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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:34:20 UTC

Update Date

2021-09-26 22:52:08 UTC

HMDB ID

HMDB0244411

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid

Description

3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid, also known as 3-CMEFP or 2-(2-carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylate, belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid. Based on a literature review very few articles have been published on 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-carboxy-4-methyl-5-ethyl-2-furanpropionic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244411
     RDKit          3D
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.3219   -2.2421    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1362   -0.7694    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.3742    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.1071    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4671   -0.3594    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.8137    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.8339   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.3019   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2502   -2.5131   -0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556   -0.3446   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9583    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    2.1572   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    2.5857   -1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.8689    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.9349    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    2.1412   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -2.3767    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411   -2.6601    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204   -2.7350   -0.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5394   -0.5012   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.1480    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -0.2348    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -1.8624    0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.5847   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5747    0.1628   -1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2665   -0.0234    0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241    3.7247    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    2.9493   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    1.8665   -0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423    2.4362    0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15  3  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END

  Mrv1652309102123342D          

 16 16  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790   -2.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -2.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995   -2.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  4 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244411

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=C(C)C(C(O)=O)=C(CCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O5/c1-3-7-6(2)10(11(14)15)8(16-7)4-5-9(12)13/h3-5H2,1-2H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
LOHNKCJVXLFVMW-UHFFFAOYSA-N

> <FORMULA>
C11H14O5

> <MOLECULAR_WEIGHT>
226.228

> <EXACT_MASS>
226.084123551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.096541090980104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylic acid

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.8529899696666667

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.732220265116413

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.819054446114399

> <JCHEM_PKA_STRONGEST_BASIC>
-2.923799456824664

> <JCHEM_POLAR_SURFACE_AREA>
87.74

> <JCHEM_REFRACTIVITY>
56.48260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244411
     RDKit          3D
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.3219   -2.2421    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1362   -0.7694    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.3742    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.1071    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4671   -0.3594    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.8137    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.8339   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.3019   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2502   -2.5131   -0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556   -0.3446   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9583    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    2.1572   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    2.5857   -1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.8689    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.9349    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    2.1412   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -2.3767    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411   -2.6601    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204   -2.7350   -0.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5394   -0.5012   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.1480    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -0.2348    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -1.8624    0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.5847   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5747    0.1628   -1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2665   -0.0234    0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241    3.7247    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    2.9493   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    1.8665   -0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423    2.4362    0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15  3  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.894  -4.188   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.268  -5.595   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.426  -4.027   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.770   1.651   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    3                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    4                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0244411
HETATM    1  C1  UNL     1      -3.322  -2.242   0.379  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.136  -0.769   0.190  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.701  -0.374   0.180  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.629  -1.107   0.300  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.467  -0.359   0.238  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.880  -0.814   0.333  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.565  -0.834  -1.029  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.954  -1.302  -0.787  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.250  -2.513  -0.627  1.00  0.00           O  
HETATM   10  O3  UNL     1       4.956  -0.345  -0.740  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.101   0.958   0.065  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.914   2.157  -0.060  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.320   2.586  -1.167  1.00  0.00           O  
HETATM   14  O5  UNL     1       1.264   2.869   1.075  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.294   0.935   0.030  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.135   2.141  -0.142  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.306  -2.377   0.909  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.541  -2.660   1.050  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.320  -2.735  -0.609  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.539  -0.501  -0.816  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.676  -0.148   0.934  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.460  -0.235   1.060  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.854  -1.862   0.704  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.018  -1.585  -1.642  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.575   0.163  -1.495  1.00  0.00           H  
HETATM   26  H10 UNL     1       5.267  -0.023   0.190  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.824   3.725   1.364  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.547   2.949  -0.601  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.977   1.866  -0.817  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.542   2.436   0.849  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   15   15
CONECT    4    5
CONECT    5    6   11   11
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9    9   10
CONECT   10   26
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   14   27
CONECT   15   16
CONECT   16   28   29   30
END

HMDB0244411
     RDKit          3D
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.3219   -2.2421    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1362   -0.7694    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.3742    0.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.1071    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4671   -0.3594    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.8137    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648   -0.8339   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.3019   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2502   -2.5131   -0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556   -0.3446   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9583    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136    2.1572   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    2.5857   -1.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.8689    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.9349    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    2.1412   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3065   -2.3767    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411   -2.6601    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204   -2.7350   -0.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5394   -0.5012   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.1480    0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -0.2348    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -1.8624    0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.5847   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5747    0.1628   -1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2665   -0.0234    0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8241    3.7247    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    2.9493   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9770    1.8665   -0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423    2.4362    0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15  3  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Carboxy-4-methyl-5-ethyl-2-furanpropionate	Generator
2-(2-Carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylate	HMDB
3-CMEFP	HMDB

Chemical Formula

C₁₁H₁₄O₅

Average Molecular Weight

226.228

Monoisotopic Molecular Weight

226.084123551

IUPAC Name

2-(2-carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylic acid

Traditional Name

2-(2-carboxyethyl)-5-ethyl-4-methylfuran-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC1=C(C)C(C(O)=O)=C(CCC(O)=O)O1

InChI Identifier

InChI=1S/C11H14O5/c1-3-7-6(2)10(11(14)15)8(16-7)4-5-9(12)13/h3-5H2,1-2H3,(H,12,13)(H,14,15)

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.44	ALOGPS
logP	1.85	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.82	ChemAxon
pKa (Strongest Basic)	-2.9	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	5	ChemAxon
Refractivity	56.48 m³·mol⁻¹	ChemAxon
Polarizability	23.1 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
DeepCCS	[M+H]+	154.727	30932474
DeepCCS	[M-H]-	152.369	30932474
DeepCCS	[M-2H]-	185.988	30932474
DeepCCS	[M+Na]+	161.116	30932474
AllCCS	[M+H]+	151.0	32859911
AllCCS	[M+H-H2O]+	147.1	32859911
AllCCS	[M+NH4]+	154.5	32859911
AllCCS	[M+Na]+	155.6	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	152.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid	CCC1=C(C)C(C(O)=O)=C(CCC(O)=O)O1	2925.6	Standard polar	33892256
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid	CCC1=C(C)C(C(O)=O)=C(CCC(O)=O)O1	1707.0	Standard non polar	33892256
3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid	CCC1=C(C)C(C(O)=O)=C(CCC(O)=O)O1	1892.9	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-ethyl-2-furanpropionic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-1930000000-3beb35e518cc1d738f19	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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-ethyl-2-furanpropionic acid 10V, Positive-QTOF	splash10-0a4i-0960000000-b594131005d60ecf9b5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid 20V, Positive-QTOF	splash10-08fu-1910000000-03c787d8930518e58d01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid 40V, Positive-QTOF	splash10-0a4i-8900000000-4bbcb28184c5b0b50802	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid 10V, Negative-QTOF	splash10-001r-0920000000-cbc753c4957d49107567	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid 20V, Negative-QTOF	splash10-000i-0900000000-f0c24d7f6f2b086ac8e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid 40V, Negative-QTOF	splash10-00kn-9600000000-d7ab9de4b706d0ef5212	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

2340089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3082710

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid (HMDB0244411)

MOL for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

3D MOL for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

3D SDF for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

3D-SDF for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

PDB for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

3D PDB for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

SMILES for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

INCHI for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

Structure for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

3D Structure for HMDB0244411 (3-Carboxy-4-methyl-5-ethyl-2-furanpropionic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra