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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-04-11 22:16:30 UTC

Update Date

2022-09-22 18:34:28 UTC

HMDB ID

HMDB0061643

Secondary Accession Numbers

HMDB61643

Metabolite Identification

Common Name

3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid

Description

3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid, also known as U(5,3) or 3-CMPFP, belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid. 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

194501
  Mrv0541 05141212572D          

 39 39  0  0  0  0            999 V2000
    5.1869    0.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    2.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3138    2.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    1.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968   -0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1612   -1.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119    0.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6462   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2668    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106   -2.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1473    1.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0515    1.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7956   -3.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    2.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9209   -0.7079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.0540    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7372   -0.8895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8059   -1.5435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0702   -2.1290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0015   -1.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8866   -2.3107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9553   -2.9647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    1.7368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442    1.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2095    0.7987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5379    1.4432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8934    1.7716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.2815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373    0.4182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817   -3.5648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -3.6780    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2094   -2.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    3.2641    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5941    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 11  1  0  0  0  0
  2 18  1  0  0  0  0
  2 38  1  0  0  0  0
  3 18  2  0  0  0  0
  4 19  1  0  0  0  0
  4 39  1  0  0  0  0
  5 19  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7  9  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 10  2  0  0  0  0
  9 13  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
 12 18  1  0  0  0  0
 13 17  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 16  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 19  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
M  END

HMDB0061643
     RDKit          3D
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.8691   -0.0427   -0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547    0.2716   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300   -0.9669   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229   -0.7368    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -0.1824   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926    0.0669   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9162   -0.7061   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523   -0.2326   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4157   -0.8062   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9177   -1.4627    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2698   -1.9927    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -1.8626   -0.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9472   -2.6430    1.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512    0.9382    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    1.8395    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838    1.7552    2.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225    2.8748    0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792    1.1413    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.3086    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5584    0.6170   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1201   -1.1191   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0312    0.1574   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931    0.9550    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.7531   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879   -1.6958   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698   -1.4865    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -0.0440    1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -1.7380    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -0.8286   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    0.7956   -1.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283   -1.5901   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735    0.0076   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.2800    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7713    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034   -2.1171    2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    2.9603   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710    2.4703    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443    2.1423    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0713    3.2505    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18  6  2  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
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

194501
  Mrv0541 05141212572D          

 39 39  0  0  0  0            999 V2000
    5.1869    0.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    2.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3138    2.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    1.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968   -0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1612   -1.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119    0.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6462   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2668    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106   -2.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1473    1.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0515    1.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7956   -3.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    2.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9209   -0.7079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.0540    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7372   -0.8895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8059   -1.5435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0702   -2.1290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0015   -1.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8866   -2.3107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9553   -2.9647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    1.7368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442    1.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2095    0.7987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5379    1.4432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8934    1.7716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.2815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373    0.4182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817   -3.5648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -3.6780    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2094   -2.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    3.2641    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5941    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 11  1  0  0  0  0
  2 18  1  0  0  0  0
  2 38  1  0  0  0  0
  3 18  2  0  0  0  0
  4 19  1  0  0  0  0
  4 39  1  0  0  0  0
  5 19  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7  9  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 10  2  0  0  0  0
  9 13  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
 12 18  1  0  0  0  0
 13 17  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 16  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 19  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061643

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]OC(=O)C1=C(OC(=C1C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C(=O)O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O5/c1-3-4-5-6-10-9(2)13(14(17)18)11(19-10)7-8-12(15)16/h3-8H2,1-2H3,(H,15,16)(H,17,18)

> <INCHI_KEY>
RIJDKRLRDVBUHJ-UHFFFAOYSA-N

> <FORMULA>
C14H20O5

> <MOLECULAR_WEIGHT>
268.3056

> <EXACT_MASS>
268.13107375

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.263532171416433

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-carboxyethyl)-4-methyl-5-pentylfuran-3-carboxylic acid

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
3.1866959646666673

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.718760075236505

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.834235222079074

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4450180849212013

> <JCHEM_POLAR_SURFACE_AREA>
87.74000000000001

> <JCHEM_REFRACTIVITY>
70.28559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-carboxyethyl)-4-methyl-5-pentylfuran-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061643
     RDKit          3D
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.8691   -0.0427   -0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547    0.2716   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300   -0.9669   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229   -0.7368    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -0.1824   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926    0.0669   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9162   -0.7061   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523   -0.2326   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4157   -0.8062   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9177   -1.4627    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2698   -1.9927    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -1.8626   -0.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9472   -2.6430    1.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512    0.9382    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    1.8395    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838    1.7552    2.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225    2.8748    0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792    1.1413    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.3086    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5584    0.6170   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1201   -1.1191   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0312    0.1574   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931    0.9550    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.7531   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879   -1.6958   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698   -1.4865    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -0.0440    1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -1.7380    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -0.8286   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    0.7956   -1.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283   -1.5901   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735    0.0076   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.2800    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7713    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034   -2.1171    2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    2.9603   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710    2.4703    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443    2.1423    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0713    3.2505    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18  6  2  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
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 14-MAY-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 194501                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-12         0                                  
HETATM    1  O   UNK     0       9.682   0.458   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.118   5.138   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.786   5.138   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.988   0.814   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.812   3.351   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.127  -0.788   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.501  -2.194   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.222   0.458   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.406  -3.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.698   1.923   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.206   1.923   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.452   2.828   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.780  -4.847   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.742   2.399   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.163   2.399   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.597   1.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.685  -6.093   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.452   4.368   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.133   1.844   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      12.919  -1.321   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      12.791  -0.101   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      10.709  -1.660   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      10.838  -2.881   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      13.198  -3.974   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      13.069  -2.753   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      10.988  -4.313   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      11.117  -5.534   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       8.190   3.242   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.989   2.987   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      13.458   1.491   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      14.071   2.694   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      12.868   3.307   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.149   0.525   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.350   0.781   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      11.913  -6.654   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      13.246  -6.866   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      13.458  -5.532   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       9.118   6.093   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.080   1.109   0.000  0.00  0.00           H+0
CONECT    1    8   11                                                       
CONECT    2   18   38                                                       
CONECT    3   18                                                            
CONECT    4   19   39                                                       
CONECT    5   19                                                            
CONECT    6    7    8   20   21                                             
CONECT    7    6    9   22   23                                             
CONECT    8    1    6   10                                                  
CONECT    9    7   13   24   25                                             
CONECT   10    8   12   15                                                  
CONECT   11    1   12   14                                                  
CONECT   12   10   11   18                                                  
CONECT   13    9   17   26   27                                             
CONECT   14   11   16   28   29                                             
CONECT   15   10   30   31   32                                             
CONECT   16   14   19   33   34                                             
CONECT   17   13   35   36   37                                             
CONECT   18    2    3   12                                                  
CONECT   19    4    5   16                                                  
CONECT   20    6                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
CONECT   25    9                                                            
CONECT   26   13                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   17                                                            
CONECT   38    2                                                            
CONECT   39    4                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

COMPND    HMDB0061643
HETATM    1  C1  UNL     1      -5.869  -0.043  -0.962  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.455   0.272  -0.545  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.730  -0.967  -0.078  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.323  -0.737   0.358  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.517  -0.182  -0.791  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.093   0.067  -0.433  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.916  -0.706  -0.749  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.052  -0.233  -0.296  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.416  -0.806  -0.439  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.918  -1.463   0.808  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.270  -1.993   0.553  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.816  -1.863  -0.564  1.00  0.00           O  
HETATM   13  O3  UNL     1       5.947  -2.643   1.558  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.751   0.938   0.364  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.666   1.839   1.041  1.00  0.00           C  
HETATM   16  O4  UNL     1       2.984   1.755   2.239  1.00  0.00           O  
HETATM   17  O5  UNL     1       3.223   2.875   0.271  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.379   1.141   0.283  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.377   2.309   0.863  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.558   0.617  -0.413  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.120  -1.119  -0.803  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.031   0.157  -2.048  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.493   0.955   0.347  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.969   0.753  -1.410  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.688  -1.696  -0.932  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.270  -1.486   0.728  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.234  -0.044   1.217  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.917  -1.738   0.651  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.523  -0.829  -1.673  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.990   0.796  -1.065  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.428  -1.590  -1.242  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.074   0.008  -0.773  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.203  -2.280   1.063  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.900  -0.771   1.676  1.00  0.00           H  
HETATM   35  H16 UNL     1       6.703  -2.117   2.016  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.097   2.960  -0.714  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.071   2.470   1.911  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.444   2.142   0.757  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.071   3.250   0.313  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   18   18
CONECT    7    8
CONECT    8    9   14   14
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   12   13
CONECT   13   35
CONECT   14   15   18
CONECT   15   16   16   17
CONECT   17   36
CONECT   18   19
CONECT   19   37   38   39
END

HMDB0061643
     RDKit          3D
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.8691   -0.0427   -0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4547    0.2716   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300   -0.9669   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229   -0.7368    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -0.1824   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926    0.0669   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9162   -0.7061   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523   -0.2326   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4157   -0.8062   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9177   -1.4627    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2698   -1.9927    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -1.8626   -0.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9472   -2.6430    1.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512    0.9382    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    1.8395    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838    1.7552    2.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225    2.8748    0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792    1.1413    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.3086    0.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5584    0.6170   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1201   -1.1191   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0312    0.1574   -2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931    0.9550    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687    0.7531   -1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879   -1.6958   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698   -1.4865    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -0.0440    1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -1.7380    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232   -0.8286   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    0.7956   -1.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283   -1.5901   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735    0.0076   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.2800    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004   -0.7713    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7034   -2.1171    2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0974    2.9603   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0710    2.4703    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443    2.1423    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0713    3.2505    0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18  6  2  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
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Carboxy-4-methyl-5-pentyl-2-furanpropanoate	Generator
U(5,3)	HMDB
3-CMPFP	HMDB
3-Carboxy-4-methyl-5-pentyl-2-furanpropionic acid	HMDB

Chemical Formula

C₁₄H₂₀O₅

Average Molecular Weight

268.3056

Monoisotopic Molecular Weight

268.13107375

IUPAC Name

2-(2-carboxyethyl)-4-methyl-5-pentylfuran-3-carboxylic acid

Traditional Name

2-(2-carboxyethyl)-4-methyl-5-pentylfuran-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(OC(=C1C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C(=O)O[H]

InChI Identifier

InChI=1S/C14H20O5/c1-3-4-5-6-10-9(2)13(14(17)18)11(19-10)7-8-12(15)16/h3-8H2,1-2H3,(H,15,16)(H,17,18)

InChI Key

RIJDKRLRDVBUHJ-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
Furoic acid or derivatives
Furan-3-carboxylic acid
Furan-3-carboxylic acid or derivatives
Furoic acid
Dicarboxylic acid or derivatives
Furan
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0061643)

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
Water Solubility	0.061 g/L	ALOGPS
logP	2.52	ALOGPS
logP	3.19	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.74 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	70.29 m³·mol⁻¹	ChemAxon
Polarizability	29.26 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]+	165.834	31661259
DarkChem	[M-H]-	165.078	31661259
DeepCCS	[M+H]+	163.28	30932474
DeepCCS	[M-H]-	161.557	30932474
DeepCCS	[M-2H]-	195.59	30932474
DeepCCS	[M+Na]+	169.459	30932474
AllCCS	[M+H]+	165.6	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	168.7	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	166.8	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	168.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.62 minutes	32390414
Predicted by Siyang on May 30, 2022	13.8379 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1827.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	347.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	159.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	525.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	640.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1170.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	493.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1583.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	32.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid	[H]OC(=O)C1=C(OC(=C1C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C(=O)O[H]	2603.5	Standard polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid	[H]OC(=O)C1=C(OC(=C1C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C(=O)O[H]	1509.4	Standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid	[H]OC(=O)C1=C(OC(=C1C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C(=O)O[H]	1778.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,1TMS,isomer #1	CCCCCC1=C(C)C(C(=O)O[Si](C)(C)C)=C(CCC(=O)O)O1	2193.3	Semi standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,1TMS,isomer #2	CCCCCC1=C(C)C(C(=O)O)=C(CCC(=O)O[Si](C)(C)C)O1	2162.0	Semi standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,2TMS,isomer #1	CCCCCC1=C(C)C(C(=O)O[Si](C)(C)C)=C(CCC(=O)O[Si](C)(C)C)O1	2153.8	Semi standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,1TBDMS,isomer #1	CCCCCC1=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CCC(=O)O)O1	2422.4	Semi standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,1TBDMS,isomer #2	CCCCCC1=C(C)C(C(=O)O)=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O1	2395.7	Semi standard non polar	33892256
3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid,2TBDMS,isomer #1	CCCCCC1=C(C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O1	2627.4	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-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbc-4290000000-817326e181b5e8b43957	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00dj-9025000000-244bdf8a76a8ae885688	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic 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-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 10V, Positive-QTOF	splash10-0uxr-0090000000-5323d9cb00c0a94fedda	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 20V, Positive-QTOF	splash10-0pb9-2590000000-1848adf317a0fb6ad38a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 40V, Positive-QTOF	splash10-0ug0-7900000000-b00ec01e0d1b97790172	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 10V, Negative-QTOF	splash10-01b9-0090000000-a48b9af631f45ce266b0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 20V, Negative-QTOF	splash10-00di-1390000000-33e3380acc1df533176d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 40V, Negative-QTOF	splash10-0aor-3920000000-ee92c72b2c0f915808d4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 10V, Positive-QTOF	splash10-0udj-0690000000-b0efab1af29029f784d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 20V, Positive-QTOF	splash10-0ab9-1690000000-fe171a9ccd6826e7ce8e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 40V, Positive-QTOF	splash10-0543-9800000000-4fbc380de1fcd29fc2f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 10V, Negative-QTOF	splash10-00vi-0590000000-eb7004af16a9478a0395	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 20V, Negative-QTOF	splash10-00fr-0970000000-d30c2814aeef753c2945	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid 40V, Negative-QTOF	splash10-00ou-3900000000-6e6f7f194b41d219e302	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

194501

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

Spiteller G: Furan fatty acids: occurrence, synthesis, and reactions. Are furan fatty acids responsible for the cardioprotective effects of a fish diet? Lipids. 2005 Aug;40(8):755-71. [PubMed:16296395 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
The AOCS Lipid Library [Link]

Showing metabocard for 3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid (HMDB0061643)

MOL for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

3D MOL for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

3D SDF for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

3D-SDF for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

PDB for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

3D PDB for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

SMILES for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

INCHI for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

Structure for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

3D Structure for HMDB0061643 (3-carboxy-4-methyl-5-pentyl-2-furanpropanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra