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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:58 UTC

Update Date

2022-03-07 02:53:05 UTC

HMDB ID

HMDB0031711

Secondary Accession Numbers

HMDB31711

Metabolite Identification

Common Name

15-Hexadecanolide

Description

15-Hexadecanolide 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. Based on a literature review a significant number of articles have been published on 15-Hexadecanolide.

Structure

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

HMDB0031711
     RDKit          3D
15-Hexadecanolide
 48 48  0  0  0  0  0  0  0  0999 V2000
    3.6280    1.8718    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7643    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.5213   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436   -1.7274    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.6858    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -3.0438    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478   -3.4152   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -2.3736   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675   -2.0273    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -0.8588    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325    0.3135   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167    1.6216   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    2.5682    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    3.3240   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613    2.8986    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    2.0395   -0.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.4371   -2.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    0.9297   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6183    1.4345    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362    2.7202    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7033    2.2354   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.6230    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.4625   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.6905   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955   -2.6188   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -1.6950    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -1.0117    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180   -1.3434   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477   -3.7837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1485   -3.1337    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686   -3.5581   -1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -4.3459   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342   -1.4557   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -2.8198   -1.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -1.8223    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254   -2.8814    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -0.5649    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905   -1.2014   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.1823   -1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3109    0.3114    0.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2729    2.1788   -0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0020    1.4909    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    3.3058    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.0389    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    4.4258    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    3.0960   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.3924    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8573    3.8384    0.2783 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
M  END


  Mrv0541 05061306052D          

 18 18  0  0  0  0            999 V2000
    1.9264    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183   -2.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -2.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -0.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4685   -0.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2932    0.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8936   -0.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5182    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1186    0.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9433    1.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    1.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686    1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1937    2.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685    2.0140    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 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  1  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031711

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCCCCCCCCCCCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O2/c1-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16(17)18-15/h15H,2-14H2,1H3

> <INCHI_KEY>
GILZFLFJYUGJLX-UHFFFAOYSA-N

> <FORMULA>
C16H30O2

> <MOLECULAR_WEIGHT>
254.4082

> <EXACT_MASS>
254.224580204

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.545997480406687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-methyl-1-oxacyclohexadecan-2-one

> <ALOGPS_LOGP>
6.19

> <JCHEM_LOGP>
5.456381645333333

> <ALOGPS_LOGS>
-5.92

> <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>
75.33789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-methyl-1-oxacyclohexadecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031711
     RDKit          3D
15-Hexadecanolide
 48 48  0  0  0  0  0  0  0  0999 V2000
    3.6280    1.8718    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7643    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.5213   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436   -1.7274    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.6858    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -3.0438    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478   -3.4152   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -2.3736   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675   -2.0273    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -0.8588    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325    0.3135   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167    1.6216   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    2.5682    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    3.3240   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613    2.8986    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    2.0395   -0.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.4371   -2.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    0.9297   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6183    1.4345    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362    2.7202    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7033    2.2354   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.6230    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.4625   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.6905   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955   -2.6188   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -1.6950    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -1.0117    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180   -1.3434   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477   -3.7837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1485   -3.1337    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686   -3.5581   -1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -4.3459   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342   -1.4557   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -2.8198   -1.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -1.8223    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254   -2.8814    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -0.5649    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905   -1.2014   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.1823   -1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3109    0.3114    0.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2729    2.1788   -0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0020    1.4909    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    3.3058    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.0389    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    4.4258    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    3.0960   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.3924    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8573    3.8384    0.2783 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  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       3.596   1.112   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.887  -3.999   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.307  -2.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.395  -4.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.801  -2.140   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.321  -3.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.220  -0.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.741  -1.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.147   0.446   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.668  -0.686   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.567   1.928   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.088   0.796   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.494   3.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.015   1.901   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.655   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.435   3.382   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.362   4.487   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.928   3.759   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
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   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15    1   13   18                                                  
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0031711
HETATM    1  C1  UNL     1       3.628   1.872   0.008  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.614   0.764   0.150  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.285  -0.521  -0.337  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.744  -1.727   0.420  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.243  -1.686   0.423  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.615  -3.044   0.648  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.348  -3.415  -0.450  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.416  -2.374  -0.660  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.168  -2.027   0.585  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.078  -0.859   0.280  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.333   0.314  -0.308  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.017   1.622  -0.036  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.149   2.568   0.774  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.180   3.324  -0.075  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.261   2.899   0.169  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.769   2.039  -0.933  1.00  0.00           C  
HETATM   17  O1  UNL     1       0.490   2.437  -2.096  1.00  0.00           O  
HETATM   18  O2  UNL     1       1.471   0.930  -0.609  1.00  0.00           O  
HETATM   19  H1  UNL     1       4.618   1.435   0.258  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.436   2.720   0.681  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.703   2.235  -1.036  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.441   0.623   1.239  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.383  -0.462  -0.260  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.014  -0.691  -1.404  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.095  -2.619  -0.140  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.168  -1.695   1.445  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.909  -1.012   1.241  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.918  -1.343  -0.581  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.448  -3.784   0.612  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.148  -3.134   1.628  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.169  -3.558  -1.409  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.860  -4.346  -0.135  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.034  -1.456  -1.163  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.152  -2.820  -1.381  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.521  -1.822   1.453  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.825  -2.881   0.861  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.566  -0.565   1.232  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.890  -1.201  -0.398  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.314   0.182  -1.422  1.00  0.00           H  
HETATM   40  H22 UNL     1      -1.311   0.311   0.121  1.00  0.00           H  
HETATM   41  H23 UNL     1      -3.273   2.179  -0.977  1.00  0.00           H  
HETATM   42  H24 UNL     1      -4.002   1.491   0.495  1.00  0.00           H  
HETATM   43  H25 UNL     1      -2.866   3.306   1.240  1.00  0.00           H  
HETATM   44  H26 UNL     1      -1.673   2.039   1.622  1.00  0.00           H  
HETATM   45  H27 UNL     1      -1.310   4.426   0.048  1.00  0.00           H  
HETATM   46  H28 UNL     1      -1.416   3.096  -1.146  1.00  0.00           H  
HETATM   47  H29 UNL     1       0.274   2.392   1.148  1.00  0.00           H  
HETATM   48  H30 UNL     1       0.857   3.838   0.278  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   18   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   17   18
END

HMDB0031711
     RDKit          3D
15-Hexadecanolide
 48 48  0  0  0  0  0  0  0  0999 V2000
    3.6280    1.8718    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7643    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.5213   -0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7436   -1.7274    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.6858    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -3.0438    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478   -3.4152   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -2.3736   -0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675   -2.0273    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0779   -0.8588    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325    0.3135   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167    1.6216   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    2.5682    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    3.3240   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613    2.8986    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    2.0395   -0.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    2.4371   -2.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    0.9297   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6183    1.4345    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362    2.7202    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7033    2.2354   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.6230    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.4625   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.6905   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955   -2.6188   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -1.6950    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -1.0117    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180   -1.3434   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477   -3.7837    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1485   -3.1337    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686   -3.5581   -1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -4.3459   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342   -1.4557   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -2.8198   -1.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -1.8223    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254   -2.8814    0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -0.5649    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905   -1.2014   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.1823   -1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3109    0.3114    0.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2729    2.1788   -0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0020    1.4909    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    3.3058    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.0389    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    4.4258    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    3.0960   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.3924    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8573    3.8384    0.2783 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-15-hexadecanolide	HMDB
16-Methyl-oxacyclohexadecan-2-one	HMDB
16-Methyloxacyclohexadecan-2-one	HMDB
16-Methyloxacyclohexadecan-2-one, 9ci	HMDB

Chemical Formula

C₁₆H₃₀O₂

Average Molecular Weight

254.4082

Monoisotopic Molecular Weight

254.224580204

IUPAC Name

16-methyl-1-oxacyclohexadecan-2-one

Traditional Name

16-methyl-1-oxacyclohexadecan-2-one

CAS Registry Number

69297-56-9

SMILES

CC1CCCCCCCCCCCCCC(=O)O1

InChI Identifier

InChI=1S/C16H30O2/c1-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16(17)18-15/h15H,2-14H2,1H3

InChI Key

GILZFLFJYUGJLX-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: HMDB0031711)
Cell membrane (HMDB: HMDB0031711)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031711)

Source

Endogenous

Endogenous (HMDB: HMDB0031711)

Plant

Plant (HMDB: HMDB0031711)

Exogenous

Food

Food (HMDB: HMDB0031711)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031711)

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	0.055 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	0.0003 g/L	ALOGPS
logP	6.19	ALOGPS
logP	5.46	ChemAxon
logS	-5.9	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	75.34 m³·mol⁻¹	ChemAxon
Polarizability	31.55 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	166.009	31661259
DarkChem	[M-H]-	162.295	31661259
DeepCCS	[M+H]+	169.213	30932474
DeepCCS	[M-H]-	165.193	30932474
DeepCCS	[M-2H]-	202.694	30932474
DeepCCS	[M+Na]+	178.391	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	172.8	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	174.4	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.	7.76 minutes	32390414
Predicted by Siyang on May 30, 2022	24.0967 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.29 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3105.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	756.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	281.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	434.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	549.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	987.0 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	1032.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2179.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	608.2 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	1941.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	789.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	556.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	822.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	692.3 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	12.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-Hexadecanolide	CC1CCCCCCCCCCCCCC(=O)O1	2346.5	Standard polar	33892256
15-Hexadecanolide	CC1CCCCCCCCCCCCCC(=O)O1	1823.0	Standard non polar	33892256
15-Hexadecanolide	CC1CCCCCCCCCCCCCC(=O)O1	1932.4	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-Hexadecanolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0090000000-d13d7837b3dc9c12756e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hexadecanolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hexadecanolide 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-Hexadecanolide 10V, Positive-QTOF	splash10-0a4i-0290000000-f8635e4bb41660b33307	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 20V, Positive-QTOF	splash10-08g0-0950000000-19476aadd196ccf68797	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 40V, Positive-QTOF	splash10-06ue-4910000000-096df0d36c335ed4ff44	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 10V, Negative-QTOF	splash10-0udi-0090000000-bffbe8f68d84ef4b4096	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 20V, Negative-QTOF	splash10-0udi-4970000000-02978a99ca9af1c801c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 40V, Negative-QTOF	splash10-0a4l-9620000000-4651a1166657f3be7533	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 10V, Positive-QTOF	splash10-0a4i-0090000000-5d5106e10cf37e32fd79	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 20V, Positive-QTOF	splash10-0a4i-0090000000-c6302fca5a87a2de1ee6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 40V, Positive-QTOF	splash10-0a4r-0090000000-616516c964eac3399c4e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 10V, Negative-QTOF	splash10-0udi-0090000000-ba595d75ac5ffd8e39a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 20V, Negative-QTOF	splash10-0udi-0090000000-ba595d75ac5ffd8e39a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hexadecanolide 40V, Negative-QTOF	splash10-0019-0090000000-52e3c96b19aafc1f4c34	2021-09-25	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

FDB008374

KNApSAcK ID

Not Available

Chemspider ID

473060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

543385

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1827551

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-Hexadecanolide (HMDB0031711)

MOL for HMDB0031711 (15-Hexadecanolide)

3D MOL for HMDB0031711 (15-Hexadecanolide)

3D SDF for HMDB0031711 (15-Hexadecanolide)

3D-SDF for HMDB0031711 (15-Hexadecanolide)

PDB for HMDB0031711 (15-Hexadecanolide)

3D PDB for HMDB0031711 (15-Hexadecanolide)

SMILES for HMDB0031711 (15-Hexadecanolide)

INCHI for HMDB0031711 (15-Hexadecanolide)

Structure for HMDB0031711 (15-Hexadecanolide)

3D Structure for HMDB0031711 (15-Hexadecanolide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra