Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:30:14 UTC
Update Date2022-03-07 02:56:05 UTC
HMDB IDHMDB0039137
Secondary Accession Numbers
  • HMDB39137
Metabolite Identification
Common Name2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate
Description2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group. 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate has been detected, but not quantified in, fruits and herbs and spices. This could make 2-(3,4-dihydroxyphenylethyl)-6-epi-elenaiate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate.
Structure
Data?1563863320
Synonyms
ValueSource
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiic acidGenerator
Methyl 4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-formyl-2-methyl-3,4-dihydro-2H-pyran-5-carboxylic acidHMDB
(3,4-Dihydroxyphenylethyl)-elenaiic acidGenerator
Chemical FormulaC19H22O8
Average Molecular Weight378.3732
Monoisotopic Molecular Weight378.13146768
IUPAC Namemethyl 4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-formyl-2-methyl-3,4-dihydro-2H-pyran-5-carboxylate
Traditional Namemethyl 4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-formyl-6-methyl-5,6-dihydro-4H-pyran-3-carboxylate
CAS Registry Number50915-70-3
SMILES
COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C19H22O8/c1-11-14(9-20)13(15(10-27-11)19(24)25-2)8-18(23)26-6-5-12-3-4-16(21)17(22)7-12/h3-4,7,9-11,13-14,21-22H,5-6,8H2,1-2H3
InChI KeyDEBZOPZQKONWTK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassTyrosols and derivatives
Direct ParentTyrosols and derivatives
Alternative Parents
Substituents
  • Tyrosol derivative
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Methyl ester
  • Vinylogous ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aldehyde
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.053 g/LALOGPS
logP2.01ALOGPS
logP1.4ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)9.28ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.36 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity94.51 m³·mol⁻¹ChemAxon
Polarizability37.55 ųChemAxon
Number of Rings2ChemAxon
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]+187.14431661259
DarkChem[M-H]-182.49431661259
DeepCCS[M+H]+189.84630932474
DeepCCS[M-H]-187.48830932474
DeepCCS[M-2H]-221.54730932474
DeepCCS[M+Na]+196.83630932474
AllCCS[M+H]+188.932859911
AllCCS[M+H-H2O]+186.232859911
AllCCS[M+NH4]+191.432859911
AllCCS[M+Na]+192.132859911
AllCCS[M-H]-186.532859911
AllCCS[M+Na-2H]-186.932859911
AllCCS[M+HCOO]-187.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiateCOC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O)=C14050.7Standard polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiateCOC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O)=C12855.1Standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiateCOC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O)=C13002.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TMS,isomer #1COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O)=C12977.2Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TMS,isomer #2COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C)=C12970.1Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TMS,isomer #3COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)OCCC1=CC=C(O)C(O)=C13023.3Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TMS,isomer #1COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C13008.4Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TMS,isomer #2COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O)=C13045.5Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TMS,isomer #3COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C)=C13028.3Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,3TMS,isomer #1COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C13066.7Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,3TMS,isomer #1COC(=O)C1=COC(C)C(=CO[Si](C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C12905.3Standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TBDMS,isomer #1COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C13209.0Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TBDMS,isomer #2COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C13206.7Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,1TBDMS,isomer #3COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)OCCC1=CC=C(O)C(O)=C13253.0Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TBDMS,isomer #1COC(=O)C1=COC(C)C(C=O)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13444.7Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TBDMS,isomer #2COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C13483.8Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,2TBDMS,isomer #3COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)OCCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C13472.7Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,3TBDMS,isomer #1COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13686.0Semi standard non polar33892256
2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate,3TBDMS,isomer #1COC(=O)C1=COC(C)C(=CO[Si](C)(C)C(C)(C)C)C1CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13443.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-1923000000-b162c57c609ff6129db12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate GC-MS (2 TMS) - 70eV, Positivesplash10-0a4i-2590470000-d0dba7e92650fd2267352017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 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 - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 10V, Positive-QTOFsplash10-004i-0659000000-e34b5c78f5ccd131d5342015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 20V, Positive-QTOFsplash10-000i-0941000000-d5557b527cccab58ba732015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 40V, Positive-QTOFsplash10-000i-6911000000-ffa78208e9a185cabf672015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 10V, Negative-QTOFsplash10-00b9-1569000000-def5f49d19cc02c55a862015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 20V, Negative-QTOFsplash10-006x-0894000000-048dc0e2c9ec4e183dfd2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 40V, Negative-QTOFsplash10-0abi-0900000000-88157ae69691f260fc862015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 10V, Positive-QTOFsplash10-03fr-0019000000-e2ee6ddebacb70bf74402021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 20V, Positive-QTOFsplash10-014r-0719000000-10781e8bb459a83c96b62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 40V, Positive-QTOFsplash10-016r-5902000000-ae2d749ce9574e28101e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 10V, Negative-QTOFsplash10-004i-0029000000-e0a6b501d09d6d9067402021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 20V, Negative-QTOFsplash10-00rl-0953000000-c58e426532e20f76e9192021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(3,4-Dihydroxyphenylethyl)-6-epi-elenaiate 40V, Negative-QTOFsplash10-00dr-1910000000-d1d649fa68cf1b022dbb2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB018656
KNApSAcK IDNot Available
Chemspider ID18953410
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18684079
PDB IDNot Available
ChEBI ID175849
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .