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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:17 UTC

Update Date

2022-03-07 02:52:47 UTC

HMDB ID

HMDB0030994

Secondary Accession Numbers

HMDB30994

Metabolite Identification

Common Name

5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid

Description

5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid, also known as 2-carboxy-4-undecanolide or 5-heptyl-2-oxooxolane-3-carboxylate, 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. Based on a literature review a significant number of articles have been published on 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid.

Structure

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

HMDB0030994
     RDKit          3D
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.6724    2.2835   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101    0.9900   -0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    0.1006    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -1.2267    0.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5528   -1.5353    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3754   -1.1473    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235   -1.6045    0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.2417   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.2572   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    0.5487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9731    1.8091    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    2.7654    0.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    1.9703    1.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -0.6008    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -0.6645    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -1.6144    0.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106    2.0263   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6696    2.7369    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    3.0017   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9635    0.5802   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039    1.3593   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4877   -0.0182   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    0.7081    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362   -1.7105    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.9152   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745   -1.2580    2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.6746    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -1.5334   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873   -0.0421    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.1280    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -2.6952    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7863   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435    0.5784   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947    0.7678    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    0.5527   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794    1.3606    2.6620 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
M  END


  Mrv0541 05061305392D          

 16 16  0  0  0  0            999 V2000
    1.7344   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8619   -3.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6289   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -2.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3468   -4.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9645   -5.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1848    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
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030994

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC1CC(C(O)=O)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O4/c1-2-3-4-5-6-7-9-8-10(11(13)14)12(15)16-9/h9-10H,2-8H2,1H3,(H,13,14)

> <INCHI_KEY>
FCCIDBCBPCNABK-UHFFFAOYSA-N

> <FORMULA>
C12H20O4

> <MOLECULAR_WEIGHT>
228.2848

> <EXACT_MASS>
228.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.343082095966736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-heptyl-2-oxooxolane-3-carboxylic acid

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.046170927666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.093556602172378

> <JCHEM_PKA_STRONGEST_BASIC>
-7.196951635837937

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
58.54760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-heptyl-2-oxooxolane-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030994
     RDKit          3D
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.6724    2.2835   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101    0.9900   -0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    0.1006    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -1.2267    0.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5528   -1.5353    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3754   -1.1473    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235   -1.6045    0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.2417   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.2572   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    0.5487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9731    1.8091    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    2.7654    0.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    1.9703    1.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -0.6008    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -0.6645    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -1.6144    0.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106    2.0263   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6696    2.7369    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    3.0017   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9635    0.5802   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039    1.3593   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4877   -0.0182   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    0.7081    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362   -1.7105    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.9152   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745   -1.2580    2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.6746    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -1.5334   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873   -0.0421    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.1280    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -2.6952    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7863   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435    0.5784   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947    0.7678    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    0.5527   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794    1.3606    2.6620 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.238  -5.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.571  -6.280   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.906  -6.280   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.980  -5.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.011  -6.798   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.542  -6.637   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.241  -8.132   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.169  -5.230   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      17.447  -7.883   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      14.867  -9.539   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.734  -7.812   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    9                                                       
CONECT    8    9   10                                                       
CONECT    9    7    8   16                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10   13   14                                                  
CONECT   12   10   15   16                                                  
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   12                                                            
CONECT   16    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0030994
HETATM    1  C1  UNL     1       3.672   2.283  -0.835  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.810   0.990  -0.835  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.383   0.101   0.168  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.882  -1.227   0.458  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.553  -1.535   0.960  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.375  -1.147   0.110  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.923  -1.605   0.791  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.125  -1.242  -0.017  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.217   0.257  -0.215  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.704   0.549  -0.104  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.973   1.809   0.598  1.00  0.00           C  
HETATM   12  O1  UNL     1      -4.591   2.765   0.058  1.00  0.00           O  
HETATM   13  O2  UNL     1      -3.540   1.970   1.903  1.00  0.00           O  
HETATM   14  C12 UNL     1      -4.208  -0.601   0.691  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.315  -0.665   1.273  1.00  0.00           O  
HETATM   16  O4  UNL     1      -3.272  -1.614   0.702  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.711   2.026  -1.110  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.670   2.737   0.160  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.295   3.002  -1.567  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.964   0.580  -1.868  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.804   1.359  -0.755  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.488  -0.018  -0.118  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.504   0.708   1.134  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.636  -1.710   1.180  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.038  -1.915  -0.454  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.374  -1.258   2.034  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.482  -2.675   1.022  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.472  -1.533  -0.907  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.287  -0.042   0.085  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.006  -1.128   1.781  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.854  -2.695   0.914  1.00  0.00           H  
HETATM   32  H16 UNL     1      -2.166  -1.786  -0.992  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.843   0.578  -1.196  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.695   0.768   0.616  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.189   0.553  -1.116  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.779   1.361   2.662  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   16   32
CONECT    9   10   33   34
CONECT   10   11   14   35
CONECT   11   12   12   13
CONECT   13   36
CONECT   14   15   15   16
END

HMDB0030994
     RDKit          3D
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.6724    2.2835   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101    0.9900   -0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    0.1006    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -1.2267    0.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5528   -1.5353    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3754   -1.1473    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235   -1.6045    0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.2417   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172    0.2572   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7036    0.5487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9731    1.8091    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    2.7654    0.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399    1.9703    1.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2084   -0.6008    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3154   -0.6645    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -1.6144    0.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7106    2.0263   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6696    2.7369    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    3.0017   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9635    0.5802   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039    1.3593   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4877   -0.0182   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    0.7081    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362   -1.7105    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.9152   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745   -1.2580    2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.6746    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720   -1.5334   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873   -0.0421    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.1280    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -2.6952    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7863   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435    0.5784   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947    0.7678    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891    0.5527   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794    1.3606    2.6620 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 14 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Heptyltetrahydro-2-oxo-3-furancarboxylate	Generator
2-Carboxy-4-undecanolide	HMDB
5-Heptyl-2-oxooxolane-3-carboxylate	HMDB

Chemical Formula

C₁₂H₂₀O₄

Average Molecular Weight

228.2848

Monoisotopic Molecular Weight

228.136159128

IUPAC Name

5-heptyl-2-oxooxolane-3-carboxylic acid

Traditional Name

5-heptyl-2-oxooxolane-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC1CC(C(O)=O)C(=O)O1

InChI Identifier

InChI=1S/C12H20O4/c1-2-3-4-5-6-7-9-8-10(11(13)14)12(15)16-9/h9-10H,2-8H2,1H3,(H,13,14)

InChI Key

FCCIDBCBPCNABK-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

1,3-dicarbonyl compound
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Carboxylic acid
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: HMDB0030994)
Cell membrane (HMDB: HMDB0030994)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030994)

Source

Endogenous

Endogenous (HMDB: HMDB0030994)

Animal

Animal (HMDB: HMDB0030994)

Exogenous

Food

Food (HMDB: HMDB0030994)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Exogenous (HMDB: HMDB0030994)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	58 - 60 °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	0.29 g/L	ALOGPS
logP	2.95	ALOGPS
logP	3.05	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	58.55 m³·mol⁻¹	ChemAxon
Polarizability	25.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	155.16	31661259
DarkChem	[M-H]-	154.715	31661259
DeepCCS	[M+H]+	160.557	30932474
DeepCCS	[M-H]-	156.585	30932474
DeepCCS	[M-2H]-	193.736	30932474
DeepCCS	[M+Na]+	169.477	30932474
AllCCS	[M+H]+	155.8	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	158.6	32859911
AllCCS	[M+HCOO]-	159.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.3 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5049 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2401.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	419.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	412.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	694.1 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	734.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1350.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	482.1 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	1538.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	493.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	417.5 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	66.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid	CCCCCCCC1CC(C(O)=O)C(=O)O1	2957.3	Standard polar	33892256
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid	CCCCCCCC1CC(C(O)=O)C(=O)O1	1807.1	Standard non polar	33892256
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid	CCCCCCCC1CC(C(O)=O)C(=O)O1	1951.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid,1TMS,isomer #1	CCCCCCCC1CC(C(=O)O[Si](C)(C)C)C(=O)O1	1849.5	Semi standard non polar	33892256
5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid,1TBDMS,isomer #1	CCCCCCCC1CC(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O1	2109.3	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-Heptyltetrahydro-2-oxo-3-furancarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9500000000-7957c4607c2e0379a794	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0079-9120000000-5242ccd2d733b6cda5f2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 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-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 10V, Positive-QTOF	splash10-004i-0960000000-720b8db727ba03e59124	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 20V, Positive-QTOF	splash10-01u9-6940000000-b908ada4f76f03402454	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 40V, Positive-QTOF	splash10-0596-9400000000-696767f7e9febd949922	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 10V, Negative-QTOF	splash10-003r-0930000000-05820927945e12604577	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 20V, Negative-QTOF	splash10-001i-2900000000-232cbbed072cbab124cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 40V, Negative-QTOF	splash10-00rf-9800000000-bb95da35ed7d2ed89d20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 10V, Negative-QTOF	splash10-004i-0290000000-d5e701dcd0dd1bb22ffa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 20V, Negative-QTOF	splash10-0059-2890000000-5389590fce3d2957ce4b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 40V, Negative-QTOF	splash10-000e-9300000000-5c0e4cd46acb43fceb54	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 10V, Positive-QTOF	splash10-004i-2090000000-dc146edd970eb2c48039	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 20V, Positive-QTOF	splash10-0cdl-9510000000-742951d9db8386131fa8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid 40V, Positive-QTOF	splash10-052f-9100000000-626550728be811e9080f	2021-09-24	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

FDB002982

KNApSAcK ID

Not Available

Chemspider ID

13352546

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18371062

PDB ID

Not Available

ChEBI ID

169601

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 5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid (HMDB0030994)

MOL for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

3D MOL for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

3D SDF for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

3D-SDF for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

PDB for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

3D PDB for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

SMILES for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

INCHI for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

Structure for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

3D Structure for HMDB0030994 (5-Heptyltetrahydro-2-oxo-3-furancarboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra