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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:44:10 UTC
Update Date2023-02-21 17:27:52 UTC
HMDB IDHMDB0040196
Secondary Accession Numbers
  • HMDB40196
Metabolite Identification
Common NameOxalic acid dibutyl ester
DescriptionOxalic acid dibutyl ester belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Oxalic acid dibutyl ester has been detected, but not quantified in, several different foods, such as black tea, nuts, teas (Camellia sinensis), green tea, and herbal tea. This could make oxalic acid dibutyl ester a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Oxalic acid dibutyl ester.
Structure
Data?1677000472
Synonyms
ValueSource
Oxalate dibutyl esterGenerator
Butyl ethanedioateHMDB
Butyl oxalateHMDB
Di-N-butyl oxalateHMDB
Dibutyl ester OF oxalic acidHMDB
Ethanedioic acid, 1,2-dibutyl esterHMDB
Ethanedioic acid, dibutyl esterHMDB
Oxalic acidHMDB
Oxalic acid di-N-butyl esterHMDB
Oxalic acid, dibutyl esterHMDB
Oxalic acid, dibutyl ester (8ci)HMDB
Dibutyl oxalic acidGenerator
Chemical FormulaC10H18O4
Average Molecular Weight202.2475
Monoisotopic Molecular Weight202.120509064
IUPAC Namedibutyl oxalate
Traditional Namedibutyl oxalate
CAS Registry Number2050-60-4
SMILES
CCCCOC(=O)C(=O)OCCCC
InChI Identifier
InChI=1S/C10H18O4/c1-3-5-7-13-9(11)10(12)14-8-6-4-2/h3-8H2,1-2H3
InChI KeyJKRZOJADNVOXPM-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-29 °CNot Available
Boiling Point241.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility403.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.742 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP2.8ALOGPS
logP3.14ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity51.72 m³·mol⁻¹ChemAxon
Polarizability22.81 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+147.09731661259
DarkChem[M-H]-143.97831661259
DeepCCS[M+H]+149.53130932474
DeepCCS[M-H]-147.05930932474
DeepCCS[M-2H]-182.81530932474
DeepCCS[M+Na]+158.29130932474
AllCCS[M+H]+149.232859911
AllCCS[M+H-H2O]+145.732859911
AllCCS[M+NH4]+152.432859911
AllCCS[M+Na]+153.432859911
AllCCS[M-H]-149.432859911
AllCCS[M+Na-2H]-150.732859911
AllCCS[M+HCOO]-152.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Oxalic acid dibutyl esterCCCCOC(=O)C(=O)OCCCC1727.9Standard polar33892256
Oxalic acid dibutyl esterCCCCOC(=O)C(=O)OCCCC1198.2Standard non polar33892256
Oxalic acid dibutyl esterCCCCOC(=O)C(=O)OCCCC1379.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-1cebf8deb4734cf3a2912017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-435ac582c9d39d071d472017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester CI-B (Non-derivatized)splash10-0002-3900000000-4f08cf67524f6e34f2752017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-0966cc8c142d5d1d01d02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester CI-B (Non-derivatized)splash10-0udj-0980000000-cf2f5959f50d6a62694e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-1cebf8deb4734cf3a2912018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-435ac582c9d39d071d472018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester CI-B (Non-derivatized)splash10-0002-3900000000-4f08cf67524f6e34f2752018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester EI-B (Non-derivatized)splash10-0a4i-9000000000-0966cc8c142d5d1d01d02018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Oxalic acid dibutyl ester CI-B (Non-derivatized)splash10-0udj-0980000000-cf2f5959f50d6a62694e2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oxalic acid dibutyl ester GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9600000000-132943882319b560be962017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oxalic acid dibutyl ester GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oxalic acid dibutyl ester GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 10V, Positive-QTOFsplash10-0udi-6390000000-204d60d56e3830fbca5d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 20V, Positive-QTOFsplash10-0a4i-9110000000-d00c3f6782e62f881bce2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 40V, Positive-QTOFsplash10-0a4i-9000000000-c265f5f1dcd78dc71cdd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 10V, Negative-QTOFsplash10-004i-4930000000-c9cede7d47f3e17c07d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 20V, Negative-QTOFsplash10-0002-4920000000-7ed6c31236ae7b4a9b732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 40V, Negative-QTOFsplash10-05g3-9100000000-dd844fa785ba81ee67852016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 10V, Positive-QTOFsplash10-0zfr-5590000000-200016946daec5a82c2a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 20V, Positive-QTOFsplash10-0a4i-9410000000-7d5802a21f58928295ac2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 40V, Positive-QTOFsplash10-0a4i-9100000000-5dce706e74304cf60a162021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 10V, Negative-QTOFsplash10-0udi-0090000000-516b7f0e28a4413162482021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 20V, Negative-QTOFsplash10-00fr-9410000000-ec581abf3be8396f48582021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxalic acid dibutyl ester 40V, Negative-QTOFsplash10-00dl-9000000000-20d4d1ffcdf24de6f3ed2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019908
KNApSAcK IDNot Available
Chemspider ID15472
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16306
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1235791
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .