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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:56:25 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036766

Secondary Accession Numbers

HMDB36766

Metabolite Identification

Common Name

Furanogermenone

Description

Furanogermenone belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a small amount of articles have been published on Furanogermenone.

Structure

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

HMDB0036766
     RDKit          3D
Furanogermenone
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.6759    3.5024    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    2.0839    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081    1.6409    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    0.1957    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -0.5420   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -1.7328   -0.4623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5121   -2.5310    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065   -1.5046   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -1.3672   -2.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -1.4206   -0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -0.1879   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    0.0298   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1434   -1.0153   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217    1.3730   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    1.9923   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    1.1091   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.0964    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    3.9289   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.6145    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3345    4.0599    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.4323    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156    0.1704    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.2829    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6126   -1.0571   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504    0.0211   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -2.4659   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629   -2.0402    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.9530    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096   -3.4400    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -2.2607   -0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -1.6045    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1332   -1.2498   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8620   -1.9387   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1302   -0.6642   -0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.8748   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.2641    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5779    0.8688   -0.8651 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
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 16 11  2  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
  5 24  1  0
  5 25  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
M  END


  Mrv0541 01101310082D          

 17 18  0  0  0  0            999 V2000
   -3.6536    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -0.9134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9391   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    0.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9391    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706   -1.5405    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  8  1  0  0  0  0
  8 11  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9 13  1  0  0  0  0
 10 11  2  0  0  0  0
  4 14  1  1  0  0  0
  5 15  2  0  0  0  0
  6 16  1  0  0  0  0
 12 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036766

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1CCC=C(C)CC2=C(CC1=O)C(C)=CO2

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-10-5-4-6-11(2)14(16)8-13-12(3)9-17-15(13)7-10/h5,9,11H,4,6-8H2,1-3H3/b10-5-/t11-/m0/s1

> <INCHI_KEY>
ZLESWHXADLWJPV-VQNWOSHQSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.23179778521162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-3,6,10-trimethyl-4H,5H,6H,7H,8H,11H-cyclodeca[b]furan-5-one

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
3.8667434233333333

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.677329884524571

> <JCHEM_PKA_STRONGEST_BASIC>
-2.653214918883815

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
70.1448

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-3,6,10-trimethyl-4H,6H,7H,8H,11H-cyclodeca[b]furan-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036766
     RDKit          3D
Furanogermenone
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.6759    3.5024    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    2.0839    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081    1.6409    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    0.1957    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -0.5420   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -1.7328   -0.4623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5121   -2.5310    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065   -1.5046   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -1.3672   -2.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -1.4206   -0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -0.1879   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    0.0298   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1434   -1.0153   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217    1.3730   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    1.9923   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    1.1091   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.0964    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    3.9289   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.6145    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3345    4.0599    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.4323    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156    0.1704    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.2829    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6126   -1.0571   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504    0.0211   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -2.4659   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629   -2.0402    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.9530    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096   -3.4400    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -2.2607   -0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -1.6045    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1332   -1.2498   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8620   -1.9387   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1302   -0.6642   -0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.8748   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.2641    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5779    0.8688   -0.8651 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
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 16 11  2  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
  5 24  1  0
  5 25  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
M  END

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0      -6.820   1.375   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.154   0.605   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.154  -0.935   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.820  -1.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.486  -0.935   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.486   0.605   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.153   1.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.153  -1.705   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.354   1.081   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.819   0.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.819  -0.935   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.354  -1.411   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.449  -0.165   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.820  -3.245   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.486  -2.475   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.486   2.145   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.878  -2.876   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    8   15                                                  
CONECT    6    1    7   16                                                  
CONECT    7    6   10                                                       
CONECT    8    5   11                                                       
CONECT    9   10   13                                                       
CONECT   10    7    9   11                                                  
CONECT   11    8   12   10                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12    9                                                       
CONECT   14    4                                                            
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0036766
HETATM    1  C1  UNL     1      -0.676   3.502   0.688  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.005   2.084   0.625  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.208   1.641   1.006  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.594   0.196   0.963  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.568  -0.542  -0.301  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.671  -1.733  -0.462  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.512  -2.531   0.806  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.306  -1.505  -1.007  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.220  -1.367  -2.245  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.960  -1.421  -0.294  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.772  -0.188  -0.401  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.133   0.030  -0.695  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.143  -1.015  -1.019  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.322   1.373  -0.620  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.222   1.992  -0.313  1.00  0.00           O  
HETATM   16  C14 UNL     1       1.264   1.109  -0.172  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.124   1.096   0.141  1.00  0.00           C  
HETATM   18  H1  UNL     1      -0.786   3.929  -0.347  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.400   3.615   0.994  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.334   4.060   1.391  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.906   2.432   1.356  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.616   0.170   1.463  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.973  -0.283   1.780  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.613  -1.057  -0.340  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.650   0.021  -1.243  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.140  -2.466  -1.190  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.963  -2.040   1.602  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.490  -2.953   1.167  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.910  -3.440   0.517  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.598  -2.261  -0.644  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.861  -1.604   0.810  1.00  0.00           H  
HETATM   32  H15 UNL     1       4.133  -1.250  -2.118  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.862  -1.939  -0.445  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.130  -0.664  -0.691  1.00  0.00           H  
HETATM   35  H18 UNL     1       4.264   1.875  -0.792  1.00  0.00           H  
HETATM   36  H19 UNL     1      -0.221   0.264   0.895  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.578   0.869  -0.865  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   17
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    8   26
CONECT    7   27   28   29
CONECT    8    9    9   10
CONECT   10   11   30   31
CONECT   11   12   16   16
CONECT   12   13   14   14
CONECT   13   32   33   34
CONECT   14   15   35
CONECT   15   16
CONECT   16   17
CONECT   17   36   37
END

HMDB0036766
     RDKit          3D
Furanogermenone
 37 38  0  0  0  0  0  0  0  0999 V2000
   -0.6759    3.5024    0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    2.0839    0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081    1.6409    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    0.1957    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -0.5420   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -1.7328   -0.4623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5121   -2.5310    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3065   -1.5046   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -1.3672   -2.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9604   -1.4206   -0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -0.1879   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    0.0298   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1434   -1.0153   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217    1.3730   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    1.9923   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    1.1091   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.0964    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    3.9289   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.6145    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3345    4.0599    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.4323    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156    0.1704    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.2829    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6126   -1.0571   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504    0.0211   -1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -2.4659   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629   -2.0402    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.9530    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096   -3.4400    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -2.2607   -0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -1.6045    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1332   -1.2498   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8620   -1.9387   -0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1302   -0.6642   -0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.8748   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2212    0.2641    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5779    0.8688   -0.8651 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
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 16 11  2  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
  5 24  1  0
  5 25  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

(6S)-3,6,10-trimethyl-4H,5H,6H,7H,8H,11H-cyclodeca[b]furan-5-one

Traditional Name

(6S)-3,6,10-trimethyl-4H,6H,7H,8H,11H-cyclodeca[b]furan-5-one

CAS Registry Number

81678-18-4

SMILES

C[C@H]1CCC=C(C)CC2=C(CC1=O)C(C)=CO2

InChI Identifier

InChI=1S/C15H20O2/c1-10-5-4-6-11(2)14(16)8-13-12(3)9-17-15(13)7-10/h5,9,11H,4,6-8H2,1-3H3/b10-5-/t11-/m0/s1

InChI Key

ZLESWHXADLWJPV-VQNWOSHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Heteroaromatic compound
Furan
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

germacrane sesquiterpenoid (CHEBI:81126 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036766)
Cell membrane (HMDB: HMDB0036766)

Cellular substructure

Extracellular (HMDB: HMDB0036766)
Membrane (HMDB: HMDB0036766)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036766)

Source

Endogenous

Endogenous (HMDB: HMDB0036766)

Plant

Plant (HMDB: HMDB0036766)

Animal

Animal (HMDB: HMDB0036766)

Exogenous

Food

Food (HMDB: HMDB0036766)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036766)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036766)

Cellular process

Cell signaling (HMDB: HMDB0036766)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036766)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036766)

Nutrient

Nutrient (HMDB: HMDB0036766)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036766)

Emulsifier (HMDB: HMDB0036766)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	46.5 - 47.5 °C	Not Available
Boiling Point	331.10 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	13.71 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.710 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.87	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.68	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.14 m³·mol⁻¹	ChemAxon
Polarizability	26.23 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]+	154.258	31661259
DarkChem	[M-H]-	150.139	31661259
DeepCCS	[M+H]+	161.331	30932474
DeepCCS	[M-H]-	158.973	30932474
DeepCCS	[M-2H]-	191.997	30932474
DeepCCS	[M+Na]+	167.424	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.6	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	160.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Furanogermenone	C[C@H]1CCC=C(C)CC2=C(CC1=O)C(C)=CO2	2339.2	Standard polar	33892256
Furanogermenone	C[C@H]1CCC=C(C)CC2=C(CC1=O)C(C)=CO2	1796.9	Standard non polar	33892256
Furanogermenone	C[C@H]1CCC=C(C)CC2=C(CC1=O)C(C)=CO2	1722.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Furanogermenone,1TMS,isomer #1	CC1=CCCC(C)=C(O[Si](C)(C)C)CC2=C(C1)OC=C2C	2058.2	Semi standard non polar	33892256
Furanogermenone,1TMS,isomer #1	CC1=CCCC(C)=C(O[Si](C)(C)C)CC2=C(C1)OC=C2C	1934.5	Standard non polar	33892256
Furanogermenone,1TMS,isomer #2	CC1=CCC[C@H](C)C(O[Si](C)(C)C)=CC2=C(C1)OC=C2C	2033.6	Semi standard non polar	33892256
Furanogermenone,1TMS,isomer #2	CC1=CCC[C@H](C)C(O[Si](C)(C)C)=CC2=C(C1)OC=C2C	1870.8	Standard non polar	33892256
Furanogermenone,1TBDMS,isomer #1	CC1=CCCC(C)=C(O[Si](C)(C)C(C)(C)C)CC2=C(C1)OC=C2C	2277.9	Semi standard non polar	33892256
Furanogermenone,1TBDMS,isomer #1	CC1=CCCC(C)=C(O[Si](C)(C)C(C)(C)C)CC2=C(C1)OC=C2C	2137.9	Standard non polar	33892256
Furanogermenone,1TBDMS,isomer #2	CC1=CCC[C@H](C)C(O[Si](C)(C)C(C)(C)C)=CC2=C(C1)OC=C2C	2251.6	Semi standard non polar	33892256
Furanogermenone,1TBDMS,isomer #2	CC1=CCC[C@H](C)C(O[Si](C)(C)C(C)(C)C)=CC2=C(C1)OC=C2C	2032.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Furanogermenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-2090000000-581cd0a3c25602eb277d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furanogermenone 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 - Furanogermenone 10V, Positive-QTOF	splash10-001i-0090000000-d266bf99809cb106332e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 20V, Positive-QTOF	splash10-00lr-5890000000-0290f4a198a0083992fe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 40V, Positive-QTOF	splash10-0gbc-9200000000-2c871b0fc5f0248d6dff	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 10V, Negative-QTOF	splash10-001i-0090000000-96d22d99666e7c85dcdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 20V, Negative-QTOF	splash10-001i-0190000000-557d5f49e8c585e2f352	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 40V, Negative-QTOF	splash10-0aou-9430000000-a51d9664f17a153b7823	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 10V, Positive-QTOF	splash10-00lr-0090000000-b8e79af894da5103adaa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 20V, Positive-QTOF	splash10-0159-0090000000-83d338f151b31664faba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 40V, Positive-QTOF	splash10-0729-0910000000-49f19fe8e8036a67a80f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 10V, Negative-QTOF	splash10-001i-0090000000-403b175a8d75af9b9dc4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 20V, Negative-QTOF	splash10-001i-0090000000-430e87eb066cac8d68c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanogermenone 40V, Negative-QTOF	splash10-004i-0490000000-89b4e879faa1af614189	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439596

PDB ID

Not Available

ChEBI ID

81126

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1567051

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 Furanogermenone (HMDB0036766)

MOL for HMDB0036766 (Furanogermenone)

3D MOL for HMDB0036766 (Furanogermenone)

3D SDF for HMDB0036766 (Furanogermenone)

3D-SDF for HMDB0036766 (Furanogermenone)

PDB for HMDB0036766 (Furanogermenone)

3D PDB for HMDB0036766 (Furanogermenone)

SMILES for HMDB0036766 (Furanogermenone)

INCHI for HMDB0036766 (Furanogermenone)

Structure for HMDB0036766 (Furanogermenone)

3D Structure for HMDB0036766 (Furanogermenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra