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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:37:46 UTC

Update Date

2022-03-07 02:56:50 UTC

HMDB ID

HMDB0040997

Secondary Accession Numbers

HMDB40997

Metabolite Identification

Common Name

15,5-Farnesanolide

Description

15,5-Farnesanolide belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 15,5-Farnesanolide has been detected, but not quantified in, fruits. This could make 15,5-farnesanolide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 15,5-Farnesanolide.

Structure

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

HMDB0040997
     RDKit          3D
15,5-Farnesanolide
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.0148   -0.1720   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895   -0.6622   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5290   -0.2374   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867   -0.7047    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    0.2742    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -0.3395    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    0.5834    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817    1.8562    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.0943    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5908   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169   -1.3068   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884   -0.6066   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8512   -0.1320    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8229    0.5671   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240    1.4326    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    1.2320   -0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0591    2.1580   -1.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    0.3089    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186    0.5010   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -1.0362   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076   -0.3162   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8965   -1.7670   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -0.6418   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.7388    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100   -0.5549    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438    0.5681    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489   -1.2510    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -0.6346   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555    0.8264    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.5538    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    2.3824    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986    1.7282   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5224    0.6598    1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594   -0.9088    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258   -1.3160   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2554   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -1.7064   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2912   -2.2688   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4092   -1.3375   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8203    0.9790    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6858    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9528   -0.3515    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.8032   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080    0.2782   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2282    1.4136   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
M  END


  Mrv0541 05061312182D          

 17 17  0  0  0  0            999 V2000
    4.3536    5.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    5.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    5.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687    4.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962    3.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0482    4.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357    5.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    6.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    5.1537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  4  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040997

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1CC(CC(C)CCCC(C)C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O2/c1-5-13-10-14(17-15(13)16)9-12(4)8-6-7-11(2)3/h11-14H,5-10H2,1-4H3

> <INCHI_KEY>
ULLOYADYWAAQIV-UHFFFAOYSA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.3816

> <EXACT_MASS>
240.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.98504657305103

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2,6-dimethylheptyl)-3-ethyloxolan-2-one

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
4.873085186333332

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.08140111418444

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
70.5286

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(2,6-dimethylheptyl)-3-ethyloxolan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040997
     RDKit          3D
15,5-Farnesanolide
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.0148   -0.1720   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895   -0.6622   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5290   -0.2374   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867   -0.7047    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    0.2742    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -0.3395    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    0.5834    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817    1.8562    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.0943    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5908   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169   -1.3068   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884   -0.6066   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8512   -0.1320    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8229    0.5671   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240    1.4326    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    1.2320   -0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0591    2.1580   -1.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    0.3089    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186    0.5010   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -1.0362   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076   -0.3162   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8965   -1.7670   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -0.6418   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.7388    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100   -0.5549    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438    0.5681    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489   -1.2510    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -0.6346   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555    0.8264    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.5538    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    2.3824    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986    1.7282   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5224    0.6598    1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594   -0.9088    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258   -1.3160   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2554   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -1.7064   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2912   -2.2688   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4092   -1.3375   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8203    0.9790    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6858    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9528   -0.3515    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.8032   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080    0.2782   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2282    1.4136   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 14 45  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       8.127   9.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.083   7.319   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.749   9.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.585   9.629   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.222   8.446   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.082   8.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.416   7.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.748   7.319   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.919   7.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.660   7.462   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.749   8.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.585   8.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.690   8.607   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.253   8.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.920   9.940   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.546  11.347   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.414   9.620   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    1   13                                                       
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9   12   14                                                       
CONECT   10   13   14                                                       
CONECT   11    2    3    7                                                  
CONECT   12    4    8    9                                                  
CONECT   13    5   10   15                                                  
CONECT   14    9   10   17                                                  
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0040997
HETATM    1  C1  UNL     1       6.015  -0.172  -0.469  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.890  -0.662  -1.309  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.529  -0.237  -0.844  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.187  -0.705   0.541  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.097   0.274   0.929  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.738  -0.339   0.626  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.383   0.583   0.990  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.282   1.856   0.224  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.737  -0.094   0.890  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.037  -0.591  -0.471  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.317  -1.307  -0.687  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.588  -0.607  -0.418  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.851  -0.132   0.961  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.823   0.567  -1.360  1.00  0.00           C  
HETATM   15  O1  UNL     1       2.324   1.433   0.147  1.00  0.00           O  
HETATM   16  C15 UNL     1       3.394   1.232  -0.717  1.00  0.00           C  
HETATM   17  O2  UNL     1       4.059   2.158  -1.241  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.671   0.309   0.472  1.00  0.00           H  
HETATM   19  H2  UNL     1       6.719   0.501  -1.032  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.636  -1.036  -0.160  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.008  -0.316  -2.353  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.897  -1.767  -1.344  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.787  -0.642  -1.540  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.791  -1.739   0.563  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.010  -0.555   1.276  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.144   0.568   1.976  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.649  -1.251   1.253  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.658  -0.635  -0.440  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.256   0.826   2.084  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.375   2.554   0.784  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.264   2.382   0.126  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.199   1.728  -0.780  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.522   0.660   1.163  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.759  -0.909   1.633  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.226  -1.316  -0.799  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.891   0.255  -1.216  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.381  -1.706  -1.751  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.291  -2.269  -0.078  1.00  0.00           H  
HETATM   39  H22 UNL     1      -5.409  -1.337  -0.698  1.00  0.00           H  
HETATM   40  H23 UNL     1      -4.820   0.979   1.100  1.00  0.00           H  
HETATM   41  H24 UNL     1      -4.330  -0.686   1.759  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.953  -0.351   1.184  1.00  0.00           H  
HETATM   43  H26 UNL     1      -5.919   0.803  -1.288  1.00  0.00           H  
HETATM   44  H27 UNL     1      -4.508   0.278  -2.364  1.00  0.00           H  
HETATM   45  H28 UNL     1      -4.228   1.414  -1.008  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   16   23
CONECT    4    5   24   25
CONECT    5    6   15   26
CONECT    6    7   27   28
CONECT    7    8    9   29
CONECT    8   30   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   14   39
CONECT   13   40   41   42
CONECT   14   43   44   45
CONECT   15   16
CONECT   16   17   17
END

HMDB0040997
     RDKit          3D
15,5-Farnesanolide
 45 45  0  0  0  0  0  0  0  0999 V2000
    6.0148   -0.1720   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895   -0.6622   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5290   -0.2374   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867   -0.7047    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    0.2742    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -0.3395    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    0.5834    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817    1.8562    0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.0943    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.5908   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169   -1.3068   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884   -0.6066   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8512   -0.1320    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8229    0.5671   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240    1.4326    0.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    1.2320   -0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0591    2.1580   -1.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6712    0.3089    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186    0.5010   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -1.0362   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076   -0.3162   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8965   -1.7670   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -0.6418   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.7388    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100   -0.5549    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438    0.5681    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489   -1.2510    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -0.6346   -0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2555    0.8264    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.5538    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    2.3824    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986    1.7282   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5224    0.6598    1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594   -0.9088    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2258   -1.3160   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.2554   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -1.7064   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2912   -2.2688   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4092   -1.3375   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8203    0.9790    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6858    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9528   -0.3515    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    0.8032   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5080    0.2782   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2282    1.4136   -1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(2,6-Dimethylheptyl)-3-ethyl-3,4-dihydro-2(5H)-furanone	HMDB

Chemical Formula

C₁₅H₂₈O₂

Average Molecular Weight

240.3816

Monoisotopic Molecular Weight

240.20893014

IUPAC Name

5-(2,6-dimethylheptyl)-3-ethyloxolan-2-one

Traditional Name

5-(2,6-dimethylheptyl)-3-ethyloxolan-2-one

CAS Registry Number

160775-28-0

SMILES

CCC1CC(CC(C)CCCC(C)C)OC1=O

InChI Identifier

InChI=1S/C15H28O2/c1-5-13-10-14(17-15(13)16)9-12(4)8-6-7-11(2)3/h11-14H,5-10H2,1-4H3

InChI Key

ULLOYADYWAAQIV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040997)

Cellular substructure

Membrane (HMDB: HMDB0040997)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040997)

Source

Exogenous

Food

Food (HMDB: HMDB0040997)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040997)

Not Available

Nutrient (HMDB: HMDB0040997)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040997)

Emulsifier (HMDB: HMDB0040997)

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	2.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	5.54	ALOGPS
logP	4.87	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	70.53 m³·mol⁻¹	ChemAxon
Polarizability	29.99 Å³	ChemAxon
Number of Rings	1	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]+	160.443	31661259
DarkChem	[M-H]-	158.826	31661259
DeepCCS	[M+H]+	158.839	30932474
DeepCCS	[M-H]-	155.012	30932474
DeepCCS	[M-2H]-	192.61	30932474
DeepCCS	[M+Na]+	168.274	30932474
AllCCS	[M+H]+	163.0	32859911
AllCCS	[M+H-H2O]+	159.5	32859911
AllCCS	[M+NH4]+	166.3	32859911
AllCCS	[M+Na]+	167.2	32859911
AllCCS	[M-H]-	168.0	32859911
AllCCS	[M+Na-2H]-	169.1	32859911
AllCCS	[M+HCOO]-	170.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15,5-Farnesanolide	CCC1CC(CC(C)CCCC(C)C)OC1=O	2385.6	Standard polar	33892256
15,5-Farnesanolide	CCC1CC(CC(C)CCCC(C)C)OC1=O	1798.6	Standard non polar	33892256
15,5-Farnesanolide	CCC1CC(CC(C)CCCC(C)C)OC1=O	1807.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15,5-Farnesanolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rf-9710000000-7f74527536b33939a5fc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15,5-Farnesanolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15,5-Farnesanolide 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 - 15,5-Farnesanolide 10V, Positive-QTOF	splash10-0006-1590000000-4af8961f170c3a6815d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 20V, Positive-QTOF	splash10-0pb9-9720000000-5ec127a22ac155623a3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 40V, Positive-QTOF	splash10-0a4i-9100000000-09fb2744c87f68ee96df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 10V, Negative-QTOF	splash10-000i-0290000000-6f152c0d4cee9f45747f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 20V, Negative-QTOF	splash10-000j-1790000000-2f1451f844b12dcb0a66	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 40V, Negative-QTOF	splash10-0a6u-9600000000-eaa3b7d09c8af12b68bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 10V, Positive-QTOF	splash10-0006-6590000000-0f77858c44e6c3bb7e56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 20V, Positive-QTOF	splash10-0a4i-9200000000-fb479f594dccdf689832	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 40V, Positive-QTOF	splash10-052f-9100000000-05351042e78be9ac3376	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 10V, Negative-QTOF	splash10-000i-0090000000-de675520f7b1f27c2caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 20V, Negative-QTOF	splash10-002r-0890000000-59904140d5876390f4b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,5-Farnesanolide 40V, Negative-QTOF	splash10-0bvj-8930000000-345eef77360f4aaba8d0	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020857

KNApSAcK ID

Not Available

Chemspider ID

35015071

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753008

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1888571

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 15,5-Farnesanolide (HMDB0040997)

MOL for HMDB0040997 (15,5-Farnesanolide)

3D MOL for HMDB0040997 (15,5-Farnesanolide)

3D SDF for HMDB0040997 (15,5-Farnesanolide)

3D-SDF for HMDB0040997 (15,5-Farnesanolide)

PDB for HMDB0040997 (15,5-Farnesanolide)

3D PDB for HMDB0040997 (15,5-Farnesanolide)

SMILES for HMDB0040997 (15,5-Farnesanolide)

INCHI for HMDB0040997 (15,5-Farnesanolide)

Structure for HMDB0040997 (15,5-Farnesanolide)

3D Structure for HMDB0040997 (15,5-Farnesanolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra