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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:17:55 UTC

Update Date

2022-03-07 02:54:06 UTC

HMDB ID

HMDB0034455

Secondary Accession Numbers

HMDB34455

Metabolite Identification

Common Name

Exaltolide

Description

Exaltolide 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. Exaltolide is an animal, fruity, and musky tasting compound. Exaltolide has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make exaltolide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Exaltolide.

Structure

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

HMDB0034455
     RDKit          3D
Exaltolide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.3545    3.8791    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753    3.4070    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486    2.8856   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416    1.5307   -1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450    0.9742    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5052    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8179   -1.3266    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -1.9305   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.9958    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -3.1102   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -2.5620    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.0895    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381   -0.2721   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7156    1.1935   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703    1.8943   -0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945    2.3364    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.3563    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    3.6055   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453    2.9037   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632    1.5080   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492    0.7947   -1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0829    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    1.4682    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8644   -0.7890    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011   -0.7907   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1695   -2.1630    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -0.6810    1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.1808   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869   -2.3373   -1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -3.9621    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0958   -2.8157    1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765   -2.6048   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -4.1755   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -3.1072    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -2.7275   -0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026   -0.8147    1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817   -0.8294    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344   -0.6605   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9471   -0.3872   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276    1.6669   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808    1.2996    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7480    1.1693   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749    2.7439   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6992    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4502    1.4194    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
M  END


  Mrv0541 05061307492D          

 17 17  0  0  0  0            999 V2000
    1.2843   -2.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   -1.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -1.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002   -1.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3525   -1.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616   -0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411   -0.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9503    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    0.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    0.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820    0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912    1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    1.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321    3.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9070    1.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  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 13  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034455

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCCCCCCCCCCCCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O2/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17-15/h1-14H2

> <INCHI_KEY>
FKUPPRZPSYCDRS-UHFFFAOYSA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.3816

> <EXACT_MASS>
240.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.69284000431242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-oxacyclohexadecan-2-one

> <ALOGPS_LOGP>
5.84

> <JCHEM_LOGP>
5.039806620666666

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0327278744240385

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
70.91909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.80e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
exaltolide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034455
     RDKit          3D
Exaltolide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.3545    3.8791    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753    3.4070    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486    2.8856   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416    1.5307   -1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450    0.9742    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5052    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8179   -1.3266    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -1.9305   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.9958    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -3.1102   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -2.5620    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.0895    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381   -0.2721   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7156    1.1935   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703    1.8943   -0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945    2.3364    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.3563    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    3.6055   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453    2.9037   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632    1.5080   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492    0.7947   -1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0829    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    1.4682    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8644   -0.7890    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011   -0.7907   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1695   -2.1630    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -0.6810    1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.1808   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869   -2.3373   -1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -3.9621    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0958   -2.8157    1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765   -2.6048   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -4.1755   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -3.1072    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -2.7275   -0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026   -0.8147    1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817   -0.8294    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344   -0.6605   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9471   -0.3872   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276    1.6669   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808    1.2996    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7480    1.1693   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749    2.7439   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6992    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4502    1.4194    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  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       2.397  -3.763   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.615  -2.820   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.972  -3.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.040  -3.403   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.764  -1.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -2.460   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.982  -0.711   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.050  -0.934   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.774   0.815   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.268   0.009   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.991   1.757   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.060   1.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.784   3.283   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.634   2.118   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   4.227   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.793   5.752   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.426   3.644   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    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   17                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0034455
HETATM    1  O1  UNL     1      -2.355   3.879   0.964  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.375   3.407   0.349  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.649   2.886  -1.003  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.242   1.531  -1.045  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.645   0.974   0.292  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.949  -0.505   0.157  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.818  -1.327   0.715  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.946  -1.931  -0.366  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.086  -2.996   0.251  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.265  -3.110  -0.422  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.381  -2.562   0.457  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.201  -1.090   0.713  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.638  -0.272  -0.493  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.716   1.194  -0.165  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.370   1.894  -0.398  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.795   2.336   0.912  1.00  0.00           C  
HETATM   17  O2  UNL     1      -0.124   3.356   0.851  1.00  0.00           O  
HETATM   18  H1  UNL     1      -2.361   3.605  -1.504  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.745   2.904  -1.657  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.163   1.508  -1.688  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.549   0.795  -1.527  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.897   1.083   1.076  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.602   1.468   0.615  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.864  -0.789   0.755  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.201  -0.791  -0.890  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.169  -2.163   1.355  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.191  -0.681   1.365  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.282  -1.181  -0.833  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.587  -2.337  -1.195  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.662  -3.962   0.150  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.096  -2.816   1.333  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.277  -2.605  -1.425  1.00  0.00           H  
HETATM   33  H16 UNL     1       1.461  -4.176  -0.604  1.00  0.00           H  
HETATM   34  H17 UNL     1       2.317  -3.107   1.421  1.00  0.00           H  
HETATM   35  H18 UNL     1       3.327  -2.727  -0.079  1.00  0.00           H  
HETATM   36  H19 UNL     1       2.903  -0.815   1.541  1.00  0.00           H  
HETATM   37  H20 UNL     1       1.182  -0.829   1.037  1.00  0.00           H  
HETATM   38  H21 UNL     1       3.634  -0.660  -0.811  1.00  0.00           H  
HETATM   39  H22 UNL     1       1.947  -0.387  -1.342  1.00  0.00           H  
HETATM   40  H23 UNL     1       3.528   1.667  -0.738  1.00  0.00           H  
HETATM   41  H24 UNL     1       2.981   1.300   0.907  1.00  0.00           H  
HETATM   42  H25 UNL     1       0.748   1.169  -0.940  1.00  0.00           H  
HETATM   43  H26 UNL     1       1.575   2.744  -1.066  1.00  0.00           H  
HETATM   44  H27 UNL     1       1.671   2.699   1.530  1.00  0.00           H  
HETATM   45  H28 UNL     1       0.450   1.419   1.445  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   44   45
END

HMDB0034455
     RDKit          3D
Exaltolide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.3545    3.8791    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753    3.4070    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486    2.8856   -1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416    1.5307   -1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450    0.9742    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5052    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8179   -1.3266    0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -1.9305   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -2.9958    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -3.1102   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -2.5620    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.0895    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381   -0.2721   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7156    1.1935   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703    1.8943   -0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945    2.3364    0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    3.3563    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    3.6055   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453    2.9037   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632    1.5080   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5492    0.7947   -1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968    1.0829    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    1.4682    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8644   -0.7890    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011   -0.7907   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1695   -2.1630    1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -0.6810    1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.1808   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5869   -2.3373   -1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -3.9621    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0958   -2.8157    1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765   -2.6048   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -4.1755   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -3.1072    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3268   -2.7275   -0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026   -0.8147    1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817   -0.8294    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344   -0.6605   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9471   -0.3872   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276    1.6669   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808    1.2996    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7480    1.1693   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749    2.7439   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6992    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4502    1.4194    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1, 15-Pentadecanolide	HMDB
1,15-Pentadecanolide	HMDB
1-Oxa-2-cyclohexadecanone	HMDB
15-Hydroxypentadecanoic acid lactone	HMDB
15-Hydroxypentadecanoic acid, lactone	HMDB
15-Pentadecanolactone	HMDB
15-Pentadecanolide	HMDB
2-Pentadecalone	HMDB
Cyclopentadecanolactone	HMDB
Cyclopentadecanolide	HMDB
FEMA 2840	HMDB
Muskalactone	HMDB
Muskolactone	HMDB
Omega-pentadecalactone	HMDB
Oxacyclohexadecan-2-one, 9ci, 8ci	HMDB
Pentadecalactone	HMDB
Pentadecan-15-olide	HMDB
pentadecano-15-Lactone	HMDB
Pentadecanoic acid, 15-hydroxy-, .xi.-lactone	HMDB
Pentadecanoic acid, 15-hydroxy-, laquo xiraquo -lactone	HMDB
Pentadecanolactone	HMDB
Pentadecanolide	HMDB
Pentalide	HMDB
Thibetolide	HMDB, MeSH
Exaltolide	MeSH

Chemical Formula

C₁₅H₂₈O₂

Average Molecular Weight

240.3816

Monoisotopic Molecular Weight

240.20893014

IUPAC Name

1-oxacyclohexadecan-2-one

Traditional Name

exaltolide

CAS Registry Number

106-02-5

SMILES

O=C1CCCCCCCCCCCCCCO1

InChI Identifier

InChI=1S/C15H28O2/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17-15/h1-14H2

InChI Key

FKUPPRZPSYCDRS-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

Cell membrane (HMDB: HMDB0034455)

Cellular substructure

Membrane (HMDB: HMDB0034455)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034455)

Source

Exogenous

Food

Food (HMDB: HMDB0034455)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0034455)

Not Available

Nutrient (HMDB: HMDB0034455)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0034455)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	52 - 53 °C	Not Available
Boiling Point	137.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.15 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.100	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00058 g/L	ALOGPS
logP	5.84	ALOGPS
logP	5.04	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.92 m³·mol⁻¹	ChemAxon
Polarizability	29.69 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]+	157.643	31661259
DarkChem	[M-H]-	155.829	31661259
DeepCCS	[M+H]+	162.249	30932474
DeepCCS	[M-H]-	159.272	30932474
DeepCCS	[M-2H]-	195.834	30932474
DeepCCS	[M+Na]+	171.497	30932474
AllCCS	[M+H]+	160.1	32859911
AllCCS	[M+H-H2O]+	156.1	32859911
AllCCS	[M+NH4]+	163.9	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	167.4	32859911
AllCCS	[M+Na-2H]-	168.0	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Exaltolide	O=C1CCCCCCCCCCCCCCO1	2263.4	Standard polar	33892256
Exaltolide	O=C1CCCCCCCCCCCCCCO1	1839.0	Standard non polar	33892256
Exaltolide	O=C1CCCCCCCCCCCCCCO1	1851.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Exaltolide EI-B (Non-derivatized)	splash10-052f-9100000000-d4c22e0ccf95d372054e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Exaltolide EI-B (Non-derivatized)	splash10-052f-9100000000-d4c22e0ccf95d372054e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaltolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0090000000-308276be736186cc9f94	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exaltolide 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 - Exaltolide 10V, Positive-QTOF	splash10-0006-0490000000-6663c537ec811fb8ba56	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 20V, Positive-QTOF	splash10-0005-0910000000-c8c0a59ec30b2cc18dfc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 40V, Positive-QTOF	splash10-06ul-4900000000-edc5e93c39c5fe470bd7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 10V, Negative-QTOF	splash10-000i-0190000000-bc538d2fb05e4f2fe79d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 20V, Negative-QTOF	splash10-000i-3940000000-76ff715d4068f37a2514	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 40V, Negative-QTOF	splash10-0btc-9620000000-8e2107e053967b8d1d5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 10V, Positive-QTOF	splash10-0006-0090000000-3f9e25812f30795677b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 20V, Positive-QTOF	splash10-0006-0090000000-9a0ecaa6dfb339ebff10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 40V, Positive-QTOF	splash10-00dl-0090000000-a75a98d450890265130e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 10V, Negative-QTOF	splash10-000i-0090000000-de675520f7b1f27c2caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 20V, Negative-QTOF	splash10-000i-0090000000-de675520f7b1f27c2caa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exaltolide 40V, Negative-QTOF	splash10-000i-0090000000-11f881de4466be14f174	2021-09-22	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

FDB012864

KNApSAcK ID

C00056404

Chemspider ID

205386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Synthetic musk

METLIN ID

Not Available

PubChem Compound

235414

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1004211

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 Exaltolide (HMDB0034455)

MOL for HMDB0034455 (Exaltolide)

3D MOL for HMDB0034455 (Exaltolide)

3D SDF for HMDB0034455 (Exaltolide)

3D-SDF for HMDB0034455 (Exaltolide)

PDB for HMDB0034455 (Exaltolide)

3D PDB for HMDB0034455 (Exaltolide)

SMILES for HMDB0034455 (Exaltolide)

INCHI for HMDB0034455 (Exaltolide)

Structure for HMDB0034455 (Exaltolide)

3D Structure for HMDB0034455 (Exaltolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra