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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:20:19 UTC

Update Date

2022-03-07 02:55:37 UTC

HMDB ID

HMDB0038056

Secondary Accession Numbers

HMDB38056

Metabolite Identification

Common Name

delta-Tetradecalactone

Description

delta-Tetradecalactone belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Thus, delta-tetradecalactone is considered to be a fatty ester. delta-Tetradecalactone is a sweet, creamy, and dairy tasting compound. delta-Tetradecalactone has been detected, but not quantified in, several different foods, such as blackberries (Rubus), evergreen blackberries (Rubus laciniatus), fats and oils, and milk and milk products. This could make delta-tetradecalactone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on delta-Tetradecalactone.

Structure

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

HMDB0038056
     RDKit          3D
delta-Tetradecalactone
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.5324    0.6995    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0459   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2507    0.4509   -1.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    0.4517   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4435   -0.9258   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1825   -1.0995    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -0.7259   -0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.6888   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    0.8293   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3585    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796    0.6580   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    0.3836    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1299   -0.4819    1.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670   -1.5270    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402   -2.7447    1.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -1.0744    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    1.7790    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5244    0.3553    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    0.3715    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377   -1.1248   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    0.0424   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4839   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.1872   -2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    1.2399    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2187    0.6926   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -1.4533    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.5239   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -2.2310    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196   -0.6410    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205   -1.0932    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808   -1.3042   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    1.1260   -1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    1.3281    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.3259   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    1.9197   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    0.7801    1.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2515    0.0202   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    1.7006   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850   -0.1065   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    1.3751    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6537    0.1323    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0535   -0.9033    1.7122 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
M  END


  Mrv0541 05061310122D          

 16 16  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038056

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCC1CCCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-10-13-11-9-12-14(15)16-13/h13H,2-12H2,1H3

> <INCHI_KEY>
SKQYTJLYRIFFCO-UHFFFAOYSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.823340421881007

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-nonyloxan-2-one

> <ALOGPS_LOGP>
5.41

> <JCHEM_LOGP>
4.645198045333333

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.041514923717076

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.05890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-nonyloxan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038056
     RDKit          3D
delta-Tetradecalactone
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.5324    0.6995    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0459   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2507    0.4509   -1.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    0.4517   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4435   -0.9258   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1825   -1.0995    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -0.7259   -0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.6888   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    0.8293   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3585    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796    0.6580   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    0.3836    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1299   -0.4819    1.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670   -1.5270    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402   -2.7447    1.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -1.0744    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    1.7790    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5244    0.3553    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    0.3715    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377   -1.1248   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    0.0424   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4839   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.1872   -2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    1.2399    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2187    0.6926   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -1.4533    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.5239   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -2.2310    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196   -0.6410    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205   -1.0932    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808   -1.3042   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    1.1260   -1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    1.3281    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.3259   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    1.9197   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    0.7801    1.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2515    0.0202   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    1.7006   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850   -0.1065   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    1.3751    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6537    0.1323    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0535   -0.9033    1.7122 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      22.673  -5.390   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      21.339  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9   11   12                                                       
CONECT   10    8   13                                                       
CONECT   11    9   13                                                       
CONECT   12    9   14                                                       
CONECT   13   10   11   16                                                  
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0038056
HETATM    1  C1  UNL     1      -5.532   0.699   0.938  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.324  -0.046  -0.338  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.251   0.451  -1.213  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.858   0.452  -0.590  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.443  -0.926  -0.194  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.182  -1.100   0.506  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.132  -0.726  -0.022  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.460   0.689  -0.287  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.855   0.829  -0.825  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.973   0.359   0.016  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.280   0.658  -0.768  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.463   0.384   0.121  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.130  -0.482   1.299  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.167  -1.527   0.864  1.00  0.00           C  
HETATM   15  O1  UNL     1       4.340  -2.745   1.105  1.00  0.00           O  
HETATM   16  O2  UNL     1       3.038  -1.074   0.161  1.00  0.00           O  
HETATM   17  H1  UNL     1      -5.610   1.779   0.834  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.524   0.355   1.358  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.787   0.372   1.704  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.238  -1.125  -0.111  1.00  0.00           H  
HETATM   21  H5  UNL     1      -6.299   0.042  -0.905  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.447   1.484  -1.562  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.188  -0.187  -2.117  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.678   1.240   0.123  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.219   0.693  -1.505  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.294  -1.453   0.338  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.364  -1.524  -1.172  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.104  -2.231   0.750  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.220  -0.641   1.567  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.920  -1.093   0.730  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.381  -1.304  -0.972  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.210   1.126  -1.036  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.349   1.328   0.643  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.900   0.326  -1.826  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.044   1.920  -1.056  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.016   0.780   1.020  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.252   0.020  -1.664  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.201   1.701  -1.084  1.00  0.00           H  
HETATM   39  H23 UNL     1       6.285  -0.106  -0.469  1.00  0.00           H  
HETATM   40  H24 UNL     1       5.879   1.375   0.432  1.00  0.00           H  
HETATM   41  H25 UNL     1       4.654   0.132   2.111  1.00  0.00           H  
HETATM   42  H26 UNL     1       6.053  -0.903   1.712  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   16   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   15   16
END

HMDB0038056
     RDKit          3D
delta-Tetradecalactone
 42 42  0  0  0  0  0  0  0  0999 V2000
   -5.5324    0.6995    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0459   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2507    0.4509   -1.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583    0.4517   -0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4435   -0.9258   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1825   -1.0995    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -0.7259   -0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.6888   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    0.8293   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    0.3585    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796    0.6580   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632    0.3836    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1299   -0.4819    1.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670   -1.5270    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402   -2.7447    1.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -1.0744    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    1.7790    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5244    0.3553    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    0.3715    1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377   -1.1248   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    0.0424   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4839   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.1872   -2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    1.2399    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2187    0.6926   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -1.4533    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.5239   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -2.2310    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196   -0.6410    1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205   -1.0932    0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808   -1.3042   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    1.1260   -1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    1.3281    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.3259   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    1.9197   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    0.7801    1.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2515    0.0202   -1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    1.7006   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850   -0.1065   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795    1.3751    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6537    0.1323    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0535   -0.9033    1.7122 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Δ-tetradecalactone	Generator
5-Hydroxytetradecanoic acid delta-lactone	HMDB
5-Tetradecanolide	HMDB
6-nonyltetrahydro-2H-Pyran-2-one	HMDB
D-Tetradecalactone	HMDB
delta-Tetradecanolide	HMDB
laquo deltaraquo -Nonyl-laquo deltaraquo -valeralactone	HMDB
laquo deltaraquo -Tetradecaiactone	HMDB
laquo deltaraquo -Tetradecalactone	HMDB
tetrahydro-6-Nonyl-2H-pyran-2-one	HMDB
tetrahydro-6-Nonyl-2H-pyran-2-one, 9ci	HMDB
Δ-nonyl-valeralactone	Generator

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

IUPAC Name

6-nonyloxan-2-one

Traditional Name

6-nonyloxan-2-one

CAS Registry Number

2721-22-4

SMILES

CCCCCCCCCC1CCCC(=O)O1

InChI Identifier

InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-10-13-11-9-12-14(15)16-13/h13H,2-12H2,1H3

InChI Key

SKQYTJLYRIFFCO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
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

Lactones (LMFA07040045 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0038056)

Membrane (HMDB: HMDB0038056)
Cell membrane (HMDB: HMDB0038056)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038056)

Source

Exogenous

Food

Food (HMDB: HMDB0038056)

Fruit

Berry

Blackberry (FooDB: FOOD00906)
Evergreen blackberry (FooDB: FOOD00901)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Endogenous

Animal

Animal (HMDB: HMDB0038056)

Not Available

Nutrient (HMDB: HMDB0038056)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0038056)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	14 °C	Not Available
Boiling Point	130.00 to 135.00 °C. @ 5.00 mm Hg	The Good Scents Company Information System
Water Solubility	4.29 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.507 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.41	ALOGPS
logP	4.65	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-7	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	8	ChemAxon
Refractivity	66.06 m³·mol⁻¹	ChemAxon
Polarizability	28.82 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]+	157.53	31661259
DarkChem	[M-H]-	155.26	31661259
DeepCCS	[M+H]+	162.305	30932474
DeepCCS	[M-H]-	158.285	30932474
DeepCCS	[M-2H]-	195.791	30932474
DeepCCS	[M+Na]+	171.42	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.7	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	164.3	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta-Tetradecalactone	CCCCCCCCCC1CCCC(=O)O1	2666.3	Standard polar	33892256
delta-Tetradecalactone	CCCCCCCCCC1CCCC(=O)O1	1792.9	Standard non polar	33892256
delta-Tetradecalactone	CCCCCCCCCC1CCCC(=O)O1	1952.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - delta-Tetradecalactone EI-B (Non-derivatized)	splash10-006y-9100000000-b53603437a251aaca7a3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - delta-Tetradecalactone EI-B (Non-derivatized)	splash10-006y-9100000000-b53603437a251aaca7a3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta-Tetradecalactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ka-9700000000-5fed2efc4a677929a5ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta-Tetradecalactone 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 - delta-Tetradecalactone 10V, Positive-QTOF	splash10-004i-0590000000-fcea1b2538ecec56e99f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 20V, Positive-QTOF	splash10-000i-3910000000-280fdb097a562ebcba21	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 40V, Positive-QTOF	splash10-052f-9300000000-b9f78c83b045d070902f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 10V, Negative-QTOF	splash10-0059-0690000000-50615fd9b9d13aede992	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 20V, Negative-QTOF	splash10-0059-4980000000-a4eab35ae29198d0b1f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 40V, Negative-QTOF	splash10-0006-9200000000-a3e9731bf31e8cabb187	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 10V, Positive-QTOF	splash10-004i-6390000000-c29ac2442410cdfec015	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 20V, Positive-QTOF	splash10-0a4i-9210000000-99fd0c83b22599166701	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 40V, Positive-QTOF	splash10-0a4l-9100000000-b6d79fc0ee3424e9cbb4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 10V, Negative-QTOF	splash10-004i-0090000000-7e001ca2a7ed11da2929	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 20V, Negative-QTOF	splash10-004i-1390000000-ea1cdc6c7fe544c17a92	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Tetradecalactone 40V, Negative-QTOF	splash10-056v-5900000000-0b0af450670063bd7f5c	2021-09-24	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

FDB017267

KNApSAcK ID

Not Available

Chemspider ID

453840

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520296

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1029461

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 delta-Tetradecalactone (HMDB0038056)

MOL for HMDB0038056 (delta-Tetradecalactone)

3D MOL for HMDB0038056 (delta-Tetradecalactone)

3D SDF for HMDB0038056 (delta-Tetradecalactone)

3D-SDF for HMDB0038056 (delta-Tetradecalactone)

PDB for HMDB0038056 (delta-Tetradecalactone)

3D PDB for HMDB0038056 (delta-Tetradecalactone)

SMILES for HMDB0038056 (delta-Tetradecalactone)

INCHI for HMDB0038056 (delta-Tetradecalactone)

Structure for HMDB0038056 (delta-Tetradecalactone)

3D Structure for HMDB0038056 (delta-Tetradecalactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra