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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-07 21:35:21 UTC

Update Date

2023-02-21 17:29:35 UTC

HMDB ID

HMDB0059893

Secondary Accession Numbers

HMDB59893

Metabolite Identification

Common Name

Ethyl methyl_succinate

Description

Ethyl methyl_succinate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Ethyl methyl_succinate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

522068
  Mrv0541 12191221202D          

 23 22  0  0  0  0            999 V2000
    3.0790    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9058    0.6492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943   -0.2367    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6217   -0.2367    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1102    0.6492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1  9  1  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  6 15  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 21  1  0  0  0  0
 11 22  1  0  0  0  0
 11 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059893

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H12O4/c1-3-11-7(9)5-4-6(8)10-2/h3-5H2,1-2H3

> <INCHI_KEY>
HXXRQBBSGZDQNP-UHFFFAOYSA-N

> <FORMULA>
C7H12O4

> <MOLECULAR_WEIGHT>
160.1678

> <EXACT_MASS>
160.073558872

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.171551270449392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-ethyl 4-methyl butanedioate

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
0.2501130993333334

> <ALOGPS_LOGS>
-0.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.732769361121126

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
37.8238

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.01e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethyl 4-methyl butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-DEC-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 522068                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-DEC-12         0                                  
HETATM    1  O   UNK     0       5.747   0.385   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      12.416  -0.385   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.081  -1.925   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.082   1.925   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.415   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.749  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.082   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.750   0.385   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       9.029   1.116   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       7.801   1.116   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       9.135  -1.116   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0      10.362  -1.116   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       3.800  -1.116   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.028  -1.116   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.557   1.212   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.253   0.862   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.603  -0.442   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      14.227  -0.442   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      14.577   0.862   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      13.272   1.212   0.000  0.00  0.00           H+0
CONECT    1    7    9                                                       
CONECT    2    8   11                                                       
CONECT    3    7                                                            
CONECT    4    8                                                            
CONECT    5    6    7   12   13                                             
CONECT    6    5    8   14   15                                             
CONECT    7    1    3    5                                                  
CONECT    8    2    4    6                                                  
CONECT    9    1   10   16   17                                             
CONECT   10    9   18   19   20                                             
CONECT   11    2   21   22   23                                             
CONECT   12    5                                                            
CONECT   13    5                                                            
CONECT   14    6                                                            
CONECT   15    6                                                            
CONECT   16    9                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
CONECT   22   11                                                            
CONECT   23   11                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethyl methyl_succinic acid	Generator
1-Ethyl 4-methyl butanedioic acid	Generator

Chemical Formula

C₇H₁₂O₄

Average Molecular Weight

160.1678

Monoisotopic Molecular Weight

160.073558872

IUPAC Name

1-ethyl 4-methyl butanedioate

Traditional Name

1-ethyl 4-methyl butanedioate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H12O4/c1-3-11-7(9)5-4-6(8)10-2/h3-5H2,1-2H3

InChI Key

HXXRQBBSGZDQNP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Dicarboxylic acid or derivatives
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0059893)

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	30.1 g/L	ALOGPS
logP	0.76	ALOGPS
logP	0.25	ChemAxon
logS	-0.73	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	37.82 m³·mol⁻¹	ChemAxon
Polarizability	16.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	135.923	31661259
DarkChem	[M-H]-	132.423	31661259
DeepCCS	[M+H]+	137.138	30932474
DeepCCS	[M-H]-	134.742	30932474
DeepCCS	[M-2H]-	168.624	30932474
DeepCCS	[M+Na]+	143.618	30932474
AllCCS	[M+H]+	137.8	32859911
AllCCS	[M+H-H2O]+	133.9	32859911
AllCCS	[M+NH4]+	141.4	32859911
AllCCS	[M+Na]+	142.5	32859911
AllCCS	[M-H]-	136.2	32859911
AllCCS	[M+Na-2H]-	138.2	32859911
AllCCS	[M+HCOO]-	140.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl methyl_succinate	[H]C([H])([H])OC(=O)C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])([H])[H]	1651.5	Standard polar	33892256
Ethyl methyl_succinate	[H]C([H])([H])OC(=O)C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])([H])[H]	1075.0	Standard non polar	33892256
Ethyl methyl_succinate	[H]C([H])([H])OC(=O)C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])([H])[H]	877.0	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 - Ethyl methyl_succinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-9200000000-592ea30d210ed498efcd	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl methyl_succinate 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 - Ethyl methyl_succinate 10V, Positive-QTOF	splash10-03fr-1900000000-07b0d22d8af12c0210e9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 20V, Positive-QTOF	splash10-00ks-9500000000-76bb62587f1ac1207c28	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 40V, Positive-QTOF	splash10-0a6r-9000000000-7283d0b9b24cd50f0617	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 10V, Negative-QTOF	splash10-0bt9-2900000000-82a0584faeb3ed69dea3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 20V, Negative-QTOF	splash10-0bwj-9700000000-98870397211eb4887bc3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 40V, Negative-QTOF	splash10-052b-9000000000-9e5824a0a864cd8c1203	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 10V, Positive-QTOF	splash10-0f7c-9800000000-32b7dbe73f1d7e5293f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 20V, Positive-QTOF	splash10-0a4i-9000000000-3812b793c60a1d1e5d63	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 40V, Positive-QTOF	splash10-0a4l-9000000000-9bc912b331f44a043b89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 10V, Negative-QTOF	splash10-08gm-9600000000-4bb402d9bc03cc1aae53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 20V, Negative-QTOF	splash10-0abi-9000000000-286a1d45911de9bf5a65	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl methyl_succinate 40V, Negative-QTOF	splash10-0abc-9000000000-03bb8ee059e57fd82f7a	2021-10-12	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

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

522068

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

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.

Showing metabocard for Ethyl methyl_succinate (HMDB0059893)

MOL for HMDB0059893 (Ethyl methyl_succinate)

3D MOL for HMDB0059893 (Ethyl methyl_succinate)

3D SDF for HMDB0059893 (Ethyl methyl_succinate)

3D-SDF for HMDB0059893 (Ethyl methyl_succinate)

PDB for HMDB0059893 (Ethyl methyl_succinate)

3D PDB for HMDB0059893 (Ethyl methyl_succinate)

SMILES for HMDB0059893 (Ethyl methyl_succinate)

INCHI for HMDB0059893 (Ethyl methyl_succinate)

Structure for HMDB0059893 (Ethyl methyl_succinate)

3D Structure for HMDB0059893 (Ethyl methyl_succinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra