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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:38 UTC

Update Date

2022-03-07 02:52:17 UTC

HMDB ID

HMDB0029786

Secondary Accession Numbers

HMDB29786

Metabolite Identification

Common Name

10-Oxo-11-octadecen-13-olide

Description

10-Oxo-11-octadecen-13-olide 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 very few articles have been published on 10-Oxo-11-octadecen-13-olide.

Structure

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

HMDB0029786
     RDKit          3D
10-Oxo-11-octadecen-13-olide
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.2454    0.3070    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895   -0.0982    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829    0.9473    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147    0.6594    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6259   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -0.7843   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.0851   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636   -3.0857   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346   -3.1438    0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361   -4.1131    1.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0066   -2.2302    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -1.4892   -0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -0.9847    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    0.3534    0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468    1.5252   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    2.1674   -0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066    2.4815    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243    1.6777    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    1.4962   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974    2.4268   -1.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    0.3013   -1.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4208    1.3223    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5893    0.3439    2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3804    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7661   -1.0523    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.2084    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630    1.9073    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0850   -0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.6936    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460    1.4869   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -1.5055   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -0.5847   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -0.7619    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1101   -2.1771   -2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267   -4.0069   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.7462    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018   -1.4925    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -0.6137   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -2.1370   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373   -0.8844   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -1.7719    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598    0.4565    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.3670    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8295    2.2808    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.1672   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    3.1682   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    1.6312   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    2.3226    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713    3.5608    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    2.1348    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8620    0.6921    0.8177 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
 11 36  1  0
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 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
M  END


  Mrv0541 05061304522D          

 21 21  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    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
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    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
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    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
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    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    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    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
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19 16  2  0  0  0  0
 20 18  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029786

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1OC(=O)CCCCCCCCC(=O)\C=C\1

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-2-3-8-12-17-15-14-16(19)11-9-6-4-5-7-10-13-18(20)21-17/h14-15,17H,2-13H2,1H3/b15-14+

> <INCHI_KEY>
SSQZBGJHGPTSLK-CCEZHUSRSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.16458570726392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12E)-14-pentyl-1-oxacyclotetradec-12-ene-2,11-dione

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
5.3979859296666675

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.90734144951538

> <JCHEM_PKA_STRONGEST_BASIC>
-5.743340232233051

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
86.04359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12E)-14-pentyl-1-oxacyclotetradec-12-ene-2,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029786
     RDKit          3D
10-Oxo-11-octadecen-13-olide
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.2454    0.3070    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895   -0.0982    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829    0.9473    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147    0.6594    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6259   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -0.7843   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.0851   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636   -3.0857   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346   -3.1438    0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361   -4.1131    1.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0066   -2.2302    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -1.4892   -0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -0.9847    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    0.3534    0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468    1.5252   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    2.1674   -0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066    2.4815    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243    1.6777    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    1.4962   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974    2.4268   -1.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    0.3013   -1.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4208    1.3223    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5893    0.3439    2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3804    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7661   -1.0523    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.2084    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630    1.9073    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0850   -0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.6936    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460    1.4869   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -1.5055   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -0.5847   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1202   -0.6137   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -2.1370   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373   -0.8844   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -1.7719    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598    0.4565    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.3670    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6674    1.1672   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    3.1682   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    1.6312   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    2.3226    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713    3.5608    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    2.1348    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8620    0.6921    0.8177 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
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  7  8  2  0
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
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  8 35  1  0
 11 36  1  0
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 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.339   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.005   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      17.338  -3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.671   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5   10                                                       
CONECT    8    3   12                                                       
CONECT    9    6   11                                                       
CONECT   10    7   13                                                       
CONECT   11    9   16                                                       
CONECT   12    8   17                                                       
CONECT   13   10   18                                                       
CONECT   14   15   16                                                       
CONECT   15   14   17                                                       
CONECT   16   11   14   19                                                  
CONECT   17   12   15   21                                                  
CONECT   18   13   20   21                                                  
CONECT   19   16                                                            
CONECT   20   18                                                            
CONECT   21   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0029786
HETATM    1  C1  UNL     1      -6.245   0.307   1.243  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.789  -0.098   1.132  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.083   0.947   0.326  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.615   0.659   0.140  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.343  -0.626  -0.558  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.812  -0.784  -0.665  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.587  -2.085  -1.369  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.164  -3.086  -0.951  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.935  -3.144   0.279  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.636  -4.113   1.073  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.007  -2.230   0.712  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.683  -1.489  -0.390  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.053  -0.985   0.003  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.013   0.353   0.706  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.147   1.525  -0.207  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.871   2.167  -0.634  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.907   2.481   0.463  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.624   1.678   0.385  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.153   1.496  -0.993  1.00  0.00           C  
HETATM   20  O2  UNL     1       0.197   2.427  -1.853  1.00  0.00           O  
HETATM   21  O3  UNL     1      -0.362   0.301  -1.415  1.00  0.00           O  
HETATM   22  H1  UNL     1      -6.421   1.322   0.830  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.589   0.344   2.298  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.920  -0.380   0.693  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.766  -1.052   0.564  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.405  -0.208   2.149  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.163   1.907   0.888  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.604   1.085  -0.635  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.089   0.694   1.102  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.246   1.487  -0.534  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.788  -1.506  -0.067  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.734  -0.585  -1.615  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.377  -0.762   0.328  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.110  -2.177  -2.324  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.227  -4.007  -1.595  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.816  -2.746   1.280  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.602  -1.493   1.430  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.120  -0.614  -0.746  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.833  -2.137  -1.306  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.737  -0.884  -0.869  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.527  -1.772   0.658  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.160   0.456   1.391  1.00  0.00           H  
HETATM   43  H22 UNL     1       4.915   0.367   1.392  1.00  0.00           H  
HETATM   44  H23 UNL     1       4.830   2.281   0.236  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.667   1.167  -1.127  1.00  0.00           H  
HETATM   46  H25 UNL     1       3.166   3.168  -1.077  1.00  0.00           H  
HETATM   47  H26 UNL     1       2.418   1.631  -1.496  1.00  0.00           H  
HETATM   48  H27 UNL     1       2.351   2.323   1.456  1.00  0.00           H  
HETATM   49  H28 UNL     1       1.571   3.561   0.460  1.00  0.00           H  
HETATM   50  H29 UNL     1      -0.142   2.135   1.041  1.00  0.00           H  
HETATM   51  H30 UNL     1       0.862   0.692   0.818  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   21   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   10   11
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   20   20   21
END

HMDB0029786
     RDKit          3D
10-Oxo-11-octadecen-13-olide
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.2454    0.3070    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895   -0.0982    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829    0.9473    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147    0.6594    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6259   -0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8116   -0.7843   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867   -2.0851   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636   -3.0857   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9346   -3.1438    0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6361   -4.1131    1.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0066   -2.2302    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -1.4892   -0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -0.9847    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126    0.3534    0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1468    1.5252   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    2.1674   -0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066    2.4815    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243    1.6777    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    1.4962   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974    2.4268   -1.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    0.3013   -1.4154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4208    1.3223    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5893    0.3439    2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3804    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7661   -1.0523    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.2084    2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630    1.9073    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    1.0850   -0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.6936    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460    1.4869   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -1.5055   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -0.5847   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -0.7619    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1101   -2.1771   -2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267   -4.0069   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.7462    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018   -1.4925    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -0.6137   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326   -2.1370   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373   -0.8844   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -1.7719    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598    0.4565    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.3670    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8295    2.2808    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6674    1.1672   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657    3.1682   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    1.6312   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    2.3226    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713    3.5608    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    2.1348    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8620    0.6921    0.8177 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  2  0
  8  9  1  0
  9 10  2  0
  9 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14-Pentyloxacyclotetradec-11-ene-2,11-dione	HMDB

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(12E)-14-pentyl-1-oxacyclotetradec-12-ene-2,11-dione

Traditional Name

(12E)-14-pentyl-1-oxacyclotetradec-12-ene-2,11-dione

CAS Registry Number

Not Available

SMILES

CCCCCC1OC(=O)CCCCCCCCC(=O)\C=C\1

InChI Identifier

InChI=1S/C18H30O3/c1-2-3-8-12-17-15-14-16(19)11-9-6-4-5-7-10-13-18(20)21-17/h14-15,17H,2-13H2,1H3/b15-14+

InChI Key

SSQZBGJHGPTSLK-CCEZHUSRSA-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
Cyclic ketone
Lactone
Ketone
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

Cell membrane (HMDB: HMDB0029786)

Cellular substructure

Membrane (HMDB: HMDB0029786)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029786)

Source

Endogenous

Endogenous (HMDB: HMDB0029786)

Plant

Plant (HMDB: HMDB0029786)
Poaceae (HMDB: HMDB0029786)

Exogenous

Food

Food (HMDB: HMDB0029786)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	52 °C	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	0.0013 g/L	ALOGPS
logP	4.94	ALOGPS
logP	5.4	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	16.91	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.04 m³·mol⁻¹	ChemAxon
Polarizability	35.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	183.666	30932474
DeepCCS	[M-H]-	180.292	30932474
DeepCCS	[M-2H]-	215.604	30932474
DeepCCS	[M+Na]+	191.894	30932474
AllCCS	[M+H]+	178.2	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	181.5	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	182.8	32859911
AllCCS	[M+Na-2H]-	183.7	32859911
AllCCS	[M+HCOO]-	184.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-Oxo-11-octadecen-13-olide	CCCCCC1OC(=O)CCCCCCCCC(=O)\C=C\1	2940.2	Standard polar	33892256
10-Oxo-11-octadecen-13-olide	CCCCCC1OC(=O)CCCCCCCCC(=O)\C=C\1	2207.7	Standard non polar	33892256
10-Oxo-11-octadecen-13-olide	CCCCCC1OC(=O)CCCCCCCCC(=O)\C=C\1	2269.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10-Oxo-11-octadecen-13-olide,1TMS,isomer #1	CCCCCC1/C=C/C(O[Si](C)(C)C)=CCCCCCCCC(=O)O1	2501.3	Semi standard non polar	33892256
10-Oxo-11-octadecen-13-olide,1TMS,isomer #1	CCCCCC1/C=C/C(O[Si](C)(C)C)=CCCCCCCCC(=O)O1	2324.1	Standard non polar	33892256
10-Oxo-11-octadecen-13-olide,1TBDMS,isomer #1	CCCCCC1/C=C/C(O[Si](C)(C)C(C)(C)C)=CCCCCCCCC(=O)O1	2761.8	Semi standard non polar	33892256
10-Oxo-11-octadecen-13-olide,1TBDMS,isomer #1	CCCCCC1/C=C/C(O[Si](C)(C)C(C)(C)C)=CCCCCCCCC(=O)O1	2512.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Oxo-11-octadecen-13-olide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05i3-9060000000-59d5e282d8b6ebd83345	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Oxo-11-octadecen-13-olide 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 - 10-Oxo-11-octadecen-13-olide 10V, Positive-QTOF	splash10-0002-0090000000-ac6dddfbf873cfc29075	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 20V, Positive-QTOF	splash10-002k-3490000000-adcdd746627a56194cb4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 40V, Positive-QTOF	splash10-0a4l-7940000000-7fa8af524a9e34f3374a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 10V, Negative-QTOF	splash10-0006-0090000000-c4311bfa3d4ebf8ed039	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 20V, Negative-QTOF	splash10-000g-1690000000-734bd6448304ee4c8f43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 40V, Negative-QTOF	splash10-0gk9-7940000000-b47280f2701e237e3bcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 10V, Negative-QTOF	splash10-0006-0090000000-7b598303b72de0623748	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 20V, Negative-QTOF	splash10-0006-0090000000-7b598303b72de0623748	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 40V, Negative-QTOF	splash10-0002-0090000000-9865e35b44baf3853200	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 10V, Positive-QTOF	splash10-0002-0090000000-9ca0ee2bcc14b91a1093	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 20V, Positive-QTOF	splash10-0002-4090000000-85cf96aeb271fe6e1c53	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Oxo-11-octadecen-13-olide 40V, Positive-QTOF	splash10-0006-9000000000-829f741b99e525b89dd7	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

FDB000993

KNApSAcK ID

Not Available

Chemspider ID

8058274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9882599

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 10-Oxo-11-octadecen-13-olide (HMDB0029786)

MOL for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

3D MOL for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

3D SDF for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

3D-SDF for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

PDB for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

3D PDB for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

SMILES for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

INCHI for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

Structure for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

3D Structure for HMDB0029786 (10-Oxo-11-octadecen-13-olide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra