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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:47:30 UTC

Update Date

2021-09-26 23:04:30 UTC

HMDB ID

HMDB0252110

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Etofibrate

Description

Etofibrate, also known as etofibric acid or lipo-merz, belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review a significant number of articles have been published on Etofibrate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etofibrate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etofibrate 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

HMDB0252110
     RDKit          3D
Etofibrate
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3226    0.7195    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1496    0.3353    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213    1.5173   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -0.7833    0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2969   -0.8443    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -2.0387    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3134   -2.1399    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1014   -1.0889    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8434   -1.2187    0.6557 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4386    0.0815    0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741    0.2092    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933    0.0877    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.0305   -0.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    1.0559    0.5183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    0.8913    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.5741   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.4226   -1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406   -0.5683   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592   -1.3730    0.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896   -0.7042   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2013   -1.6916   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5446   -1.7821   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1976   -0.9059   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4818    0.0620   -1.8386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1533    0.1758   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    0.5971    2.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909    0.0792    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.7954    2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    1.2477   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.8033   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.4132    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480   -2.8801   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7785   -3.0789   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0657    0.9101    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    1.1518    1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1041    1.9066    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.2186    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -0.3274   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    1.4241   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6863   -2.3811    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -2.5744    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2620   -0.9736   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5740    0.9634   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 11  5  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

  Mrv0541 06101409502D          

 25 26  0  0  0  0            999 V2000
    2.4453    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    1.2375    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
    0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -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
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 11 10  1  0  0  0  0
 13  4  1  0  0  0  0
 13 12  2  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16 13  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 20  9  2  0  0  0  0
 20 12  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 10  1  0  0  0  0
 23 16  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 25 15  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252110

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18ClNO5/c1-18(2,25-15-7-5-14(19)6-8-15)17(22)24-11-10-23-16(21)13-4-3-9-20-12-13/h3-9,12H,10-11H2,1-2H3

> <INCHI_KEY>
XXRVYAFBUDSLJX-UHFFFAOYSA-N

> <FORMULA>
C18H18ClNO5

> <MOLECULAR_WEIGHT>
363.792

> <EXACT_MASS>
363.087350398

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.879053097195545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(pyridine-3-carbonyloxy)ethyl 2-(4-chlorophenoxy)-2-methylpropanoate

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.632552129

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.242149758635135

> <JCHEM_POLAR_SURFACE_AREA>
74.72000000000001

> <JCHEM_REFRACTIVITY>
91.34429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
etofibrate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252110
     RDKit          3D
Etofibrate
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3226    0.7195    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1496    0.3353    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213    1.5173   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -0.7833    0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2969   -0.8443    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -2.0387    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3134   -2.1399    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1014   -1.0889    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8434   -1.2187    0.6557 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4386    0.0815    0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741    0.2092    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933    0.0877    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.0305   -0.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    1.0559    0.5183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    0.8913    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.5741   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.4226   -1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406   -0.5683   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592   -1.3730    0.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896   -0.7042   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2013   -1.6916   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5446   -1.7821   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1976   -0.9059   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4818    0.0620   -1.8386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1533    0.1758   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    0.5971    2.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909    0.0792    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.7954    2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    1.2477   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.8033   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.4132    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480   -2.8801   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7785   -3.0789   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0657    0.9101    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    1.1518    1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1041    1.9066    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.2186    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -0.3274   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    1.4241   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6863   -2.3811    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -2.5744    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2620   -0.9736   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5740    0.9634   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 11  5  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 10-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUN-14         0                                  
HETATM    1  C   UNK     0       4.565   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.105  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0      17.338   0.770   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    4    9                                                       
CONECT    4    3   13                                                       
CONECT    5    7   14                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9    3   20                                                       
CONECT   10   11   23                                                       
CONECT   11   10   24                                                       
CONECT   12   13   20                                                       
CONECT   13    4   12   16                                                  
CONECT   14    5    6   19                                                  
CONECT   15    7    8   25                                                  
CONECT   16   13   21   23                                                  
CONECT   17   18   22   24                                                  
CONECT   18    1    2   17   25                                             
CONECT   19   14                                                            
CONECT   20    9   12                                                       
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   10   16                                                       
CONECT   24   11   17                                                       
CONECT   25   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0252110
HETATM    1  C1  UNL     1       2.323   0.720   1.982  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.150   0.335   0.543  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.521   1.517  -0.363  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.921  -0.783   0.242  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.297  -0.844   0.352  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.945  -2.039   0.025  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.313  -2.140   0.120  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.101  -1.089   0.535  1.00  0.00           C  
HETATM    9 CL1  UNL     1       8.843  -1.219   0.656  1.00  0.00          CL  
HETATM   10  C8  UNL     1       6.439   0.081   0.852  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.074   0.209   0.766  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.693   0.088   0.291  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.316  -1.030  -0.140  1.00  0.00           O  
HETATM   14  O3  UNL     1      -0.257   1.056   0.518  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.641   0.891   0.302  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.984   0.574  -1.127  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.348   0.423  -1.289  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.041  -0.568  -0.644  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.459  -1.373   0.111  1.00  0.00           O  
HETATM   20  C14 UNL     1      -5.490  -0.704  -0.829  1.00  0.00           C  
HETATM   21  C15 UNL     1      -6.201  -1.692  -0.190  1.00  0.00           C  
HETATM   22  C16 UNL     1      -7.545  -1.782  -0.390  1.00  0.00           C  
HETATM   23  C17 UNL     1      -8.198  -0.906  -1.216  1.00  0.00           C  
HETATM   24  N1  UNL     1      -7.482   0.062  -1.839  1.00  0.00           N  
HETATM   25  C18 UNL     1      -6.153   0.176  -1.660  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.352   0.597   2.541  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.091   0.079   2.502  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.575   1.795   2.057  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.391   1.248  -1.022  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.712   1.803  -1.041  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.740   2.413   0.264  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.348  -2.880  -0.304  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.778  -3.079  -0.141  1.00  0.00           H  
HETATM   34  H9  UNL     1       7.066   0.910   1.180  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.630   1.152   1.027  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.104   1.907   0.497  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.114   0.219   1.017  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.435  -0.327  -1.500  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.561   1.424  -1.730  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.686  -2.381   0.460  1.00  0.00           H  
HETATM   41  H16 UNL     1      -8.086  -2.574   0.129  1.00  0.00           H  
HETATM   42  H17 UNL     1      -9.262  -0.974  -1.378  1.00  0.00           H  
HETATM   43  H18 UNL     1      -5.574   0.963  -2.167  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   12
CONECT    3   29   30   31
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   32
CONECT    7    8    8   33
CONECT    8    9   10
CONECT   10   11   11   34
CONECT   11   35
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21   21   25
CONECT   21   22   40
CONECT   22   23   23   41
CONECT   23   24   42
CONECT   24   25   25
CONECT   25   43
END

HMDB0252110
     RDKit          3D
Etofibrate
 43 44  0  0  0  0  0  0  0  0999 V2000
    2.3226    0.7195    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1496    0.3353    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213    1.5173   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -0.7833    0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2969   -0.8443    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -2.0387    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3134   -2.1399    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1014   -1.0889    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8434   -1.2187    0.6557 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4386    0.0815    0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0741    0.2092    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6933    0.0877    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.0305   -0.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    1.0559    0.5183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    0.8913    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.5741   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.4226   -1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406   -0.5683   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592   -1.3730    0.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896   -0.7042   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2013   -1.6916   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5446   -1.7821   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1976   -0.9059   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4818    0.0620   -1.8386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1533    0.1758   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    0.5971    2.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909    0.0792    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    1.7954    2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    1.2477   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.8033   -1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.4132    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480   -2.8801   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7785   -3.0789   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0657    0.9101    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    1.1518    1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1041    1.9066    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.2186    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -0.3274   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    1.4241   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6863   -2.3811    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -2.5744    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2620   -0.9736   -1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5740    0.9634   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 11  5  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Etofibric acid	Generator
Lipo-merz	MeSH
Tricerol	MeSH
Etofibrate hydrochloride	MeSH
2-(Pyridine-3-carbonyloxy)ethyl 2-(4-chlorophenoxy)-2-methylpropanoic acid	Generator

Chemical Formula

C₁₈H₁₈ClNO₅

Average Molecular Weight

363.792

Monoisotopic Molecular Weight

363.087350398

IUPAC Name

2-(pyridine-3-carbonyloxy)ethyl 2-(4-chlorophenoxy)-2-methylpropanoate

Traditional Name

etofibrate

CAS Registry Number

Not Available

SMILES

CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1

InChI Identifier

InChI=1S/C18H18ClNO5/c1-18(2,25-15-7-5-14(19)6-8-15)17(22)24-11-10-23-16(21)13-4-3-9-20-12-13/h3-9,12H,10-11H2,1-2H3

InChI Key

XXRVYAFBUDSLJX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Pyridine
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Ether
Organoheterocyclic compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen 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 (HMDB: HMDB0252110)

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	3.73	ALOGPS
logP	3.63	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.72 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	91.34 m³·mol⁻¹	ChemAxon
Polarizability	36.88 Å³	ChemAxon
Number of Rings	2	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]+	183.059	30932474
DeepCCS	[M-H]-	180.641	30932474
DeepCCS	[M-2H]-	214.993	30932474
DeepCCS	[M+Na]+	190.739	30932474
AllCCS	[M+H]+	184.0	32859911
AllCCS	[M+H-H2O]+	181.0	32859911
AllCCS	[M+NH4]+	186.7	32859911
AllCCS	[M+Na]+	187.5	32859911
AllCCS	[M-H]-	184.0	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	183.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1	3678.1	Standard polar	33892256
Etofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1	2553.4	Standard non polar	33892256
Etofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1	2549.8	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 - Etofibrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-2840bccf2ed9523d7eca	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etofibrate 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 - Etofibrate 10V, Positive-QTOF	splash10-0ik9-0956000000-46017c811d95aed25715	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 20V, Positive-QTOF	splash10-004i-1921000000-4436ca9a5b70dcaa028d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 40V, Positive-QTOF	splash10-004i-5900000000-6fb0082acbd1de531da8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 10V, Negative-QTOF	splash10-03k9-1975000000-b647912396c6c8272cd2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 20V, Negative-QTOF	splash10-01t9-2931000000-085fdd162919fd8ac9ad	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 40V, Negative-QTOF	splash10-004i-3900000000-d626710d023f24aa538a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 10V, Positive-QTOF	splash10-03ka-0914000000-16f49639bceb37c06ee8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 20V, Positive-QTOF	splash10-016r-1900000000-322383716f0b6ad35cd2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 40V, Positive-QTOF	splash10-056r-2910000000-b6f8c35f9b63a18a5474	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 10V, Negative-QTOF	splash10-004i-0920000000-b91254f747a0fd6d4a72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 20V, Negative-QTOF	splash10-004i-7900000000-4768f88143024583030e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etofibrate 40V, Negative-QTOF	splash10-004i-9700000000-e5c2b6ce1fffb424c2ca	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

DB08983

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59197

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Etofibrate

METLIN ID

Not Available

PubChem Compound

65777

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 Etofibrate (HMDB0252110)

MOL for HMDB0252110 (Etofibrate)

3D MOL for HMDB0252110 (Etofibrate)

3D SDF for HMDB0252110 (Etofibrate)

3D-SDF for HMDB0252110 (Etofibrate)

PDB for HMDB0252110 (Etofibrate)

3D PDB for HMDB0252110 (Etofibrate)

SMILES for HMDB0252110 (Etofibrate)

INCHI for HMDB0252110 (Etofibrate)

Structure for HMDB0252110 (Etofibrate)

3D Structure for HMDB0252110 (Etofibrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra