Record Information
Version1.0
Creation date2010-04-08 22:10:53 UTC
Update date2019-11-26 03:08:58 UTC
Primary IDFDB013738
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4,5-Epoxy-2-decenal
Descriptiontrans-4,5-epoxy-2(E)-decenal, also known as 4,5-EDE, belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. trans-4,5-epoxy-2(E)-decenal is an extremely weak basic (essentially neutral) compound (based on its pKa). trans-4,5-epoxy-2(E)-decenal is an aldehydic, citrus, and green tasting compound. trans-4,5-epoxy-2(E)-decenal has been detected, but not quantified in, cereals and cereal products and tortilla chips. This could make trans-4,5-epoxy-2(e)-decenal a potential biomarker for the consumption of these foods.
CAS Number134454-31-2
Structure
Thumb
Synonyms
SynonymSource
4,5-EDEHMDB
4,5-Epoxy-2(e)-decenalHMDB
4,5-Epoxy-2-decenalHMDB
(E)-2-Decenal, 4,5-epoxybiospider
(E)-4,5-Epoxy-(E)-2-decenalbiospider
(E)-4,5-epoxydec-2-enalbiospider
[4-(2-Methyl-benzoyl)-piperazin-1-yl]-o-tolyl-methanonebiospider
1,4-Bis(2-methylbenzoyl)piperazinebiospider
2-Decenal, (E)-, 4,5-(E)-epoxybiospider
3-(3-Pentyloxiranyl)-2-propenal, 9CIdb_source
4,5-Epoxy-(E)-dec-2-enalbiospider
tr-4,5-Epoxy-(E)-2-decenalbiospider
tr-4,5-Epoxy-(E)-dec-2-enalbiospider
trans-(E)-2-Decenal, 4,5-epoxybiospider
trans-4,5-epoxy-(E)-2-decanalbiospider
trans-4,5-Epoxy-(E)-2-decenalbiospider
trans-4,5-epoxy-(E)-2-decenalebiospider
trans-4,5-epoxy-(E)-dec-2-enalbiospider
trans-4,5-epoxy-2-(E)-decenalbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.75ALOGPS
logP2.28ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity49.01 m³·mol⁻¹ChemAxon
Polarizability19.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H16O2
IUPAC name(2E)-3-(3-pentyloxiran-2-yl)prop-2-enal
InChI IdentifierInChI=1S/C10H16O2/c1-2-3-4-6-9-10(12-9)7-5-8-11/h5,7-10H,2-4,6H2,1H3/b7-5+
InChI KeyHIOMEXREAUSUBP-FNORWQNLSA-N
Isomeric SMILESCCCCCC1OC1\C=C\C=O
Average Molecular Weight168.2328
Monoisotopic Molecular Weight168.115029756
Classification
Description belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnals
Alternative Parents
Substituents
  • Enal
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic oxide
  • Hydrocarbon derivative
  • Aldehyde
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 71.39%; H 9.59%; O 19.02%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-066r-9100000000-edfc10da5e5b4c3e41efJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-2900000000-c80bd42d8bb1ccbe7bf5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00m0-9200000000-51193039508e0a0926c3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-0fb2d44d44658556af00JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2900000000-66a800172aa2b8cc760bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-4900000000-4387c048b539b31a8831JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-57e5fbfbb07b8dd64deeJSpectraViewer
ChemSpider ID4509321
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5352429
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB13105
CRC / DFC (Dictionary of Food Compounds) IDKCX32-N:JGO54-T
EAFUS ID1109
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID134454-31-2
GoodScent IDrw1552541
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
metal
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
green
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
aldehydic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference