Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:30:11 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039136

Secondary Accession Numbers

HMDB39136

Metabolite Identification

Common Name

Elenaic acid

Description

Elenaic acid, also known as elenaate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Elenaic acid has been detected, but not quantified in, several different foods, such as fats and oils, fruits, herbs and spices, and olives (Olea europaea). This could make elenaic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Elenaic acid.

Structure

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

HMDB0039136
     RDKit          3D
Elenaic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5991    1.0150   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.3844    0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485    0.7523   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.6878   -1.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245    0.0855    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735   -0.9072    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5057    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3351   -1.6592    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -3.1041   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0966   -0.7930   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -0.3748   -1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.9641   -1.2082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    0.5046   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3033    1.1342    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    2.3608    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    2.9064    0.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    2.9561    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6168   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.5912    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351    0.1795   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -1.2512    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -1.3534    0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965   -3.7091    0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -3.4974    0.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -3.2533   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -1.2962   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.4888   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.1376   -1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138    1.4581   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    0.4588    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550    2.9508    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END


  Mrv0541 05061310522D          

 17 17  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  2  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  2  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16  2  1  0  0  0  0
 16 11  1  0  0  0  0
 17  5  1  0  0  0  0
 17  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039136

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=COC(C)C(C=O)C1CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O6/c1-6-8(4-12)7(3-10(13)14)9(5-17-6)11(15)16-2/h4-8H,3H2,1-2H3,(H,13,14)

> <INCHI_KEY>
MQFAJBBHEYTHKF-UHFFFAOYSA-N

> <FORMULA>
C11H14O6

> <MOLECULAR_WEIGHT>
242.2253

> <EXACT_MASS>
242.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
22.856927629328872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
-0.15086738633333308

> <ALOGPS_LOGS>
-1.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.221015409621947

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0542419932121465

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7920131863567725

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
56.41020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
elenolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039136
     RDKit          3D
Elenaic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5991    1.0150   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.3844    0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485    0.7523   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.6878   -1.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245    0.0855    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735   -0.9072    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5057    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3351   -1.6592    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -3.1041   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0966   -0.7930   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -0.3748   -1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.9641   -1.2082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    0.5046   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3033    1.1342    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    2.3608    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    2.9064    0.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    2.9561    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6168   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.5912    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351    0.1795   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -1.2512    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -1.3534    0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965   -3.7091    0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -3.4974    0.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -3.2533   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -1.2962   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.4888   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.1376   -1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138    1.4581   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    0.4588    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550    2.9508    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   16                                                            
CONECT    3    7   10                                                       
CONECT    4    8   12                                                       
CONECT    5    9   17                                                       
CONECT    6    1    8   17                                                  
CONECT    7    3    8    9                                                  
CONECT    8    4    6    7                                                  
CONECT    9    5    7   11                                                  
CONECT   10    3   13   14                                                  
CONECT   11    9   15   16                                                  
CONECT   12    4                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16    2   11                                                       
CONECT   17    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0039136
HETATM    1  C1  UNL     1       4.599   1.015  -0.229  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.391   0.384   0.156  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.149   0.752  -0.350  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.141   1.688  -1.183  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.924   0.085   0.066  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.874  -0.907   0.934  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.348  -1.506   1.288  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.335  -1.659   0.279  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.490  -3.104  -0.137  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.097  -0.793  -0.928  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.412  -0.375  -1.465  1.00  0.00           C  
HETATM   12  O4  UNL     1      -3.456  -0.964  -1.208  1.00  0.00           O  
HETATM   13  C9  UNL     1      -0.389   0.505  -0.484  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.303   1.134   0.512  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.792   2.361   1.154  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.300   2.906   0.952  1.00  0.00           O  
HETATM   17  O6  UNL     1      -1.650   2.956   2.089  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.500   1.617  -1.148  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.956   1.591   0.646  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.335   0.180  -0.410  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.792  -1.251   1.368  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.300  -1.353   0.731  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.797  -3.709   0.490  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.510  -3.497   0.066  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.306  -3.253  -1.222  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.519  -1.296  -1.722  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.498   0.489  -2.121  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.285   1.138  -1.360  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.214   1.458  -0.075  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.606   0.459   1.336  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.655   2.951   1.975  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   13
CONECT    6    7   21
CONECT    7    8
CONECT    8    9   10   22
CONECT    9   23   24   25
CONECT   10   11   13   26
CONECT   11   12   12   27
CONECT   13   14   28
CONECT   14   15   29   30
CONECT   15   16   16   17
CONECT   17   31
END

HMDB0039136
     RDKit          3D
Elenaic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5991    1.0150   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.3844    0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485    0.7523   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    1.6878   -1.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245    0.0855    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735   -0.9072    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5057    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3351   -1.6592    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900   -3.1041   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0966   -0.7930   -0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -0.3748   -1.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.9641   -1.2082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890    0.5046   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3033    1.1342    0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    2.3608    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    2.9064    0.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    2.9561    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996    1.6168   -1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.5912    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351    0.1795   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -1.2512    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996   -1.3534    0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965   -3.7091    0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -3.4974    0.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -3.2533   -1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -1.2962   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.4888   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.1376   -1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138    1.4581   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    0.4588    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550    2.9508    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Elenaate	Generator
3-Formyl-3,4-dihydro-5-(methoxycarbonyl)-2-methyl-2H-pyran-4-acetic acid, 9ci	HMDB
Elenolic acid	HMDB
2-[3-Formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetate	Generator

Chemical Formula

C₁₁H₁₄O₆

Average Molecular Weight

242.2253

Monoisotopic Molecular Weight

242.07903818

IUPAC Name

2-[3-formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid

Traditional Name

elenolic acid

CAS Registry Number

34422-12-3

SMILES

COC(=O)C1=COC(C)C(C=O)C1CC(O)=O

InChI Identifier

InChI=1S/C11H14O6/c1-6-8(4-12)7(3-10(13)14)9(5-17-6)11(15)16-2/h4-8H,3H2,1-2H3,(H,13,14)

InChI Key

MQFAJBBHEYTHKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Carboxylic acid ester
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Aldehyde
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039136)
Cytoplasm (HMDB: HMDB0039136)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039136)

Source

Exogenous

Exogenous (HMDB: HMDB0039136)

Food

Food (HMDB: HMDB0039136)

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0039136)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039136)
Hypotensive (HMDB: HMDB0039136)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	408.90 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	91050 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.220 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.2 g/L	ALOGPS
logP	0.97	ALOGPS
logP	-0.15	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.41 m³·mol⁻¹	ChemAxon
Polarizability	22.86 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]+	155.797	31661259
DarkChem	[M-H]-	152.165	31661259
DeepCCS	[M+H]+	150.233	30932474
DeepCCS	[M-H]-	147.875	30932474
DeepCCS	[M-2H]-	182.212	30932474
DeepCCS	[M+Na]+	156.944	30932474
AllCCS	[M+H]+	154.0	32859911
AllCCS	[M+H-H2O]+	150.3	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	152.6	32859911
AllCCS	[M+Na-2H]-	153.0	32859911
AllCCS	[M+HCOO]-	153.4	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.	4.45 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1242 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1607.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	116.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	54.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	284.9 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	433.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	753.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	331.8 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	1045.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	297.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	358.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	175.6 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	181.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Elenaic acid	COC(=O)C1=COC(C)C(C=O)C1CC(O)=O	2965.2	Standard polar	33892256
Elenaic acid	COC(=O)C1=COC(C)C(C=O)C1CC(O)=O	1707.1	Standard non polar	33892256
Elenaic acid	COC(=O)C1=COC(C)C(C=O)C1CC(O)=O	1832.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Elenaic acid,1TMS,isomer #1	COC(=O)C1=COC(C)C(C=O)C1CC(=O)O[Si](C)(C)C	1919.5	Semi standard non polar	33892256
Elenaic acid,1TMS,isomer #2	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)O	2001.0	Semi standard non polar	33892256
Elenaic acid,2TMS,isomer #1	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)O[Si](C)(C)C	2028.3	Semi standard non polar	33892256
Elenaic acid,2TMS,isomer #1	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)O[Si](C)(C)C	1902.3	Standard non polar	33892256
Elenaic acid,1TBDMS,isomer #1	COC(=O)C1=COC(C)C(C=O)C1CC(=O)O[Si](C)(C)C(C)(C)C	2140.8	Semi standard non polar	33892256
Elenaic acid,1TBDMS,isomer #2	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)O	2242.8	Semi standard non polar	33892256
Elenaic acid,2TBDMS,isomer #1	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)O[Si](C)(C)C(C)(C)C	2445.7	Semi standard non polar	33892256
Elenaic acid,2TBDMS,isomer #1	COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)O[Si](C)(C)C(C)(C)C	2298.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Elenaic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03e9-4970000000-e12897fb6be173739da4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Elenaic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00a2-7290000000-b320027c89adc476ae71	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Elenaic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Elenaic 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 - Elenaic acid 10V, Positive-QTOF	splash10-004i-0690000000-d1c1eb469c3784b9de15	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 20V, Positive-QTOF	splash10-0bt9-1910000000-c9e55b458703a0dfecdf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 40V, Positive-QTOF	splash10-016r-9400000000-0e16d6d80fa20e4409b5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 10V, Negative-QTOF	splash10-0006-1490000000-4aeac376a04154369fa0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 20V, Negative-QTOF	splash10-05tg-1960000000-f24000a4600d5371d5fb	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 40V, Negative-QTOF	splash10-0udi-3900000000-91b50701ede3e63fc01a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 10V, Positive-QTOF	splash10-002f-0490000000-2c3209fbdf754896e615	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 20V, Positive-QTOF	splash10-00ov-1950000000-8f82d7411f346a515dca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 40V, Positive-QTOF	splash10-014i-5900000000-dd873a0a1817d45b800f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 10V, Negative-QTOF	splash10-0006-0190000000-54fe478162dcef99ba99	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 20V, Negative-QTOF	splash10-0l7u-1910000000-33b951837096bfd136d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Elenaic acid 40V, Negative-QTOF	splash10-000l-5910000000-71e2707540333f2a54a1	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB018655

KNApSAcK ID

Not Available

Chemspider ID

163618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188234

PDB ID

Not Available

ChEBI ID

174252

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1700831

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Elenaic acid (HMDB0039136)

MOL for HMDB0039136 (Elenaic acid)

3D MOL for HMDB0039136 (Elenaic acid)

3D SDF for HMDB0039136 (Elenaic acid)

3D-SDF for HMDB0039136 (Elenaic acid)

PDB for HMDB0039136 (Elenaic acid)

3D PDB for HMDB0039136 (Elenaic acid)

SMILES for HMDB0039136 (Elenaic acid)

INCHI for HMDB0039136 (Elenaic acid)

Structure for HMDB0039136 (Elenaic acid)

3D Structure for HMDB0039136 (Elenaic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra