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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:16 UTC

Update Date

2022-03-07 02:52:50 UTC

HMDB ID

HMDB0031145

Secondary Accession Numbers

HMDB31145

Metabolite Identification

Common Name

5-Dodecyldihydro-2(3H)-furanone

Description

5-Dodecyldihydro-2(3H)-furanone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 5-Dodecyldihydro-2(3H)-furanone has been detected, but not quantified in, a few different foods, such as fruits, parsnips (Pastinaca sativa), and root vegetables. This could make 5-dodecyldihydro-2(3H)-furanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Dodecyldihydro-2(3H)-furanone.

Structure

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

HMDB0031145
     RDKit          3D
5-Dodecyldihydro-2(3H)-furanone
 48 48  0  0  0  0  0  0  0  0999 V2000
    7.9088    0.3346    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -0.7898    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5426   -0.1278   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411   -1.1663   -0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077   -0.5580   -0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126    0.4729    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770    1.1000    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2627    0.1074    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.8758   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -0.0682   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4018    0.7981   -0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.0617   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089   -0.6338    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3281   -1.3734    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3052   -0.1994    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    0.8711    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0261    2.0429    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3481    0.3601    1.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9324   -0.0514   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6382    1.1239   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8597    0.8327    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1420   -1.5845   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -1.1949    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.3742   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    0.6139    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582   -1.5895    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6983   -1.9856   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -1.3935   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0120   -0.2008   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566    1.2709    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.0395    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.6814   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576    1.8176    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532   -0.4776    0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   -0.5937   -0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481    1.6378    0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528    1.3568   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3945   -0.5130    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.8303   -1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572    1.5736    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834    1.4337   -1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.8049   -0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229   -0.6548   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -1.3093    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3158   -1.9442   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -1.9964    1.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292    0.0985   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2584   -0.4477    0.7901 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 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 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 05061305452D          

 18 18  0  0  0  0            999 V2000
   -8.4875    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7730    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0585    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3441    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6296    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9151    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3919    1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124    1.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398    1.9798    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
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  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>
HMDB0031145

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC1CCC(=O)O1

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

> <INCHI_KEY>
SRIFJCOBFTWCTM-UHFFFAOYSA-N

> <FORMULA>
C16H30O2

> <MOLECULAR_WEIGHT>
254.4082

> <EXACT_MASS>
254.224580204

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
33.094813054315935

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-dodecyloxolan-2-one

> <ALOGPS_LOGP>
6.39

> <JCHEM_LOGP>
5.534335375333333

> <ALOGPS_LOGS>
-6.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.042552424468885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
75.26089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-dodecyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031145
     RDKit          3D
5-Dodecyldihydro-2(3H)-furanone
 48 48  0  0  0  0  0  0  0  0999 V2000
    7.9088    0.3346    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -0.7898    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5426   -0.1278   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411   -1.1663   -0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077   -0.5580   -0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126    0.4729    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770    1.1000    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2627    0.1074    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.8758   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -0.0682   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4018    0.7981   -0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.0617   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089   -0.6338    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3281   -1.3734    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3052   -0.1994    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    0.8711    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0261    2.0429    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3481    0.3601    1.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9324   -0.0514   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6382    1.1239   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8597    0.8327    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1420   -1.5845   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -1.1949    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.3742   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    0.6139    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582   -1.5895    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6983   -1.9856   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -1.3935   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0120   -0.2008   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566    1.2709    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.0395    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.6814   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576    1.8176    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532   -0.4776    0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   -0.5937   -0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481    1.6378    0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528    1.3568   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3945   -0.5130    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.8303   -1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572    1.5736    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834    1.4337   -1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.8049   -0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229   -0.6548   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -1.3093    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3158   -1.9442   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -1.9964    1.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292    0.0985   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2584   -0.4477    0.7901 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 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 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     -15.843   3.069   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.510   3.839   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.176   3.069   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.842   3.839   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.509   3.069   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.175   3.839   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.841   3.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.508   3.839   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.174   3.069   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.840   3.839   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.507   3.069   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.173   3.839   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.322   1.538   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.828   1.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.161   3.069   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.598   2.551   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.130   2.712   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.568   3.696   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   15                                                       
CONECT   13   14   15                                                       
CONECT   14   13   16                                                       
CONECT   15   12   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    HMDB0031145
HETATM    1  C1  UNL     1       7.909   0.335   0.134  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.872  -0.790   0.108  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.543  -0.128  -0.234  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.441  -1.166  -0.285  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.108  -0.558  -0.623  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.713   0.473   0.410  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.377   1.100   0.098  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.263   0.107   0.049  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.017   0.876  -0.274  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.210  -0.068  -0.342  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.402   0.798  -0.664  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.691   0.062  -0.791  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.009  -0.634   0.505  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.328  -1.373   0.361  1.00  0.00           C  
HETATM   15  C15 UNL     1      -7.305  -0.199   0.306  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.578   0.871   1.033  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.026   2.043   1.224  1.00  0.00           O  
HETATM   18  O2  UNL     1      -5.348   0.360   1.455  1.00  0.00           O  
HETATM   19  H1  UNL     1       8.932  -0.051  -0.034  1.00  0.00           H  
HETATM   20  H2  UNL     1       7.638   1.124  -0.618  1.00  0.00           H  
HETATM   21  H3  UNL     1       7.860   0.833   1.128  1.00  0.00           H  
HETATM   22  H4  UNL     1       7.142  -1.584  -0.594  1.00  0.00           H  
HETATM   23  H5  UNL     1       6.803  -1.195   1.135  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.620   0.374  -1.211  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.373   0.614   0.573  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.358  -1.590   0.746  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.698  -1.986  -0.953  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.354  -1.394  -0.514  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.012  -0.201  -1.645  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.457   1.271   0.401  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.635   0.039   1.425  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.374   1.681  -0.840  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.158   1.818   0.916  1.00  0.00           H  
HETATM   34  H16 UNL     1       0.153  -0.478   0.977  1.00  0.00           H  
HETATM   35  H17 UNL     1       0.412  -0.594  -0.798  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.248   1.638   0.496  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.953   1.357  -1.270  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.394  -0.513   0.676  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.111  -0.830  -1.117  1.00  0.00           H  
HETATM   40  H22 UNL     1      -3.557   1.574   0.145  1.00  0.00           H  
HETATM   41  H23 UNL     1      -3.183   1.434  -1.573  1.00  0.00           H  
HETATM   42  H24 UNL     1      -5.503   0.805  -0.956  1.00  0.00           H  
HETATM   43  H25 UNL     1      -4.623  -0.655  -1.647  1.00  0.00           H  
HETATM   44  H26 UNL     1      -4.209  -1.309   0.869  1.00  0.00           H  
HETATM   45  H27 UNL     1      -6.316  -1.944  -0.579  1.00  0.00           H  
HETATM   46  H28 UNL     1      -6.505  -1.996   1.262  1.00  0.00           H  
HETATM   47  H29 UNL     1      -7.429   0.098  -0.773  1.00  0.00           H  
HETATM   48  H30 UNL     1      -8.258  -0.448   0.790  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   18   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   17   18
END

HMDB0031145
     RDKit          3D
5-Dodecyldihydro-2(3H)-furanone
 48 48  0  0  0  0  0  0  0  0999 V2000
    7.9088    0.3346    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -0.7898    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5426   -0.1278   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411   -1.1663   -0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077   -0.5580   -0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126    0.4729    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770    1.1000    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2627    0.1074    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.8758   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -0.0682   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4018    0.7981   -0.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.0617   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089   -0.6338    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3281   -1.3734    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3052   -0.1994    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5782    0.8711    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0261    2.0429    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3481    0.3601    1.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9324   -0.0514   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6382    1.1239   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8597    0.8327    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1420   -1.5845   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -1.1949    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.3742   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    0.6139    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582   -1.5895    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6983   -1.9856   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -1.3935   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0120   -0.2008   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4566    1.2709    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.0395    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3739    1.6814   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576    1.8176    0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532   -0.4776    0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   -0.5937   -0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481    1.6378    0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528    1.3568   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3945   -0.5130    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -0.8303   -1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572    1.5736    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834    1.4337   -1.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.8049   -0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229   -0.6548   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -1.3093    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3158   -1.9442   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5048   -1.9964    1.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292    0.0985   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2584   -0.4477    0.7901 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 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 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
2(3H)-Furanone, 5-dodecyldihydro- (9ci)	HMDB
4-Dodecyl-g-butyrolactone	HMDB, Generator
4-Hexadecanolide	HMDB
g-Palmitolactone	HMDB
gamma-Hydroxypalmitic acid lactone	HMDB
gamma-Palmitolactone	HMDB
Hexadeca-1,4-lactone	HMDB
Hexadecanoic acid, 4-hydroxy-, gamma-lactone (8ci)	HMDB
Hexadecanoic acid, 4-hydroxy-, laquo gammaraquo -lactone	HMDB
laquo gammaraquo -Hexadecalactone	HMDB
laquo gammaraquo -Palmitolactone	HMDB
palmito-laquo gammaraquo -Lactone	HMDB
4-Dodecyl-γ-butyrolactone	Generator

Chemical Formula

C₁₆H₃₀O₂

Average Molecular Weight

254.4082

Monoisotopic Molecular Weight

254.224580204

IUPAC Name

5-dodecyloxolan-2-one

Traditional Name

5-dodecyloxolan-2-one

CAS Registry Number

730-46-1

SMILES

CCCCCCCCCCCCC1CCC(=O)O1

InChI Identifier

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

InChI Key

SRIFJCOBFTWCTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
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: HMDB0031145)
Cell membrane (HMDB: HMDB0031145)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031145)

Source

Endogenous

Endogenous (HMDB: HMDB0031145)

Plant

Plant (HMDB: HMDB0031145)

Exogenous

Food

Food (HMDB: HMDB0031145)

Vegetable

Root vegetable

Parsnip (FooDB: FOOD00129)
Root vegetables (FooDB: FOOD00873)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031145)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	54 °C	Not Available
Boiling Point	348.00 to 349.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	5.508 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00023 g/L	ALOGPS
logP	6.39	ALOGPS
logP	5.53	ChemAxon
logS	-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	11	ChemAxon
Refractivity	75.26 m³·mol⁻¹	ChemAxon
Polarizability	33.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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
DarkChem	[M+H]+	165.979	31661259
DarkChem	[M-H]-	164.158	31661259
DeepCCS	[M+H]+	170.684	30932474
DeepCCS	[M-H]-	166.664	30932474
DeepCCS	[M-2H]-	203.983	30932474
DeepCCS	[M+Na]+	179.774	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.9	32859911
AllCCS	[M+NH4]+	174.4	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	172.2	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	174.2	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.	10.2 minutes	32390414
Predicted by Siyang on May 30, 2022	24.2482 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3116.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	760.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	290.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	448.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	549.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1033.5 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	1020.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2203.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	620.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1998.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	800.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	538.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	788.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	684.2 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	11.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Dodecyldihydro-2(3H)-furanone	CCCCCCCCCCCCC1CCC(=O)O1	2858.8	Standard polar	33892256
5-Dodecyldihydro-2(3H)-furanone	CCCCCCCCCCCCC1CCC(=O)O1	1990.8	Standard non polar	33892256
5-Dodecyldihydro-2(3H)-furanone	CCCCCCCCCCCCC1CCC(=O)O1	2125.0	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 - 5-Dodecyldihydro-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9i-8910000000-3c21332ea8ea51a25c21	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 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 - 5-Dodecyldihydro-2(3H)-furanone 10V, Positive-QTOF	splash10-0a4i-0390000000-7fb9c923436a25a22efa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 20V, Positive-QTOF	splash10-0a4l-5950000000-e1b4fe6cc94a9c4f69d1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 40V, Positive-QTOF	splash10-052f-9400000000-3bd10b0036b41f1889f2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 10V, Negative-QTOF	splash10-0udi-0090000000-76fb870560cc2dd16948	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 20V, Negative-QTOF	splash10-0zfr-1090000000-909dbc1f4cef1603729c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 40V, Negative-QTOF	splash10-0006-9110000000-017c3ba4f8a1de41985a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 10V, Positive-QTOF	splash10-0a4i-2190000000-d0ef795ba813ddfad27f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 20V, Positive-QTOF	splash10-0a4i-9460000000-6cc385bc991146845743	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 40V, Positive-QTOF	splash10-052f-9000000000-b342e1c7746576dc8b33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 10V, Negative-QTOF	splash10-0udi-0090000000-ba595d75ac5ffd8e39a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 20V, Negative-QTOF	splash10-0udi-2090000000-2259934bac86dd306537	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dodecyldihydro-2(3H)-furanone 40V, Negative-QTOF	splash10-0pbc-9430000000-e796473e04cb0e6bb6be	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

FDB003157

KNApSAcK ID

Not Available

Chemspider ID

88223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

97747

PDB ID

Not Available

ChEBI ID

170094

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1438691

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 5-Dodecyldihydro-2(3H)-furanone (HMDB0031145)

MOL for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

3D MOL for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

3D SDF for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

3D-SDF for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

PDB for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

3D PDB for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

SMILES for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

INCHI for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

Structure for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

3D Structure for HMDB0031145 (5-Dodecyldihydro-2(3H)-furanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra