -0.5687    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295    1.8605    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424    0.5791    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -2.1560    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.5999    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -1.9297   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.0997   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133    2.2269   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    1.8866    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    3.0148   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177    1.9378   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743    1.0989   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532    1.2816    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    1.4568   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534   -0.9459    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283   -1.7467   -0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7034   -2.0858    0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -0.0144    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4455   -1.7279    2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -1.4407    2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -1.4249   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955   -0.3686   -2.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -1.9089   -1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.6655    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6920   -0.2319    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  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      -1.101   3.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.137   2.065   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.377   2.754   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.754   2.065   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.515   1.101   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.137   0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.239  -0.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.239  -1.928   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001  -2.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.377  -1.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.239  -0.275   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.754   0.413   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.994  -0.413   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.515   4.269   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.754  -4.269   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.616  -2.754   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.994  -1.928   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3   12                                                       
CONECT    5    6                                                            
CONECT    6    2    5    7   11                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   12                                                            
CONECT   14    3                                                            
CONECT   15   16                                                            
CONECT   16    8   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0303487
HETATM    1  C1  UNL     1       3.771   0.843   0.932  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.062  -0.098   0.319  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.509  -1.529   0.422  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.835   0.191  -0.475  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.485   1.657  -0.331  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.246   1.946  -1.123  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.923   1.091  -0.795  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.770   1.629   0.292  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.381   2.535   0.987  1.00  0.00           O  
HETATM   10  C9  UNL     1      -3.102   1.026   0.499  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.028  -0.448   0.245  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.583  -0.804  -0.990  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.650  -1.017   0.351  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.271  -1.016   1.829  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.623  -0.338  -0.498  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.560  -1.095  -1.833  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.704  -0.569   0.169  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.430   1.860   0.842  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.642   0.579   1.488  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.752  -2.156   0.919  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.436  -1.600   1.029  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.792  -1.930  -0.590  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.953  -0.100  -1.538  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.313   2.227  -0.818  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.396   1.887   0.731  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.037   3.015  -0.902  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.518   1.938  -2.199  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.574   1.099  -1.721  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.553   1.282   1.477  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.775   1.457  -0.289  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.653  -0.946   1.017  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.928  -1.747  -0.971  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.703  -2.086   0.056  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.122  -0.014   2.230  1.00  0.00           H  
HETATM   35  H18 UNL     1      -0.445  -1.728   2.041  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.165  -1.441   2.364  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.566  -1.425  -2.142  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.196  -0.369  -2.610  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.178  -1.909  -1.796  1.00  0.00           H  
HETATM   40  H23 UNL     1       0.894  -1.665   0.134  1.00  0.00           H  
HETATM   41  H24 UNL     1       0.692  -0.232   1.247  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    4
CONECT    3   20   21   22
CONECT    4    5   17   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   15   28
CONECT    8    9    9   10
CONECT   10   11   29   30
CONECT   11   12   13   31
CONECT   12   32
CONECT   13   14   15   33
CONECT   14   34   35   36
CONECT   15   16   17
CONECT   16   37   38   39
CONECT   17   40   41
END

HMDB0303487
     RDKit          3D
Dihydrocapsenone
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.7714    0.8425    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -0.0976    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089   -1.5293    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8353    0.1912   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    1.6566   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2464    1.9462   -1.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232    1.0913   -0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7699    1.6294    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    2.5348    0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015    1.0257    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278   -0.4484    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834   -0.8038   -0.9905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -1.0172    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2705   -1.0158    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.3381   -0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603   -1.0953   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041   -0.5687    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295    1.8605    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6424    0.5791    1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517   -2.1560    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.5999    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -1.9297   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -0.0997   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3133    2.2269   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    1.8866    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375    3.0148   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177    1.9378   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743    1.0989   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532    1.2816    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    1.4568   -0.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534   -0.9459    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283   -1.7467   -0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7034   -2.0858    0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218   -0.0144    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4455   -1.7279    2.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653   -1.4407    2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660   -1.4249   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955   -0.3686   -2.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -1.9089   -1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -1.6655    0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6920   -0.2319    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17  4  1  0
 15  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-decahydronaphthalen-1-one

Traditional Name

3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-octahydronaphthalen-1-one

CAS Registry Number

Not Available

SMILES

CC1C(O)CC(=O)C2CCC(CC12C)C(C)=C

InChI Identifier

InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3

InChI Key

SNEXDCBPEIQRSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Eremophilane sesquiterpenoid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.39	ALOGPS
logP	2.85	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.76	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.71 m³·mol⁻¹	ChemAxon
Polarizability	27.6 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
AllCCS	[M+H]+	156.527	32859911
AllCCS	[M+H-H2O]+	152.838	32859911
AllCCS	[M+Na]+	160.941	32859911
AllCCS	[M+NH4]+	159.955	32859911
AllCCS	[M-H]-	162.951	32859911
AllCCS	[M+Na-2H]-	163.418	32859911
AllCCS	[M+HCOO]-	164.043	32859911
DeepCCS	[M-2H]-	187.344	30932474
DeepCCS	[M+Na]+	162.46	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrocapsenone,2TMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C(C)C2(C)C1	2018.7	Semi standard non polar	33892256
Dihydrocapsenone,2TMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C(C)C2(C)C1	2041.0	Standard non polar	33892256
Dihydrocapsenone,2TMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C(C)C2(C)C1	2213.0	Standard polar	33892256
Dihydrocapsenone,2TMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)C(C)C2(C)C1	1992.9	Semi standard non polar	33892256
Dihydrocapsenone,2TMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)C(C)C2(C)C1	1927.3	Standard non polar	33892256
Dihydrocapsenone,2TMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)C(C)C2(C)C1	2193.8	Standard polar	33892256
Dihydrocapsenone,2TBDMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2503.7	Semi standard non polar	33892256
Dihydrocapsenone,2TBDMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2544.5	Standard non polar	33892256
Dihydrocapsenone,2TBDMS,isomer #1	C=C(C)C1CCC2=C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2477.6	Standard polar	33892256
Dihydrocapsenone,2TBDMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2478.5	Semi standard non polar	33892256
Dihydrocapsenone,2TBDMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2251.4	Standard non polar	33892256
Dihydrocapsenone,2TBDMS,isomer #2	C=C(C)C1CCC2C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)C(C)C2(C)C1	2448.1	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 10V, Positive-QTOF	splash10-014r-0190000000-28ffa9be11f08869a50e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 20V, Positive-QTOF	splash10-0170-3970000000-b11f4051da2f7ce8fc18	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 40V, Positive-QTOF	splash10-014i-9500000000-b1d388c3c115ca0d2f65	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 10V, Negative-QTOF	splash10-000i-0090000000-9b23ae9f04e0595b24ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 20V, Negative-QTOF	splash10-000i-0190000000-46094392f8a4c89d58dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 40V, Negative-QTOF	splash10-02t9-1960000000-f4f76992501c517655fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 10V, Positive-QTOF	splash10-002r-0960000000-fb69302ae279995cba53	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 20V, Positive-QTOF	splash10-00n0-1930000000-10a9d1916236c2eace68	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 40V, Positive-QTOF	splash10-014l-9410000000-02c99d550aa8d9f2fbcd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 20V, Negative-QTOF	splash10-000i-0190000000-6aba8a22c99fdb39b61b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsenone 40V, Negative-QTOF	splash10-015i-0950000000-66e11945a2245daee590	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB014612

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Dihydrocapsenone (HMDB0303487)

MOL for HMDB0303487 (Dihydrocapsenone)

3D MOL for HMDB0303487 (Dihydrocapsenone)

3D SDF for HMDB0303487 (Dihydrocapsenone)

3D-SDF for HMDB0303487 (Dihydrocapsenone)

PDB for HMDB0303487 (Dihydrocapsenone)

3D PDB for HMDB0303487 (Dihydrocapsenone)

SMILES for HMDB0303487 (Dihydrocapsenone)

INCHI for HMDB0303487 (Dihydrocapsenone)

Structure for HMDB0303487 (Dihydrocapsenone)

3D Structure for HMDB0303487 (Dihydrocapsenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra