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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:18:46 UTC

Update Date

2022-03-07 03:18:04 UTC

HMDB ID

HMDB0112093

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Heptyl-2-furanheptanoic acid

Description

5-Heptyl-2-furanheptanoic acid is a furan fatty acid (F-acid). F-acids are heterocyclic fatty acids containing a central furan moiety with a carboxylalkyl chain (mostly 7, 9, 11, or 13 carbons) in the 2-position and an alkyl chain (mostly 3 or 5 carbons) in the 5-position. Despite being found in low concentrations in food lipids, they are excellent antixoxidants and radical scavengers. This allows them to play an important role in preventing lipid peroxidation and protecting polyunsaturated fatty acids. They are often incorporated into phospholipids and cholesterol esters of fish and other marine organisms. 5-Heptyl-2-furanheptanoic acid, in particular, can be described by the shorthand notation 7F7. This refers to its 7-carbon carboxyalkyl moiety, the non-methylated furan moiety, and its 7-carbon alkyl moiety. It has been identified in carp.

Structure

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

HMDB0112093
     RDKit          3D
5-Heptyl-2-furanheptanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -8.5572    0.1423   -0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4433    0.9951    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0786    0.5125   -0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8438   -0.8924    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5069   -1.4098   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -0.5970    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0228   -1.1526    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -0.3321    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971    0.8082    1.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    1.3165    1.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    0.4704    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    0.5624    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.3817   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5327    1.5096   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1794    0.1697   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7038    0.2903   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -1.1306   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6865   -1.0963   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2989   -0.0129   -0.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4044   -2.2715   -0.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -0.4718    0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.4916    0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4062    0.7804   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2727   -0.4776   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5185    1.0514    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5874    2.0312   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0356    0.5663   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3407    1.2374    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -1.5337   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379   -0.9102    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -2.4396    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -1.5626   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    0.4780    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693   -0.6600    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218   -2.2074    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -1.0950   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    1.2440    1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    2.1811    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -0.4517    0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    1.0286    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.9327   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.3762   -0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    2.0809   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    2.0873    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -0.5180    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -0.3022   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0339    0.9308   -1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484    0.6622    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8188   -1.7875    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8765   -1.5691   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9930   -2.4540   -1.4779 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
M  END

  Mrv1652309081718182D          

 21 21  0  0  0  0            999 V2000
   15.5052   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1697   -1.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3492   -1.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0136   -0.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1931   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6649    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9505    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8576    0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3794    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0371    0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0939    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5215    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1140    1.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620    2.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7015    1.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8083    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0926    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8946    1.3229    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
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  2  0  0  0  0
 17 12  1  0  0  0  0
 17 15  2  0  0  0  0
 18 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112093

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC1=CC=C(CCCCCCC(O)=O)O1

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

> <INCHI_KEY>
DIQFORWONKLMOZ-UHFFFAOYSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.435

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.049055224372154

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-(5-heptylfuran-2-yl)heptanoic acid

> <ALOGPS_LOGP>
6.10

> <JCHEM_LOGP>
5.683103657333334

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6669417289342165

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7575137773451535

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
85.5942

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(5-heptylfuran-2-yl)heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112093
     RDKit          3D
5-Heptyl-2-furanheptanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -8.5572    0.1423   -0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4433    0.9951    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0786    0.5125   -0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8438   -0.8924    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5069   -1.4098   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -0.5970    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0228   -1.1526    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -0.3321    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971    0.8082    1.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    1.3165    1.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    0.4704    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    0.5624    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.3817   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5327    1.5096   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1794    0.1697   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7038    0.2903   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -1.1306   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6865   -1.0963   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2989   -0.0129   -0.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4044   -2.2715   -0.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -0.4718    0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.4916    0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4062    0.7804   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2727   -0.4776   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5185    1.0514    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5874    2.0312   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0356    0.5663   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3407    1.2374    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -1.5337   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379   -0.9102    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -2.4396    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -1.5626   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    0.4780    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693   -0.6600    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218   -2.2074    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -1.0950   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    1.2440    1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    2.1811    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -0.4517    0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    1.0286    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.9327   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.3762   -0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    2.0809   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    2.0873    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -0.5180    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -0.3022   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0339    0.9308   -1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484    0.6622    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8188   -1.7875    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8765   -1.5691   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9930   -2.4540   -1.4779 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
M  END

HEADER    PROTEIN                                 08-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-17         0                                  
HETATM    1  C   UNK     0      28.943  -3.961   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.317  -2.554   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.785  -2.393   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.159  -0.986   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.627  -0.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.175   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.841   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.001   0.581   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.508   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.507   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.469   0.742   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.842   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.173   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.613   3.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.582   4.627   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.843   2.149   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.176   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.840   4.771   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.506   4.001   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.840   6.311   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      20.337   2.469   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    8                                                       
CONECT    6    7    9                                                       
CONECT    7    6   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   16                                                       
CONECT   12    9   17                                                       
CONECT   13   10   18                                                       
CONECT   14   15   16                                                       
CONECT   15   14   17                                                       
CONECT   16   11   14   21                                                  
CONECT   17   12   15   21                                                  
CONECT   18   13   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0112093
HETATM    1  C1  UNL     1      -8.557   0.142  -0.208  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.443   0.995   0.305  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.079   0.513  -0.130  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.844  -0.892   0.377  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.507  -1.410  -0.030  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.361  -0.597   0.474  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.023  -1.153   0.041  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.897  -0.332   0.551  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.097   0.808   1.334  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.149   1.317   1.627  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.054   0.470   1.014  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.546   0.562   1.015  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.043   1.382  -0.142  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.533   1.510  -0.189  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.179   0.170  -0.311  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.704   0.290  -0.363  1.00  0.00           C  
HETATM   17  C17 UNL     1       7.227  -1.131  -0.486  1.00  0.00           C  
HETATM   18  C18 UNL     1       8.687  -1.096  -0.542  1.00  0.00           C  
HETATM   19  O1  UNL     1       9.299  -0.013  -0.489  1.00  0.00           O  
HETATM   20  O2  UNL     1       9.404  -2.271  -0.654  1.00  0.00           O  
HETATM   21  O3  UNL     1       0.379  -0.472   0.403  1.00  0.00           O  
HETATM   22  H1  UNL     1      -8.958  -0.492   0.626  1.00  0.00           H  
HETATM   23  H2  UNL     1      -9.406   0.780  -0.524  1.00  0.00           H  
HETATM   24  H3  UNL     1      -8.273  -0.478  -1.084  1.00  0.00           H  
HETATM   25  H4  UNL     1      -7.519   1.051   1.420  1.00  0.00           H  
HETATM   26  H5  UNL     1      -7.587   2.031  -0.065  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.036   0.566  -1.225  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.341   1.237   0.270  1.00  0.00           H  
HETATM   29  H8  UNL     1      -6.616  -1.534  -0.120  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.938  -0.910   1.466  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.400  -2.440   0.410  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.452  -1.563  -1.136  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.447   0.478   0.241  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.369  -0.660   1.597  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.922  -2.207   0.294  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.995  -1.095  -1.082  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.020   1.244   1.668  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.447   2.181   2.202  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.001  -0.452   0.960  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.871   1.029   1.950  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.726   0.933  -1.125  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.544   2.376  -0.115  1.00  0.00           H  
HETATM   43  H22 UNL     1       4.784   2.081  -1.114  1.00  0.00           H  
HETATM   44  H23 UNL     1       4.942   2.087   0.665  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.981  -0.518   0.528  1.00  0.00           H  
HETATM   46  H25 UNL     1       4.816  -0.302  -1.248  1.00  0.00           H  
HETATM   47  H26 UNL     1       7.034   0.931  -1.180  1.00  0.00           H  
HETATM   48  H27 UNL     1       7.048   0.662   0.627  1.00  0.00           H  
HETATM   49  H28 UNL     1       6.819  -1.788   0.295  1.00  0.00           H  
HETATM   50  H29 UNL     1       6.876  -1.569  -1.467  1.00  0.00           H  
HETATM   51  H30 UNL     1       9.993  -2.454  -1.478  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9    9   21
CONECT    9   10   37
CONECT   10   11   11   38
CONECT   11   12   21
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   19   19   20
CONECT   20   51
END

HMDB0112093
     RDKit          3D
5-Heptyl-2-furanheptanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -8.5572    0.1423   -0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4433    0.9951    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0786    0.5125   -0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8438   -0.8924    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5069   -1.4098   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -0.5970    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0228   -1.1526    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -0.3321    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971    0.8082    1.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    1.3165    1.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    0.4704    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    0.5624    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.3817   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5327    1.5096   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1794    0.1697   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7038    0.2903   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -1.1306   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6865   -1.0963   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2989   -0.0129   -0.4886 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4044   -2.2715   -0.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -0.4718    0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9580   -0.4916    0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4062    0.7804   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2727   -0.4776   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5185    1.0514    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5874    2.0312   -0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0356    0.5663   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3407    1.2374    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -1.5337   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379   -0.9102    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -2.4396    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519   -1.5626   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    0.4780    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693   -0.6600    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9218   -2.2074    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -1.0950   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    1.2440    1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    2.1811    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -0.4517    0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    1.0286    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.9327   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    2.3762   -0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    2.0809   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    2.0873    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -0.5180    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8156   -0.3022   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0339    0.9308   -1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484    0.6622    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8188   -1.7875    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8765   -1.5691   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9930   -2.4540   -1.4779 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
 21  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Heptyl-2-furanheptanoate	Generator
5-Heptylfuran-2-yl-heptanoate	HMDB
7F7	HMDB
7-(5-Heptyl-2-furyl)heptanoic acid	HMDB
8,11-Epoxy-8,10-octadecadienoic acid	HMDB
8,11-Epoxyoctadeca-8,10-dienoic acid	HMDB
7-(5-Heptylfuran-2-yl)heptanoic acid	HMDB
7-(5-Heptylfuran-2-yl)heptanoate	HMDB
5-heptyl-2-furanheptanoic acid	SMPDB

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.435

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

7-(5-heptylfuran-2-yl)heptanoic acid

Traditional Name

7-(5-heptylfuran-2-yl)heptanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC1=CC=C(CCCCCCC(O)=O)O1

InChI Identifier

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

InChI Key

DIQFORWONKLMOZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Medium-chain fatty acid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0112093)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.1	ALOGPS
logP	5.68	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.67	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	85.59 m³·mol⁻¹	ChemAxon
Polarizability	37.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	175.324	31661259
DarkChem	[M-H]-	174.889	31661259
DeepCCS	[M+H]+	183.328	30932474
DeepCCS	[M-H]-	179.876	30932474
DeepCCS	[M-2H]-	215.738	30932474
DeepCCS	[M+Na]+	192.028	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.4	32859911
AllCCS	[M+NH4]+	182.5	32859911
AllCCS	[M+Na]+	183.3	32859911
AllCCS	[M-H]-	181.8	32859911
AllCCS	[M+Na-2H]-	183.1	32859911
AllCCS	[M+HCOO]-	184.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Heptyl-2-furanheptanoic acid	CCCCCCCC1=CC=C(CCCCCCC(O)=O)O1	3414.1	Standard polar	33892256
5-Heptyl-2-furanheptanoic acid	CCCCCCCC1=CC=C(CCCCCCC(O)=O)O1	2227.7	Standard non polar	33892256
5-Heptyl-2-furanheptanoic acid	CCCCCCCC1=CC=C(CCCCCCC(O)=O)O1	2217.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Heptyl-2-furanheptanoic acid,1TMS,isomer #1	CCCCCCCC1=CC=C(CCCCCCC(=O)O[Si](C)(C)C)O1	2332.9	Semi standard non polar	33892256
5-Heptyl-2-furanheptanoic acid,1TBDMS,isomer #1	CCCCCCCC1=CC=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O1	2576.0	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-Heptyl-2-furanheptanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00bl-9342000000-6a72d98bc0a2c3944d4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Heptyl-2-furanheptanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9360000000-4d5326c37717803a0e91	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Heptyl-2-furanheptanoic 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-Heptyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-004j-0090000000-0e933b8ffaac4d18fa63	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-002k-8390000000-c43ab8418ff8e9216481	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-052f-9310000000-94a441b4946ffb70e400	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-0006-0090000000-f75b1ce2ca398f8d02df	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-004l-1390000000-c300cfb46c6c78ff9ff3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-054o-9710000000-97722520e1e62169c43d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-0006-0090000000-e38d6718874ed1566a97	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-002f-0190000000-3a8c9a84070e2369f5db	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-0597-7940000000-888ba1d587b0c1954b24	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-004j-0190000000-b258a5d7b65409362fa1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-054k-9380000000-92f47a5676cd0b7d0e57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Heptyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-0a4l-9200000000-ae1ce5c1b4f5a942757b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849749

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101929482

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Vetter W, Wendlinger C (2013). Furan fatty acids – valuable minor fatty acids in food. Lipid Technology.
Vetter W, Ulms K, Wendlinger C, van Rijn J (2016). Novel non-methylated furan fatty acids in fish from a zero discharge aquaculture system. NFS Journal.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 5-Heptyl-2-furanheptanoic acid (HMDB0112093)

MOL for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

3D MOL for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

3D SDF for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

3D-SDF for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

PDB for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

3D PDB for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

SMILES for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

INCHI for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

Structure for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

3D Structure for HMDB0112093 (5-Heptyl-2-furanheptanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra