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Nonanal (FDB003303)

Record Information
Version1.0
Creation date2010-04-08 22:05:44 UTC
Update date2020-09-17 15:30:16 UTC
Primary IDFDB003303
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNonanal
DescriptionNonanal, also known as nonyl aldehyde or pelargonaldehyde, 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. It is a fatty aldehyde lipid molecule. Nonanal, a colourless, oily liquid, is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Nonanal exists in all eukaryotes, from yeast to humans. Nonanal has an aldehydic, citrus, and fat taste. Nonanal is found in highest concentration in corns, tea, and gingers and in lower concentrations in sweet oranges, carrots, and limes. It has also been detected in olives, cereals and cereal products, Chinese cinnamons, common grapes, and oats, making nonanal a potential biomarker for the consumption of these foods. Although it occurs in several natural oils, it is produced commercially by hydroformylation of 1-octene (doi:10.1002/14356007.a01_321.pub2). Nonanal, an odorant of humans and birds, attracts Culex mosquitoes, which have extremely sensitive olfactory neurons in their antennae ( PMID: 19858490) for nonanal. Nonanal has been associated with several diseases such as pervasive developmental disorder not otherwise specified, autism (PMID: 24130822), Crohn's disease (PMID: 26071410), ulcerative colitis and non-alcoholic fatty liver disease (PMID: 23454028).
CAS Number124-19-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.06 g/LALOGPS
logP3.81ALOGPS
logP2.99ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)17.79ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity43.95 m³·mol⁻¹ChemAxon
Polarizability18.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H18O
IUPAC namenonanal
InChI IdentifierInChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h9H,2-8H2,1H3
InChI KeyGYHFUZHODSMOHU-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCC=O
Average Molecular Weight142.2386
Monoisotopic Molecular Weight142.135765198
Classification
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
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 76.00%; H 12.75%; O 11.25%DFC
Melting PointNot Available
Boiling PointBp22 91-92°DFC
Experimental Water Solubility0.096 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd24 0.83DFC
Refractive Indexn20D 1.4240DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-945f6bb4a733637d5cf82014-10-20View Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-7bfee629e196af9e810aSpectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-7a91b8574f3d51d4856aSpectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-373d544eb5629e680bc4Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-858f5f7c138a343dc472Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-6653261e95803e235236Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-7bfee629e196af9e810aSpectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-7a91b8574f3d51d4856aSpectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-373d544eb5629e680bc4Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-858f5f7c138a343dc472Spectrum
GC-MSNonanal, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-6653261e95803e235236Spectrum
Predicted GC-MSNonanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-062l-9000000000-b8472e31e5bcec84f30cSpectrum
Predicted GC-MSNonanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1900000000-f0ef344b71801c87bae22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9700000000-6646461d0ed7f00c97322016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-e9cf39f812a5e37b32532016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-f0a7779f3ceded55079f2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2900000000-8a94df0d859760c12b512016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-c476311d08e1bd1d53df2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-31a4c0b614cfbc7c31562021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-fc1333865a778fe314522021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-3e15d73ab7b0a83b0b4d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-9000000000-15622cc20ddbb14ed88c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-bacbd1e7d4f6be160b212021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-796b68d98dc297622b772021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC17253
Pubchem Compound ID31289
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDCVW31-A:CVW31-A
EAFUS ID2686
Dr. Duke IDPELARGONALDEHYDE|NONANAL|N-NONANAL|NONYL-ALDEHYDE|NONAN-1-AL
BIGG IDNot Available
KNApSAcK IDC00030828
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID124-19-6
GoodScent IDrw1000291
SuperScent ID31289
Wikipedia IDNonanal
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
irritantDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fat
  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
citrus
  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
lime
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
grapefruit
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fishy
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
waxy
  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.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fresh
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orris
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange peel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
peely
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.