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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:48:56 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035793

Secondary Accession Numbers

HMDB35793

Metabolite Identification

Common Name

Fukinone

Description

Fukinone 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. Based on a literature review a significant number of articles have been published on Fukinone.

Structure

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

HMDB0035793
     RDKit          3D
Fukinone
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.7373   -0.8008    1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.9725    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.3982   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   -0.7619    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.9546   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472   -0.3299   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6229   -1.3814    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    0.1221   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    1.2769   -2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791    0.5306   -1.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    1.5087   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    1.8662    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.8801    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960    0.3783    1.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048   -0.3510    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -0.5782    2.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5795   -1.6248    2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    0.1833    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -0.8533    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.1282   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443   -1.8291   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3823   -0.4725   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.0398   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.4899   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431   -2.0283   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -0.9916    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9901   -2.0930    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354   -0.7324   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    2.2221   -2.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3260    1.5154   -1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    1.0453   -3.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.3920   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050    0.9417   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.1267    0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831    2.4429   -0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.1362    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    2.8235    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    1.3399    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745   -0.3648    2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677    1.2283    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
M  END

  Mrv0541 05061308432D          

 16 17  0  0  0  0            999 V2000
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  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  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035793

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCC2CC(=O)C(CC12C)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(2)13-9-15(4)11(3)6-5-7-12(15)8-14(13)16/h11-12H,5-9H2,1-4H3

> <INCHI_KEY>
HMLGXKHWABZSIS-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.86226749136575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4a,5-dimethyl-3-(propan-2-ylidene)-decahydronaphthalen-2-one

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
4.156014016666667

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.482759299033562

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.1015

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4a,5-dimethyl-3-(propan-2-ylidene)-hexahydro-1H-naphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035793
     RDKit          3D
Fukinone
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.7373   -0.8008    1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.9725    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.3982   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   -0.7619    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.9546   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472   -0.3299   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6229   -1.3814    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    0.1221   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    1.2769   -2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791    0.5306   -1.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    1.5087   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    1.8662    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.8801    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960    0.3783    1.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048   -0.3510    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -0.5782    2.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5795   -1.6248    2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    0.1833    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -0.8533    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.1282   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443   -1.8291   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3823   -0.4725   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.0398   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.4899   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431   -2.0283   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -0.9916    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9901   -2.0930    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354   -0.7324   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    2.2221   -2.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3260    1.5154   -1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    1.0453   -3.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.3920   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050    0.9417   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.1267    0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831    2.4429   -0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.1362    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    2.8235    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    1.3399    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745   -0.3648    2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677    1.2283    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 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       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    6   15                                                  
CONECT   12    7    8   15                                                  
CONECT   13    9   10   14                                                  
CONECT   14    8   13   16                                                  
CONECT   15    4    9   11   12                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035793
HETATM    1  C1  UNL     1      -3.737  -0.801   1.561  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.787  -0.972   0.432  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.333  -1.398  -0.897  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.502  -0.762   0.575  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.619  -0.955  -0.600  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.747  -0.330  -0.370  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.623  -1.381   0.249  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.361   0.122  -1.672  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.661   1.277  -2.301  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.779   0.531  -1.342  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.894   1.509  -0.239  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.641   1.866   0.481  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.557   0.880   0.496  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.296   0.378   1.907  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.005  -0.351   1.878  1.00  0.00           C  
HETATM   16  O1  UNL     1      -1.608  -0.578   2.956  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.579  -1.625   2.274  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.622   0.183   2.058  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.766  -0.853   1.198  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.671  -2.128  -1.372  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.344  -1.829  -0.766  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.382  -0.473  -1.522  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.536  -2.040  -0.820  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.121  -0.490  -1.471  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.043  -2.028  -0.570  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.470  -0.992   0.817  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.990  -2.093   0.854  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.435  -0.732  -2.377  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.277   2.222  -2.299  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.326   1.515  -1.858  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.469   1.045  -3.370  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.368  -0.392  -1.115  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.205   0.942  -2.297  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.639   1.127   0.496  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.383   2.443  -0.649  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.918   2.136   1.544  1.00  0.00           H  
HETATM   37  H21 UNL     1       1.264   2.824   0.049  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.425   1.340   0.172  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.075  -0.365   2.228  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.268   1.228   2.636  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   15
CONECT    5    6   23   24
CONECT    6    7    8   13
CONECT    7   25   26   27
CONECT    8    9   10   28
CONECT    9   29   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38
CONECT   14   15   39   40
CONECT   15   16   16
END

HMDB0035793
     RDKit          3D
Fukinone
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.7373   -0.8008    1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.9725    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.3982   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   -0.7619    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.9546   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472   -0.3299   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6229   -1.3814    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    0.1221   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605    1.2769   -2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791    0.5306   -1.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    1.5087   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    1.8662    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.8801    0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960    0.3783    1.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0048   -0.3510    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -0.5782    2.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5795   -1.6248    2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    0.1833    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664   -0.8533    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -2.1282   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443   -1.8291   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3823   -0.4725   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.0398   -0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.4899   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431   -2.0283   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -0.9916    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9901   -2.0930    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354   -0.7324   -2.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    2.2221   -2.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3260    1.5154   -1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    1.0453   -3.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.3920   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050    0.9417   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393    1.1267    0.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831    2.4429   -0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182    2.1362    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    2.8235    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    1.3399    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745   -0.3648    2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677    1.2283    2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15  4  1  0
 13  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Eremophil-7(11)-en-8-one	HMDB
2,2'-((3-Methyl-4-(phenylazo)phenyl)imino)bis-ethanol	HMDB
2,2'-((3-Methyl-4-(phenylazo)phenyl)imino)bisethanol	HMDB
Dis. a. 2	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

4a,5-dimethyl-3-(propan-2-ylidene)-decahydronaphthalen-2-one

Traditional Name

4a,5-dimethyl-3-(propan-2-ylidene)-hexahydro-1H-naphthalen-2-one

CAS Registry Number

19593-06-7

SMILES

CC1CCCC2CC(=O)C(CC12C)=C(C)C

InChI Identifier

InChI=1S/C15H24O/c1-10(2)13-9-15(4)11(3)6-5-7-12(15)8-14(13)16/h11-12H,5-9H2,1-4H3

InChI Key

HMLGXKHWABZSIS-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 ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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: HMDB0035793)

Source

Endogenous

Endogenous (HMDB: HMDB0035793)

Plant

Plant (HMDB: HMDB0035793)

Animal

Animal (HMDB: HMDB0035793)

Exogenous

Food

Food (HMDB: HMDB0035793)

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Other vegetable

Giant butterbur (FooDB: FOOD00314)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0035793)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035793)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035793)

Lipid metabolism pathway (HMDB: HMDB0035793)

Cellular process

Cell signaling (HMDB: HMDB0035793)

Biochemical process

Lipid transport (HMDB: HMDB0035793)

Role

Biological role

Energy source (HMDB: HMDB0035793)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035793)

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	0.041 g/L	ALOGPS
logP	4	ALOGPS
logP	4.16	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-4.5	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	0	ChemAxon
Refractivity	68.1 m³·mol⁻¹	ChemAxon
Polarizability	26.86 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]+	154.303	31661259
DarkChem	[M-H]-	149.827	31661259
DeepCCS	[M-2H]-	188.501	30932474
DeepCCS	[M+Na]+	163.588	30932474
AllCCS	[M+H]+	151.7	32859911
AllCCS	[M+H-H2O]+	147.9	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.3	32859911
AllCCS	[M-H]-	161.1	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fukinone	CC1CCCC2CC(=O)C(CC12C)=C(C)C	2257.1	Standard polar	33892256
Fukinone	CC1CCCC2CC(=O)C(CC12C)=C(C)C	1716.5	Standard non polar	33892256
Fukinone	CC1CCCC2CC(=O)C(CC12C)=C(C)C	1778.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fukinone,1TMS,isomer #1	CC(C)=C1CC2(C)C(C)CCCC2C=C1O[Si](C)(C)C	1909.5	Semi standard non polar	33892256
Fukinone,1TMS,isomer #1	CC(C)=C1CC2(C)C(C)CCCC2C=C1O[Si](C)(C)C	1804.1	Standard non polar	33892256
Fukinone,1TBDMS,isomer #1	CC(C)=C1CC2(C)C(C)CCCC2C=C1O[Si](C)(C)C(C)(C)C	2124.4	Semi standard non polar	33892256
Fukinone,1TBDMS,isomer #1	CC(C)=C1CC2(C)C(C)CCCC2C=C1O[Si](C)(C)C(C)(C)C	2003.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fukinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1920000000-3aa1382f2c2b61b639bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fukinone 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 - Fukinone 10V, Positive-QTOF	splash10-00di-0290000000-6f228ceda845f5004ccd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 20V, Positive-QTOF	splash10-00b9-3930000000-1ba392ada6bd9bc29f63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 40V, Positive-QTOF	splash10-066u-9600000000-030196676b3c4ebb0405	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 10V, Negative-QTOF	splash10-014i-0090000000-671d70f640703cb40b23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 20V, Negative-QTOF	splash10-014i-0290000000-df9040ef01c420b3d3aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 40V, Negative-QTOF	splash10-0ug3-3940000000-77a84c2a85d8e83f4df6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 20V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 40V, Negative-QTOF	splash10-014i-1290000000-eb07b8c57aeae29243e6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 10V, Positive-QTOF	splash10-00di-0590000000-1ca7aff479e165a939f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 20V, Positive-QTOF	splash10-05fr-6920000000-6a48c0ebe9dc9e015672	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinone 40V, Positive-QTOF	splash10-00kf-9500000000-e626768efa555c853b8c	2021-09-24	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

FDB014543

KNApSAcK ID

C00017003

Chemspider ID

35014021

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12309917

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Fukinone (HMDB0035793)

MOL for HMDB0035793 (Fukinone)

3D MOL for HMDB0035793 (Fukinone)

3D SDF for HMDB0035793 (Fukinone)

3D-SDF for HMDB0035793 (Fukinone)

PDB for HMDB0035793 (Fukinone)

3D PDB for HMDB0035793 (Fukinone)

SMILES for HMDB0035793 (Fukinone)

INCHI for HMDB0035793 (Fukinone)

Structure for HMDB0035793 (Fukinone)

3D Structure for HMDB0035793 (Fukinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra