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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:37:53 UTC
Update Date2019-07-23 06:14:31 UTC
HMDB IDHMDB0033857
Secondary Accession Numbers
  • HMDB33857
Metabolite Identification
Common NameViolet-leaf aldehyde
DescriptionViolet-leaf aldehyde, also known as (2E,6Z)-2,6-nonadienal or nona-2,6-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, violet-leaf aldehyde is considered to be a fatty aldehyde lipid molecule. Violet-leaf aldehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Violet-leaf aldehyde is a cucumber, dry, and fatty tasting compound. Outside of the human body, violet-leaf aldehyde has been detected, but not quantified in, several different foods, such as potato, pulses, green vegetables, fruits, and fishes. This could make violet-leaf aldehyde a potential biomarker for the consumption of these foods. Violet-leaf aldehyde is a constituent of cherry, melon, peas, cooked potato, wheat bread, other breads, milk, lean and fatty fish, black tea, oyster, clam and other foods. It is the primary odourant in cucumbers. Present in cucumber juice.
Structure
Data?1563862471
Synonyms
ValueSource
(2E,6Z)-2,6-NonadienalChEBI
(e,Z)-2,6-NonadienalChEBI
Cucumber aldehydeChEBI
Nona-2,6-dienalChEBI
trans-2,cis-6-NonadienalChEBI
Violet leaf aldehydeChEBI
(2E,6Z)-Nona-2,6-dien-1-alHMDB
(2E,6Z)-Nona-2,6-dienalHMDB
(2E,6Z)-NonadienalHMDB
(e)-2,(Z)-6-NonadienalHMDB
(e,Z)-Nona-2,6-dienalHMDB
2,6-(e,Z)-NonadienalHMDB
2-(trans)-6-(cis)-NonadienalHMDB
2-trans-6-cis-Nonadien-1-alHMDB
2-trans-6-cis-NonadienalHMDB
FEMA 3377HMDB
Nona-2(e),6(Z)-dienalHMDB
Nona-2,6(e,Z)-dienalHMDB
Nona-2-trans-6-cis-dienalHMDB
Nona-2t,6C-dienalHMDB
Nona-trans-2,cis-6-dienalHMDB
Nonadien-(2t.6c)-al-(1)HMDB
Nonadien-2(trans)-6-(cis)-alHMDB
T2,C6-NonadienalHMDB
trans,cis-2,6-Nonadien-1-alHMDB
trans,cis-2,6-NonadienalHMDB
trans-2-cis-6-NonadienalHMDB
Z)-2,6-NonadienalHMDB
2,6-Nonadienal, (e,e)-isomerMeSH
2,6-NonadienalMeSH
2,6-Nonadienal, (e,Z)-isomerMeSH
Chemical FormulaC9H14O
Average Molecular Weight138.2069
Monoisotopic Molecular Weight138.10446507
IUPAC Name(2E,6Z)-nona-2,6-dienal
Traditional Name(E,Z)-2,6-nonadienal
CAS Registry Number557-48-2
SMILES
CC\C=C/CC\C=C\C=O
InChI Identifier
InChI=1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h3-4,7-9H,2,5-6H2,1H3/b4-3-,8-7+
InChI KeyHZYHMHHBBBSGHB-ODYTWBPASA-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

Route of exposure:

Biological location:

Source:

Role

Industrial application:

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 Solubility0.12 g/LALOGPS
logP3.13ALOGPS
logP2.62ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity46.16 m³·mol⁻¹ChemAxon
Polarizability16.82 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, Positivesplash10-014i-9100000000-11eafaf48649fda71ba5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-5b68984796a69b656625Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-9500000000-a06b0ff5cc696d2ad5c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ktf-9000000000-fcce0a3da84424696cbcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-fd081e72d328181ddf67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-4a10e15a630365ec4599Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-88b1eef5d11911d77490Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-92abc75329c237927996Spectrum
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 IDFDB012040
KNApSAcK IDC00001317
Chemspider ID558840
KEGG Compound IDC08499
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound643731
PDB IDNot Available
ChEBI ID7610
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .