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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:19:18 UTC

Update Date

2022-03-07 03:18:04 UTC

HMDB ID

HMDB0112095

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Methyl-5-pentyl-2-furanheptanoic acid

Description

3-Methyl-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. 3-Methyl-5-pentyl-2-furanheptanoic acid, in particular, can be described by the shorthand notation 7M5. This refers to its 7-carbon carboxyalkyl moiety, the methyl substitution in the 3-position of its furan moiety, and its 5-carbon alkyl moiety.

Structure

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

HMDB0112095
     RDKit          3D
3-Methyl-5-pentyl-2-furanheptanoic acid
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.5756    1.9716    0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0314    0.7877   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417    0.4137   -1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831    0.0285   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -0.3393   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -0.7211   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0145   -1.9864   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -1.9338    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -3.0921    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -0.6030    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8382   -0.0314    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.2991   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422    0.3267    0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4876    0.1124   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    0.7517    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9540    0.6370   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9634    1.2826   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    1.8964   -2.0146 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1156    1.2301   -2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    0.0813   -0.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    2.5831    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1382    1.5319    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4319    2.6004    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1924   -0.1087    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9460    1.0825   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7434    1.2004   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2916   -0.5436   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879    0.8791    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.8158    0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4226    0.5195   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736   -1.2041   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868   -2.8973   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -3.9981    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698   -3.2105    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -2.9695    2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234   -0.3953    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    1.0836    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.3700   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    0.1732   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3969   -0.2125    1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    1.4019    0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -0.9869   -0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3621    0.4764   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    1.8074    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601    0.2251    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2137   -0.4458   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7434    1.0975    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7924    1.9823   -2.1786 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  1  0
 20  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
M  END


  Mrv1652309081718192D          

 20 20  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
   11.7335    3.2859    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
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  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
 12  9  1  0  0  0  0
 14  2  1  0  0  0  0
 14 13  1  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
 16 14  2  0  0  0  0
 17 12  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112095

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O3/c1-3-4-7-10-15-13-14(2)16(20-15)11-8-5-6-9-12-17(18)19/h13H,3-12H2,1-2H3,(H,18,19)

> <INCHI_KEY>
LTMUZWVWMSMAQO-UHFFFAOYSA-N

> <FORMULA>
C17H28O3

> <MOLECULAR_WEIGHT>
280.408

> <EXACT_MASS>
280.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.896710966792625

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid

> <ALOGPS_LOGP>
5.38

> <JCHEM_LOGP>
5.307387716666668

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5579112734321185

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6701671209608686

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
81.43339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112095
     RDKit          3D
3-Methyl-5-pentyl-2-furanheptanoic acid
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.5756    1.9716    0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0314    0.7877   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417    0.4137   -1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831    0.0285   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -0.3393   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -0.7211   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0145   -1.9864   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -1.9338    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -3.0921    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -0.6030    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8382   -0.0314    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.2991   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422    0.3267    0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4876    0.1124   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    0.7517    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9540    0.6370   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9634    1.2826   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    1.8964   -2.0146 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1156    1.2301   -2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    0.0813   -0.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    2.5831    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1382    1.5319    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4319    2.6004    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1924   -0.1087    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9460    1.0825   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7434    1.2004   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2916   -0.5436   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879    0.8791    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.8158    0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4226    0.5195   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736   -1.2041   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868   -2.8973   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -3.9981    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698   -3.2105    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -2.9695    2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234   -0.3953    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    1.0836    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.3700   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    0.1732   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3969   -0.2125    1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    1.4019    0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -0.9869   -0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3621    0.4764   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    1.8074    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601    0.2251    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2137   -0.4458   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7434    1.0975    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7924    1.9823   -2.1786 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  1  0
 20  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  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      21.903   6.134   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.159  -0.986   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.627  -0.825   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.175   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.841   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.001   0.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.508   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.507   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.469   0.742   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.842   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.173   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.613   3.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.582   4.627   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.843   2.149   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.176   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.840   4.771   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.506   4.001   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.840   6.311   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      20.337   2.469   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   14                                                            
CONECT    3    1    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   15                                                       
CONECT   11    8   16                                                       
CONECT   12    9   17                                                       
CONECT   13   14   15                                                       
CONECT   14    2   13   16                                                  
CONECT   15   10   13   20                                                  
CONECT   16   11   14   20                                                  
CONECT   17   12   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0112095
HETATM    1  C1  UNL     1      -6.576   1.972   0.671  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.031   0.788  -0.190  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.942   0.414  -1.183  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.683   0.029  -0.417  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.604  -0.339  -1.415  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.346  -0.721  -0.676  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.014  -1.986  -0.261  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.772  -1.934   0.387  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.067  -3.092   0.990  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.425  -0.603   0.320  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.838  -0.031   0.878  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.028  -0.299  -0.028  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.242   0.327   0.646  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.488   0.112  -0.204  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.641   0.752   0.522  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.954   0.637  -0.183  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.963   1.283  -1.515  1.00  0.00           C  
HETATM   18  O1  UNL     1       5.992   1.896  -2.015  1.00  0.00           O  
HETATM   19  O2  UNL     1       8.116   1.230  -2.310  1.00  0.00           O  
HETATM   20  O3  UNL     1      -1.375   0.081  -0.312  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.819   2.583   0.113  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.138   1.532   1.587  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.432   2.600   0.942  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.192  -0.109   0.440  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.946   1.083  -0.742  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.743   1.200  -1.925  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.292  -0.544  -1.664  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.388   0.879   0.226  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.907  -0.816   0.269  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.423   0.519  -2.063  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.974  -1.204  -1.998  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.587  -2.897  -0.393  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.692  -3.998   0.813  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.970  -3.210   0.696  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.069  -2.970   2.112  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.023  -0.395   1.906  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.716   1.084   0.932  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.182  -1.370  -0.156  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.864   0.173  -1.026  1.00  0.00           H  
HETATM   40  H20 UNL     1       3.397  -0.213   1.589  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.099   1.402   0.775  1.00  0.00           H  
HETATM   42  H22 UNL     1       4.698  -0.987  -0.267  1.00  0.00           H  
HETATM   43  H23 UNL     1       4.362   0.476  -1.222  1.00  0.00           H  
HETATM   44  H24 UNL     1       5.354   1.807   0.738  1.00  0.00           H  
HETATM   45  H25 UNL     1       5.760   0.225   1.510  1.00  0.00           H  
HETATM   46  H26 UNL     1       7.214  -0.446  -0.246  1.00  0.00           H  
HETATM   47  H27 UNL     1       7.743   1.098   0.435  1.00  0.00           H  
HETATM   48  H28 UNL     1       8.792   1.982  -2.179  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    7   20
CONECT    7    8   32
CONECT    8    9   10   10
CONECT    9   33   34   35
CONECT   10   11   20
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   18   19
CONECT   19   48
END

HMDB0112095
     RDKit          3D
3-Methyl-5-pentyl-2-furanheptanoic acid
 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.5756    1.9716    0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0314    0.7877   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9417    0.4137   -1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831    0.0285   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -0.3393   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461   -0.7211   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0145   -1.9864   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -1.9338    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -3.0921    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -0.6030    0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8382   -0.0314    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.2991   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422    0.3267    0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4876    0.1124   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    0.7517    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9540    0.6370   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9634    1.2826   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    1.8964   -2.0146 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1156    1.2301   -2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    0.0813   -0.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    2.5831    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1382    1.5319    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4319    2.6004    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1924   -0.1087    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9460    1.0825   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7434    1.2004   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2916   -0.5436   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879    0.8791    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9072   -0.8158    0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4226    0.5195   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9736   -1.2041   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868   -2.8973   -0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -3.9981    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698   -3.2105    0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -2.9695    2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234   -0.3953    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    1.0836    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.3700   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    0.1732   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3969   -0.2125    1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    1.4019    0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -0.9869   -0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3621    0.4764   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    1.8074    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601    0.2251    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2137   -0.4458   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7434    1.0975    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7924    1.9823   -2.1786 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  1  0
 20  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(3-Methyl-5-pentylfuran-2-yl)-heptanoate	Generator
7M5	SMPDB, HMDB
MonoMe(7,5)	SMPDB, HMDB
7-(3-methyl-5-pentyl-2-furyl)heptanoic acid	SMPDB, HMDB
3-methyl-5-pentyl-2-furanheptanoic acid	SMPDB
8,11-epoxy-9-methylhexadeca-8,10-dienoic acid	SMPDB, HMDB
8,11-epoxy-9-methyl-8,10-hexadecadienoic acid	SMPDB, HMDB
7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid	SMPDB, HMDB
3-Methyl-5-pentylfuran-2-heptanoate	Generator, HMDB
3-Methyl-5-pentyl-2-furanheptanoate	Generator

Chemical Formula

C₁₇H₂₈O₃

Average Molecular Weight

280.408

Monoisotopic Molecular Weight

280.203844762

IUPAC Name

7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid

Traditional Name

7-(3-methyl-5-pentylfuran-2-yl)heptanoic acid

CAS Registry Number

66612-08-6

SMILES

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

InChI Identifier

InChI=1S/C17H28O3/c1-3-4-7-10-15-13-14(2)16(20-15)11-8-5-6-9-12-17(18)19/h13H,3-12H2,1-2H3,(H,18,19)

InChI Key

LTMUZWVWMSMAQO-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	5.38	ALOGPS
logP	5.31	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-2.7	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	81.43 m³·mol⁻¹	ChemAxon
Polarizability	34.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.947	31661259
DarkChem	[M-H]-	169.104	31661259
DeepCCS	[M+H]+	179.803	30932474
DeepCCS	[M-H]-	176.503	30932474
DeepCCS	[M-2H]-	211.889	30932474
DeepCCS	[M+Na]+	188.179	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	171.9	32859911
AllCCS	[M+NH4]+	178.2	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-5-pentyl-2-furanheptanoic acid	CCCCCC1=CC(C)=C(CCCCCCC(O)=O)O1	3215.0	Standard polar	33892256
3-Methyl-5-pentyl-2-furanheptanoic acid	CCCCCC1=CC(C)=C(CCCCCCC(O)=O)O1	2081.6	Standard non polar	33892256
3-Methyl-5-pentyl-2-furanheptanoic acid	CCCCCC1=CC(C)=C(CCCCCCC(O)=O)O1	2114.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-5-pentyl-2-furanheptanoic acid,1TMS,isomer #1	CCCCCC1=CC(C)=C(CCCCCCC(=O)O[Si](C)(C)C)O1	2213.9	Semi standard non polar	33892256
3-Methyl-5-pentyl-2-furanheptanoic acid,1TBDMS,isomer #1	CCCCCC1=CC(C)=C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O1	2431.4	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 - 3-Methyl-5-pentyl-2-furanheptanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-009i-9542000000-a6a3e202c9a777a48299	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyl-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 - 3-Methyl-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 - 3-Methyl-5-pentyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-03di-0090000000-bd0b0ceeebd71a077c92	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-11p0-8690000000-4478ed1561687384e5ba	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-0zfu-9500000000-a918a4f59a7ab75df548	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-004i-0090000000-e2e4259f55e259e4e2e1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-01ti-1290000000-74562acdcba43e1c93e9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-0a4i-7920000000-7f540aa685613608d661	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 10V, Positive-QTOF	splash10-03di-1290000000-350a828c9af0736fc34a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 20V, Positive-QTOF	splash10-0lza-9840000000-b4ecdc55761c0e40baed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 40V, Positive-QTOF	splash10-0536-9200000000-4082dd8f7c61552c577d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 10V, Negative-QTOF	splash10-004i-0090000000-298b36628030b176ebb1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 20V, Negative-QTOF	splash10-004i-2190000000-d29940d94d79a0a9ab52	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-5-pentyl-2-furanheptanoic acid 40V, Negative-QTOF	splash10-052f-6900000000-c9198f87dc2b1dd8cfec	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

54051934

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 3-Methyl-5-pentyl-2-furanheptanoic acid (HMDB0112095)

MOL for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

3D MOL for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

3D SDF for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

3D-SDF for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

PDB for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

3D PDB for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

SMILES for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

INCHI for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

Structure for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

3D Structure for HMDB0112095 (3-Methyl-5-pentyl-2-furanheptanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra