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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:59:33 UTC

Update Date

2022-03-07 02:56:36 UTC

HMDB ID

HMDB0040451

Secondary Accession Numbers

HMDB40451

Metabolite Identification

Common Name

Oxacyclotetradecan-2-one

Description

Oxacyclotetradecan-2-one belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Oxacyclotetradecan-2-one has been detected, but not quantified in, a few different foods, such as fats and oils, fruits, and green vegetables. This could make oxacyclotetradecan-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Oxacyclotetradecan-2-one.

Structure

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

HMDB0040451
     RDKit          3D
Oxacyclotetradecan-2-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    1.8258    3.9971   -0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419    3.0296    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    1.6403    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8719    1.2868   -0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.2311   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4779   -1.0499    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4708   -2.1602    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176   -1.5606    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673   -2.4205    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -1.9501   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -0.4943   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049    0.3876    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    1.4727    0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    2.3434   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335    3.2016    0.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    1.1111    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472    1.2600   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    1.4062    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.8098   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -0.4763   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1513   -0.3777   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -1.6163    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1521   -0.4650    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -3.0531    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.4653   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8647   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -0.9812    1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349   -3.4284    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049   -2.6802    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1783   -2.2704    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -2.4955   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -0.4922   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -0.0862   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -0.2787    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    0.8408    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    1.0558    1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5246    2.1666    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.0428   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977    1.8456   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 15  2  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
M  END

  Mrv0541 02241216562D          

 15 15  0  0  0  0            999 V2000
   -2.2273    0.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    1.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818    1.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371    1.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273    0.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549   -0.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040451

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCCCCCCCCCCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O2/c14-13-11-9-7-5-3-1-2-4-6-8-10-12-15-13/h1-12H2

> <INCHI_KEY>
IUDIJIVSWGWJNV-UHFFFAOYSA-N

> <FORMULA>
C13H24O2

> <MOLECULAR_WEIGHT>
212.3285

> <EXACT_MASS>
212.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.65163788991386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-oxacyclotetradecan-2-one

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
4.1506692906666665

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0327278744240385

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.7171

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-oxacyclotetradecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040451
     RDKit          3D
Oxacyclotetradecan-2-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    1.8258    3.9971   -0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419    3.0296    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    1.6403    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8719    1.2868   -0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.2311   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4779   -1.0499    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4708   -2.1602    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176   -1.5606    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673   -2.4205    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -1.9501   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -0.4943   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049    0.3876    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    1.4727    0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    2.3434   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335    3.2016    0.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    1.1111    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472    1.2600   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    1.4062    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.8098   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -0.4763   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1513   -0.3777   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -1.6163    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1521   -0.4650    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -3.0531    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.4653   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8647   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -0.9812    1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349   -3.4284    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049   -2.6802    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1783   -2.2704    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -2.4955   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -0.4922   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -0.0862   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -0.2787    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    0.8408    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    1.0558    1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5246    2.1666    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.0428   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977    1.8456   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 15  2  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -4.158   1.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.617   0.846   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.693   2.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.153   2.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.769   3.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.309   3.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.771   1.616   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.158   1.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.158  -0.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.771  -1.154   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.309  -2.694   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.924  -3.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.461  -2.694   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.769  -1.154   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.156  -0.693   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    2   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0040451
HETATM    1  O1  UNL     1       1.826   3.997  -0.000  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.042   3.030   0.148  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.446   1.640   0.048  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.872   1.287  -0.080  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.899  -0.231  -0.351  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.478  -1.050   0.810  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.471  -2.160   0.465  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.118  -1.561   0.547  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.067  -2.421   0.471  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.221  -1.950  -0.289  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.381  -0.494  -0.599  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.805   0.388   0.509  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.906   1.473   0.944  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.322   2.343  -0.110  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.334   3.202   0.432  1.00  0.00           O  
HETATM   16  H1  UNL     1       1.088   1.111   0.961  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.947   1.260  -0.894  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.413   1.406   0.893  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.438   1.810  -0.843  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.890  -0.476  -0.768  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.151  -0.378  -1.178  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.386  -1.616   1.161  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.152  -0.465   1.680  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.631  -3.053   1.095  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.711  -2.465  -0.576  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.054  -0.865  -0.341  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.075  -0.981   1.514  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.735  -3.428   0.075  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.405  -2.680   1.521  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.178  -2.270   0.208  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.255  -2.496  -1.280  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.256  -0.492  -1.334  1.00  0.00           H  
HETATM   33  H18 UNL     1      -1.567  -0.086  -1.251  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.969  -0.279   1.411  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.833   0.841   0.361  1.00  0.00           H  
HETATM   36  H21 UNL     1      -1.179   1.056   1.668  1.00  0.00           H  
HETATM   37  H22 UNL     1      -2.525   2.167   1.597  1.00  0.00           H  
HETATM   38  H23 UNL     1      -2.149   3.043  -0.444  1.00  0.00           H  
HETATM   39  H24 UNL     1      -0.998   1.846  -1.029  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
END

HMDB0040451
     RDKit          3D
Oxacyclotetradecan-2-one
 39 39  0  0  0  0  0  0  0  0999 V2000
    1.8258    3.9971   -0.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419    3.0296    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    1.6403    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8719    1.2868   -0.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991   -0.2311   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4779   -1.0499    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4708   -2.1602    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176   -1.5606    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0673   -2.4205    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -1.9501   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -0.4943   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049    0.3876    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064    1.4727    0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    2.3434   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335    3.2016    0.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    1.1111    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472    1.2600   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    1.4062    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.8098   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -0.4763   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1513   -0.3777   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -1.6163    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1521   -0.4650    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6308   -3.0531    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.4653   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -0.8647   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -0.9812    1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349   -3.4284    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049   -2.6802    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1783   -2.2704    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -2.4955   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -0.4922   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674   -0.0862   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -0.2787    1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    0.8408    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    1.0558    1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5246    2.1666    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.0428   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977    1.8456   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 15  2  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,13-Tridecanolide	HMDB
1-Oxacyclotetradecan-2-one	HMDB
13-Tridecanolide	HMDB
tridecano-13-Lactone	HMDB
Tridecanoic acid, 13-hydroxy-, .mu.-lactone	HMDB
Tridecanoic acid, 13-hydroxy-, laquo muraquo -lactone	HMDB
Tridecanolactone	HMDB
Tridecanolide	HMDB

Chemical Formula

C₁₃H₂₄O₂

Average Molecular Weight

212.3285

Monoisotopic Molecular Weight

212.177630012

IUPAC Name

1-oxacyclotetradecan-2-one

Traditional Name

1-oxacyclotetradecan-2-one

CAS Registry Number

1725-04-8

SMILES

O=C1CCCCCCCCCCCCO1

InChI Identifier

InChI=1S/C13H24O2/c14-13-11-9-7-5-3-1-2-4-6-8-10-12-15-13/h1-12H2

InChI Key

IUDIJIVSWGWJNV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
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

Cellular substructure

Membrane (HMDB: HMDB0040451)
Cell membrane (HMDB: HMDB0040451)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040451)

Source

Exogenous

Exogenous (HMDB: HMDB0040451)

Food

Food (HMDB: HMDB0040451)

Fruit

Fruits (FooDB: FOOD00871)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0040451)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040451)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	27.5 °C	Not Available
Boiling Point	317.00 to 318.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.45 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.112 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0048 g/L	ALOGPS
logP	4.81	ALOGPS
logP	4.15	ChemAxon
logS	-4.6	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	0	ChemAxon
Refractivity	61.72 m³·mol⁻¹	ChemAxon
Polarizability	25.65 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]+	149.733	31661259
DarkChem	[M-H]-	147.187	31661259
DeepCCS	[M+H]+	156.127	30932474
DeepCCS	[M-H]-	153.256	30932474
DeepCCS	[M-2H]-	189.823	30932474
DeepCCS	[M+Na]+	165.486	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.2	32859911
AllCCS	[M+NH4]+	154.4	32859911
AllCCS	[M+Na]+	155.6	32859911
AllCCS	[M-H]-	157.5	32859911
AllCCS	[M+Na-2H]-	158.2	32859911
AllCCS	[M+HCOO]-	159.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxacyclotetradecan-2-one	O=C1CCCCCCCCCCCCO1	2103.6	Standard polar	33892256
Oxacyclotetradecan-2-one	O=C1CCCCCCCCCCCCO1	1658.0	Standard non polar	33892256
Oxacyclotetradecan-2-one	O=C1CCCCCCCCCCCCO1	1649.8	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 - Oxacyclotetradecan-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0090000000-7276004949edc434f62f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxacyclotetradecan-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxacyclotetradecan-2-one 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 - Oxacyclotetradecan-2-one 10V, Positive-QTOF	splash10-03di-0690000000-466442c3cbfb61c1dcd4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 20V, Positive-QTOF	splash10-03xs-4910000000-920df993895272c3dec7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 40V, Positive-QTOF	splash10-0a4l-9700000000-eed4c95e6eaa95d90c3c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 10V, Negative-QTOF	splash10-03di-0290000000-d61de90ffc7e20922414	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 20V, Negative-QTOF	splash10-03xr-6940000000-153f21955acef4ecf5d8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 40V, Negative-QTOF	splash10-0a4l-8900000000-ddb1421d42606fb8c035	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 10V, Positive-QTOF	splash10-03di-0090000000-dd092a23304b58c05eca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 20V, Positive-QTOF	splash10-03di-0290000000-364040ef9b98207c62a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 40V, Positive-QTOF	splash10-03dm-0960000000-f7994c356ec797a845f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 10V, Negative-QTOF	splash10-03di-0090000000-6219b5b890267ee5413f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 20V, Negative-QTOF	splash10-03di-0090000000-6219b5b890267ee5413f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxacyclotetradecan-2-one 40V, Negative-QTOF	splash10-0a4i-0090000000-d3b480b2b99cdb25385b	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

FDB020204

KNApSAcK ID

C00057140

Chemspider ID

14837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15596

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1627391

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 Oxacyclotetradecan-2-one (HMDB0040451)

MOL for HMDB0040451 (Oxacyclotetradecan-2-one)

3D MOL for HMDB0040451 (Oxacyclotetradecan-2-one)

3D SDF for HMDB0040451 (Oxacyclotetradecan-2-one)

3D-SDF for HMDB0040451 (Oxacyclotetradecan-2-one)

PDB for HMDB0040451 (Oxacyclotetradecan-2-one)

3D PDB for HMDB0040451 (Oxacyclotetradecan-2-one)

SMILES for HMDB0040451 (Oxacyclotetradecan-2-one)

INCHI for HMDB0040451 (Oxacyclotetradecan-2-one)

Structure for HMDB0040451 (Oxacyclotetradecan-2-one)

3D Structure for HMDB0040451 (Oxacyclotetradecan-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra