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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:47 UTC
Update Date2022-03-07 02:53:21 UTC
HMDB IDHMDB0032434
Secondary Accession Numbers
  • HMDB32434
Metabolite Identification
Common Name(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde
Description(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make (+/-)-2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde.
Structure
Data?1563862263
Synonyms
ValueSource
2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propanalChEBI
2-(5-Ethenyl-5-methyltetrahydrofuran-2-yl)propanalHMDB
2-(5-Methyl-5-vinyltetrahydro-2-furanyl)propanalHMDB
5-ethenyltetrahydro-alpha,5-Dimethyl-2-furanacetaldehydeHMDB
Lilac aldehyde aHMDB
Lilac aldehyde bHMDB
Lilac aldehyde cHMDB
Lilac aldehyde DHMDB
Chemical FormulaC10H16O2
Average Molecular Weight168.2328
Monoisotopic Molecular Weight168.115029756
IUPAC Name2-(5-ethenyl-5-methyloxolan-2-yl)propanal
Traditional Namelilac aldehyde
CAS Registry Number67920-63-2
SMILES
CC(C=O)C1CCC(C)(O1)C=C
InChI Identifier
InChI=1S/C10H16O2/c1-4-10(3)6-5-9(12-10)8(2)7-11/h4,7-9H,1,5-6H2,2-3H3
InChI KeyYPZQHCLBLRWNMJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
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 Solubility0.72 g/LALOGPS
logP1.62ALOGPS
logP1.76ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)13.96ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.13 m³·mol⁻¹ChemAxon
Polarizability18.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.12731661259
DarkChem[M-H]-132.56231661259
DeepCCS[M+H]+138.76730932474
DeepCCS[M-H]-135.42430932474
DeepCCS[M-2H]-172.730932474
DeepCCS[M+Na]+148.23830932474
AllCCS[M+H]+138.332859911
AllCCS[M+H-H2O]+134.032859911
AllCCS[M+NH4]+142.332859911
AllCCS[M+Na]+143.532859911
AllCCS[M-H]-140.932859911
AllCCS[M+Na-2H]-142.232859911
AllCCS[M+HCOO]-143.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehydeCC(C=O)C1CCC(C)(O1)C=C1557.3Standard polar33892256
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehydeCC(C=O)C1CCC(C)(O1)C=C1096.0Standard non polar33892256
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehydeCC(C=O)C1CCC(C)(O1)C=C1135.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde,1TMS,isomer #1C=CC1(C)CCC(C(C)=CO[Si](C)(C)C)O11340.4Semi standard non polar33892256
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde,1TMS,isomer #1C=CC1(C)CCC(C(C)=CO[Si](C)(C)C)O11280.5Standard non polar33892256
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde,1TBDMS,isomer #1C=CC1(C)CCC(C(C)=CO[Si](C)(C)C(C)(C)C)O11556.3Semi standard non polar33892256
(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde,1TBDMS,isomer #1C=CC1(C)CCC(C(C)=CO[Si](C)(C)C(C)(C)C)O11497.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-0v0v-9200000000-d4cade92de7a65758dec2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 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-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 10V, Positive-QTOFsplash10-014i-5900000000-fe0ed844f0b32161fe582015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 20V, Positive-QTOFsplash10-0gba-9500000000-d4e5500f87c754bfc1c22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 40V, Positive-QTOFsplash10-1000-9000000000-4977cb5aa09db31269a52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 10V, Negative-QTOFsplash10-014i-1900000000-6359083d85ab2bcc125b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 20V, Negative-QTOFsplash10-014i-6900000000-c04af5301c7ef47d68082015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 40V, Negative-QTOFsplash10-0a4i-9000000000-57b1d441de4fd28759d72015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 10V, Positive-QTOFsplash10-0a4l-9300000000-492d3bf7bb1f11b2c96d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 20V, Positive-QTOFsplash10-001r-9000000000-7a2cb0122e5929ce5f162021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 40V, Positive-QTOFsplash10-0zfr-9000000000-402a34bbaab98602d23c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 10V, Negative-QTOFsplash10-066r-2900000000-4f3a4f198c39aeacc90e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 20V, Negative-QTOFsplash10-0a4i-8900000000-dcd8c2d635022bbbbae82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde 40V, Negative-QTOFsplash10-0a4l-9000000000-51bea211f7f7fcfb3a4a2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • 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 IDFDB018654
KNApSAcK IDC00001316
Chemspider ID136564
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155007
PDB IDNot Available
ChEBI ID25038
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.. .