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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:51 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030921

Secondary Accession Numbers

HMDB30921

Metabolite Identification

Common Name

(R)-14-Methyloxacyclotetradecan-2-one

Description

(R)-14-Methyloxacyclotetradecan-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. Thus, (R)-14-methyloxacyclotetradecan-2-one is considered to be a fatty ester. Based on a literature review very few articles have been published on (R)-14-Methyloxacyclotetradecan-2-one.

Structure

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

HMDB0030921
     RDKit          3D
(R)-14-Methyloxacyclotetradecan-2-one
 42 42  0  0  0  0  0  0  0  0999 V2000
    3.4120    2.1300    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2567    1.1357    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740   -0.2398    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -1.3415    0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.9857   -0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -3.0655    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8856   -2.5016    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -2.2992   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430   -1.0426    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1554   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.3950    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    2.6471    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185    2.5977    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305    2.2139   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.7666   -1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3680    1.3279   -0.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816    3.1545    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1950    1.7657    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113    2.0792   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.2614    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.3866   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172   -0.2590    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6590   -2.1466    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3649   -0.9620    1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858   -1.2486   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181   -2.4653   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.8000    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951   -3.6460   -0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1883   -3.1789    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -1.5475    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604   -2.1852   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -3.2053   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.1059   -0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -1.0143    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.1024    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    0.1229   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.2684    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488    1.4835    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    3.4876    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536    2.8706   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    3.6578    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    2.0037    1.3153 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  2  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 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
 12 40  1  0
 13 41  1  0
 13 42  1  0
M  END


  Mrv0541 05061305362D          

 16 16  0  0  0  0            999 V2000
    1.7862    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  1  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>
HMDB0030921

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCCCCCCCCCC(=O)O1

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

> <INCHI_KEY>
FGDBANZBXSVCEG-UHFFFAOYSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.563227298933402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-methyl-1-oxacyclotetradecan-2-one

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
4.567244315333333

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.040889365347472

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.13589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-methyl-1-oxacyclotetradecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030921
     RDKit          3D
(R)-14-Methyloxacyclotetradecan-2-one
 42 42  0  0  0  0  0  0  0  0999 V2000
    3.4120    2.1300    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2567    1.1357    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740   -0.2398    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -1.3415    0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.9857   -0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -3.0655    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8856   -2.5016    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -2.2992   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430   -1.0426    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1554   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.3950    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    2.6471    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185    2.5977    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305    2.2139   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.7666   -1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3680    1.3279   -0.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816    3.1545    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1950    1.7657    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113    2.0792   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.2614    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.3866   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172   -0.2590    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6590   -2.1466    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3649   -0.9620    1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858   -1.2486   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181   -2.4653   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.8000    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951   -3.6460   -0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1883   -3.1789    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -1.5475    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604   -2.1852   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -3.2053   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.1059   -0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -1.0143    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.1024    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    0.1229   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.2684    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488    1.4835    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    3.4876    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536    2.8706   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    3.6578    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    2.0037    1.3153 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  2  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 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
 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       3.334   5.005   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.668  -3.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.668  -1.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.334  -4.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.002  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001  -3.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.002   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.001  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.668   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.334   3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.001   1.155   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.334   0.385   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.001   2.695   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13    1   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    HMDB0030921
HETATM    1  C1  UNL     1       3.412   2.130   0.306  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.257   1.136   0.360  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.874  -0.240   0.192  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.011  -1.341   0.703  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.208  -1.986  -0.400  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.321  -3.065   0.140  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.886  -2.502   0.879  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.060  -2.299  -0.049  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.843  -1.043   0.327  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.097   0.155  -0.180  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.725   1.395   0.400  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.983   2.647   0.049  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.519   2.598   0.414  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.331   2.214  -0.744  1.00  0.00           C  
HETATM   15  O1  UNL     1       0.051   2.767  -1.839  1.00  0.00           O  
HETATM   16  O2  UNL     1       1.368   1.328  -0.715  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.082   3.154   0.484  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.195   1.766   0.991  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.811   2.079  -0.731  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.759   1.261   1.339  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.998  -0.387  -0.920  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.917  -0.259   0.595  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.659  -2.147   1.134  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.365  -0.962   1.503  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.586  -1.249  -0.926  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.918  -2.465  -1.111  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.854  -3.800   0.763  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.095  -3.646  -0.726  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.188  -3.179   1.716  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.585  -1.547   1.367  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.760  -2.185  -1.109  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.714  -3.205  -0.016  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.885  -1.106  -0.024  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.863  -1.014   1.436  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.068   0.102   0.223  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.133   0.123  -1.288  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.756   1.268   1.494  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.749   1.484   0.026  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.475   3.488   0.582  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.054   2.871  -1.035  1.00  0.00           H  
HETATM   41  H25 UNL     1      -0.227   3.658   0.668  1.00  0.00           H  
HETATM   42  H26 UNL     1      -0.313   2.004   1.315  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   16   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   15   16
END

HMDB0030921
     RDKit          3D
(R)-14-Methyloxacyclotetradecan-2-one
 42 42  0  0  0  0  0  0  0  0999 V2000
    3.4120    2.1300    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2567    1.1357    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740   -0.2398    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -1.3415    0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.9857   -0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -3.0655    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8856   -2.5016    0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -2.2992   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430   -1.0426    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1554   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.3950    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    2.6471    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185    2.5977    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305    2.2139   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.7666   -1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3680    1.3279   -0.7145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816    3.1545    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1950    1.7657    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113    2.0792   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.2614    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.3866   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172   -0.2590    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6590   -2.1466    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3649   -0.9620    1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858   -1.2486   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181   -2.4653   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.8000    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951   -3.6460   -0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1883   -3.1789    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -1.5475    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604   -2.1852   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -3.2053   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -1.1059   -0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -1.0143    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.1024    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    0.1229   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.2684    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488    1.4835    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    3.4876    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536    2.8706   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    3.6578    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127    2.0037    1.3153 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  2  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 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
 12 40  1  0
 13 41  1  0
 13 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

IUPAC Name

14-methyl-1-oxacyclotetradecan-2-one

Traditional Name

14-methyl-1-oxacyclotetradecan-2-one

CAS Registry Number

Not Available

SMILES

CC1CCCCCCCCCCCC(=O)O1

InChI Identifier

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

InChI Key

FGDBANZBXSVCEG-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

Lactones (LMFA07040050 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030921)
Cell membrane (HMDB: HMDB0030921)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030921)

Source

Endogenous

Endogenous (HMDB: HMDB0030921)

Plant

Plant (HMDB: HMDB0030921)

Exogenous

Food

Food (HMDB: HMDB0030921)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030921)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0022 g/L	ALOGPS
logP	5.23	ALOGPS
logP	4.57	ChemAxon
logS	-5	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	66.14 m³·mol⁻¹	ChemAxon
Polarizability	27.56 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]+	157.377	31661259
DarkChem	[M-H]-	152.973	31661259
DeepCCS	[M+H]+	161.6	30932474
DeepCCS	[M-H]-	157.58	30932474
DeepCCS	[M-2H]-	195.134	30932474
DeepCCS	[M+Na]+	170.795	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.3	32859911
AllCCS	[M-H]-	163.0	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	164.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.81 minutes	32390414
Predicted by Siyang on May 30, 2022	21.7966 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2864.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	691.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	259.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	408.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	499.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	888.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	943.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1956.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	558.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1787.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	701.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	513.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	759.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	648.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	18.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-14-Methyloxacyclotetradecan-2-one	CC1CCCCCCCCCCCC(=O)O1	2169.9	Standard polar	33892256
(R)-14-Methyloxacyclotetradecan-2-one	CC1CCCCCCCCCCCC(=O)O1	1640.4	Standard non polar	33892256
(R)-14-Methyloxacyclotetradecan-2-one	CC1CCCCCCCCCCCC(=O)O1	1720.8	Semi standard non polar	33892256

Spectra

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

FDB002887

KNApSAcK ID

Not Available

Chemspider ID

473077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

543405

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (R)-14-Methyloxacyclotetradecan-2-one (HMDB0030921)

MOL for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

3D MOL for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

3D SDF for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

3D-SDF for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

PDB for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

3D PDB for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

SMILES for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

INCHI for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

Structure for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

3D Structure for HMDB0030921 ((R)-14-Methyloxacyclotetradecan-2-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized