Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:18:38 UTC

Update Date

2022-03-07 03:18:04 UTC

HMDB ID

HMDB0112092

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Pentyl-2-furanheptanoic acid

Description

5-Pentyl-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-Pentyl-2-furanheptanoic acid, in particular, can be described by the shorthand notation 7F5. This refers to its 7-carbon carboxyalkyl moiety, the non-methylated furan moiety, and its 5-carbon alkyl moiety. It has been identified in carp.

Structure

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

HMDB0112092
     RDKit          3D
5-Pentyl-2-furanheptanoic acid
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.5025    1.9602    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983    0.8636   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -0.4746   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3022   -0.6913    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3488   -0.6564   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760   -0.8806   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -1.0898    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -1.2460    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.1263   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178   -1.2100   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    0.1012   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    0.7048    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -0.1587    1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089   -0.4224    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4237    0.8108    0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7632    0.4164    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708   -0.7822   -0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7178    1.3834   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9181   -0.9099   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785    2.8995    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7823    1.6274    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    2.1875    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9586    1.0060   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.9243   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.2746   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -0.4834    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330   -1.6774    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    0.1010    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.4314   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.3517   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395   -1.1219    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786   -1.4259    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -1.9466   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -1.6119   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0016   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022    0.7855   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.7958    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.7202    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.2790    2.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -1.1309    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462   -0.9527   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1477   -1.0997    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    1.4960   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936    1.2917    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859    2.1003   -0.7659 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  2  0
  7  8  1  0
  8  9  2  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
  9 19  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
M  END


  Mrv1652309081718182D          

 19 19  0  0  0  0            999 V2000
   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
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  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
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112092

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC=C(CCCCCCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O3/c1-2-3-6-9-14-12-13-15(19-14)10-7-4-5-8-11-16(17)18/h12-13H,2-11H2,1H3,(H,17,18)

> <INCHI_KEY>
YZWYEULWYGANQT-UHFFFAOYSA-N

> <FORMULA>
C16H26O3

> <MOLECULAR_WEIGHT>
266.381

> <EXACT_MASS>
266.188194697

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.81939491060073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
4.793966327333334

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.666941812105885

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7575136794693855

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
76.3922

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112092
     RDKit          3D
5-Pentyl-2-furanheptanoic acid
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.5025    1.9602    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983    0.8636   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -0.4746   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3022   -0.6913    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3488   -0.6564   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760   -0.8806   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -1.0898    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -1.2460    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.1263   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178   -1.2100   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    0.1012   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    0.7048    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -0.1587    1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089   -0.4224    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4237    0.8108    0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7632    0.4164    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708   -0.7822   -0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7178    1.3834   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9181   -0.9099   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785    2.8995    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7823    1.6274    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    2.1875    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9586    1.0060   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.9243   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.2746   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -0.4834    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330   -1.6774    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    0.1010    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.4314   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.3517   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395   -1.1219    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786   -1.4259    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -1.9466   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -1.6119   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0016   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022    0.7855   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.7958    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.7202    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.2790    2.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -1.1309    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462   -0.9527   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1477   -1.0997    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    1.4960   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936    1.2917    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859    2.1003   -0.7659 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  2  0
  7  8  1  0
  8  9  2  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
  9 19  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  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      26.785  -2.393   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.159  -0.986   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.627  -0.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.175   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.841   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.001   0.581   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.508   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.507   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.469   0.742   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.842   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.173   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.613   3.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.582   4.627   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.843   2.149   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.176   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.840   4.771   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.506   4.001   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.840   6.311   0.000  0.00  0.00           O+0
HETATM   19  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    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   14                                                       
CONECT   10    7   15                                                       
CONECT   11    8   16                                                       
CONECT   12   13   14                                                       
CONECT   13   12   15                                                       
CONECT   14    9   12   19                                                  
CONECT   15   10   13   19                                                  
CONECT   16   11   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0112092
HETATM    1  C1  UNL     1      -5.502   1.960   0.259  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.898   0.864  -0.694  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.728  -0.475  -0.026  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.302  -0.691   0.387  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.349  -0.656  -0.770  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.976  -0.881  -0.248  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.577  -1.090   1.053  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.208  -1.246   1.036  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.173  -1.126  -0.270  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.518  -1.210  -0.842  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.229   0.101  -0.917  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.406   0.705   0.454  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.216  -0.159   1.366  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.609  -0.422   0.860  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.424   0.811   0.671  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.763   0.416   0.173  1.00  0.00           C  
HETATM   17  O1  UNL     1       7.071  -0.782  -0.027  1.00  0.00           O  
HETATM   18  O2  UNL     1       7.718   1.383  -0.085  1.00  0.00           O  
HETATM   19  O3  UNL     1      -0.918  -0.910  -0.991  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.079   2.899   0.051  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.782   1.627   1.291  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.434   2.187   0.233  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.959   1.006  -0.986  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.312   0.924  -1.648  1.00  0.00           H  
HETATM   25  H6  UNL     1      -6.098  -1.275  -0.701  1.00  0.00           H  
HETATM   26  H7  UNL     1      -6.360  -0.483   0.876  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.233  -1.677   0.866  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.027   0.101   1.104  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.578  -1.431  -1.523  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.375   0.352  -1.227  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.239  -1.122   1.921  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.379  -1.426   1.925  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.184  -1.947  -0.311  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.483  -1.612  -1.898  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.206  -0.002  -1.419  1.00  0.00           H  
HETATM   36  H17 UNL     1       1.602   0.786  -1.545  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.390   0.796   0.896  1.00  0.00           H  
HETATM   38  H19 UNL     1       2.791   1.720   0.329  1.00  0.00           H  
HETATM   39  H20 UNL     1       3.286   0.279   2.382  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.697  -1.131   1.483  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.546  -0.953  -0.113  1.00  0.00           H  
HETATM   42  H23 UNL     1       5.148  -1.100   1.553  1.00  0.00           H  
HETATM   43  H24 UNL     1       4.918   1.496  -0.034  1.00  0.00           H  
HETATM   44  H25 UNL     1       5.594   1.292   1.669  1.00  0.00           H  
HETATM   45  H26 UNL     1       7.586   2.100  -0.766  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    7   19
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10   19
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   17   18
CONECT   18   45
END

HMDB0112092
     RDKit          3D
5-Pentyl-2-furanheptanoic acid
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.5025    1.9602    0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983    0.8636   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -0.4746   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3022   -0.6913    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3488   -0.6564   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9760   -0.8806   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -1.0898    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -1.2460    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.1263   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178   -1.2100   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    0.1012   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    0.7048    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -0.1587    1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6089   -0.4224    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4237    0.8108    0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7632    0.4164    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0708   -0.7822   -0.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7178    1.3834   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9181   -0.9099   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785    2.8995    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7823    1.6274    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    2.1875    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9586    1.0060   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.9243   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.2746   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -0.4834    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330   -1.6774    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    0.1010    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.4314   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.3517   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395   -1.1219    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786   -1.4259    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -1.9466   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -1.6119   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0016   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6022    0.7855   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    0.7958    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    1.7202    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.2790    2.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -1.1309    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462   -0.9527   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1477   -1.0997    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    1.4960   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936    1.2917    1.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859    2.1003   -0.7659 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  2  0
  7  8  1  0
  8  9  2  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
  9 19  1  0
 19  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Pentyl-2-furanheptanoate	Generator
7F5	SMPDB, HMDB
7-(5-pentyl-2-furyl)heptanoic acid	SMPDB, HMDB
5-pentyl-2-furanheptanoic acid	SMPDB
8,11-epoxy-8,10-hexadecadienoic acid	SMPDB, HMDB
8,11-epoxyhexadeca-8,10-dienoic acid	SMPDB, HMDB
7-(5-pentylfuran-2-yl)heptanoic acid	SMPDB, HMDB
7-(5-Pentylfuran-2-yl)heptanoate	Generator, HMDB

Chemical Formula

C₁₆H₂₆O₃

Average Molecular Weight

266.381

Monoisotopic Molecular Weight

266.188194697

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC=C(CCCCCCC(O)=O)O1

InChI Identifier

InChI=1S/C16H26O3/c1-2-3-6-9-14-12-13-15(19-14)10-7-4-5-8-11-16(17)18/h12-13H,2-11H2,1H3,(H,17,18)

InChI Key

YZWYEULWYGANQT-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

Not Available

Not Available

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	5.25	ALOGPS
logP	4.79	ChemAxon
logS	-4.5	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	11	ChemAxon
Refractivity	76.39 m³·mol⁻¹	ChemAxon
Polarizability	32.82 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]+	166.489	31661259
DarkChem	[M-H]-	166.705	31661259
DeepCCS	[M+H]+	173.26	30932474
DeepCCS	[M-H]-	169.461	30932474
DeepCCS	[M-2H]-	205.785	30932474
DeepCCS	[M+Na]+	182.075	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.5	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	175.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Pentyl-2-furanheptanoic acid	CCCCCC1=CC=C(CCCCCCC(O)=O)O1	3188.0	Standard polar	33892256
5-Pentyl-2-furanheptanoic acid	CCCCCC1=CC=C(CCCCCCC(O)=O)O1	2028.3	Standard non polar	33892256
5-Pentyl-2-furanheptanoic acid	CCCCCC1=CC=C(CCCCCCC(O)=O)O1	2025.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Pentyl-2-furanheptanoic acid,1TMS,isomer #1	CCCCCC1=CC=C(CCCCCCC(=O)O[Si](C)(C)C)O1	2138.2	Semi standard non polar	33892256
5-Pentyl-2-furanheptanoic acid,1TBDMS,isomer #1	CCCCCC1=CC=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O1	2374.7	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-Pentyl-2-furanheptanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9731000000-ca574e60f86546194cfd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Pentyl-2-furanheptanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Pentyl-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-Pentyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-0002-0090000000-10e3fadb2bb8f436cf2e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-0avj-9680000000-098d5f107b9c71b8e329	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-0ap3-9400000000-a25677150c368720579a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-014i-0090000000-e93aa57327595ab05d94	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-01ba-1390000000-b58803ab1270849ad2ad	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-0a4m-9710000000-a1fd98912bd90bf3f868	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-014i-0090000000-8ed2dfcefc8476542f0e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-014i-0290000000-4e4df41ad8c5504825d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-05gl-7910000000-7045bca48e4521f16cd6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-00kb-1390000000-3d2fedc4593e7c0e864a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-0541-9720000000-a8bdaea9d90ec25aa3cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Pentyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-0536-9100000000-c7cb29c71771f11bad25	2021-09-23	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131819625

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

Ishii K, Okajima H, Koyamatsu T, Okada Y, Watanabe H: The composition of furan fatty acids in the crayfish. Lipids. 1988 Jul;23(7):694-700. doi: 10.1007/BF02535671. [PubMed:27520122 ]
Vetter W, Wendlinger C (2013). Furan fatty acids – valuable minor fatty acids in food. Lipid Technology.

Showing metabocard for 5-Pentyl-2-furanheptanoic acid (HMDB0112092)

MOL for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

3D MOL for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

3D SDF for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

3D-SDF for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

PDB for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

3D PDB for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

SMILES for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

INCHI for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

Structure for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

3D Structure for HMDB0112092 (5-Pentyl-2-furanheptanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra