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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:45:27 UTC
Update Date2019-07-23 06:21:35 UTC
HMDB IDHMDB0036598
Secondary Accession Numbers
  • HMDB36598
Metabolite Identification
Common Name(E,E)-2,4-Decadienal
Description(E,E)-2,4-Decadienal, also known as (e,e)-deca-2,4-dienal or deca-2(e),4(e)-dienal, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, (e,e)-2,4-decadienal is considered to be a fatty aldehyde lipid molecule (E,E)-2,4-Decadienal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (E,E)-2,4-Decadienal is a fat, fatty, and fried tasting compound. Outside of the human body, (E,E)-2,4-Decadienal has been detected, but not quantified in, tortilla chips. This could make (e,e)-2,4-decadienal a potential biomarker for the consumption of these foods. It has been used as aroma in the EU, but use restrictions apply until the required data have been submitted. At lower concentration, it has the odor of citrus, orange or grapefruit. In an isolated state, it smells of deep fat flavor, characteristic of chicken aroma (at 10ppm). It might be carcinogenic.
Structure
Data?1563862894
Synonyms
ValueSource
(e)-2,(e)-4-DecadienalHMDB
(e,e)-2,4-DecadecenalHMDB
(e,e)-2,4-Decadien-1-alHMDB
(e,e)-2,4-DecanedienalHMDB
(e,e)-Deca-2,4-dienalHMDB
2,4-trans,trans-DecadienalHMDB
2-trans,4-trans-DecadienalHMDB
2E,4E-DecadienalHMDB
Deca-2(e),4(e)-dienalHMDB
FEMA 3135HMDB
trans-2, trans-4-DecadienalHMDB
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name(2E,4Z)-deca-2,4-dienal
Traditional Name(2E,4Z)-deca-2,4-dienal
CAS Registry Number25152-84-5
SMILES
CCCCC\C=C/C=C/C=O
InChI Identifier
InChI=1S/C10H16O/c1-2-3-4-5-6-7-8-9-10-11/h6-10H,2-5H2,1H3/b7-6-,9-8+
InChI KeyJZQKTMZYLHNFPL-NMMTYZSQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.038 g/LALOGPS
logP3.81ALOGPS
logP3.07ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.76 m³·mol⁻¹ChemAxon
Polarizability18.76 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056v-9200000000-a78c81b14766c6330abeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-f83a011f91c71a80b934Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zg0-9600000000-a4540601efb8cd103ef3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k96-9000000000-1faafdc9d775720641d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-628ab06d795fdadde021Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1900000000-a5c55eb8c770cd27619eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-3188737bd53ba9403c58Spectrum
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 IDFDB015512
KNApSAcK IDC00029997
Chemspider ID4932505
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link(E,E)-2,4-Decadienal
METLIN IDNot Available
PubChem Compound6427087
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.. .