Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:44 UTC |
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Update date | 2020-09-17 15:30:16 UTC |
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Primary ID | FDB003303 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Nonanal |
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Description | Nonanal, 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). |
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CAS Number | 124-19-6 |
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Structure | |
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Synonyms | Synonym | Source |
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N-Nonaldehyde | ChEBI | Nonanoic aldehyde | ChEBI | Nonyl aldehyde | ChEBI | Nonylaldehyde | ChEBI | Nonylic aldehyde | ChEBI | Pelargonaldehyde | ChEBI | Pelargonic aldehyde | ChEBI | N-Nonylaldehyde | HMDB | Nonanal | MeSH | 1-Nonaldehyde | biospider | 1-Nonanal | biospider | 1-Nonyl aldehyde | biospider | Aldehyde C9 | biospider | FEMA 2782 | db_source | n-Nonaldehyde | biospider | n-Nonan-1-al | biospider | n-Nonanal | biospider | N-Nonyl aldehyde | biospider | Nonaldehyde | biospider | Nonanaldehyde | biospider | Nonoic aldehyde | biospider | Nononal | biospider |
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Predicted Properties | |
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Chemical Formula | C9H18O |
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IUPAC name | nonanal |
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InChI Identifier | InChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h9H,2-8H2,1H3 |
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InChI Key | GYHFUZHODSMOHU-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCCC=O |
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Average Molecular Weight | 142.2386 |
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Monoisotopic Molecular Weight | 142.135765198 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | Medium-chain aldehydes |
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Alternative Parents | |
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Substituents | - Medium-chain aldehyde
- Alpha-hydrogen aldehyde
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 76.00%; H 12.75%; O 11.25% | DFC |
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Melting Point | Not Available | |
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Boiling Point | Bp22 91-92° | DFC |
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Experimental Water Solubility | 0.096 mg/mL at 25 oC | YALKOWSKY,SH & HE,Y (2003) |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | d24 0.83 | DFC |
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Refractive Index | n20D 1.4240 | DFC |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-052f-9000000000-945f6bb4a733637d5cf8 | 2014-10-20 | View Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-7bfee629e196af9e810a | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-7a91b8574f3d51d4856a | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-373d544eb5629e680bc4 | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-858f5f7c138a343dc472 | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-6653261e95803e235236 | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-7bfee629e196af9e810a | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-7a91b8574f3d51d4856a | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-373d544eb5629e680bc4 | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-858f5f7c138a343dc472 | Spectrum | GC-MS | Nonanal, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-6653261e95803e235236 | Spectrum | Predicted GC-MS | Nonanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-062l-9000000000-b8472e31e5bcec84f30c | Spectrum | Predicted GC-MS | Nonanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-1900000000-f0ef344b71801c87bae2 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9700000000-6646461d0ed7f00c9732 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-e9cf39f812a5e37b3253 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-f0a7779f3ceded55079f | 2016-08-04 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-2900000000-8a94df0d859760c12b51 | 2016-08-04 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-c476311d08e1bd1d53df | 2016-08-04 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-31a4c0b614cfbc7c3156 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-0900000000-fc1333865a778fe31452 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-3e15d73ab7b0a83b0b4d | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0aor-9000000000-15622cc20ddbb14ed88c | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4l-9000000000-bacbd1e7d4f6be160b21 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-796b68d98dc297622b77 | 2021-09-22 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | Not Available |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C17253 |
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Pubchem Compound ID | 31289 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | Not Available |
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CRC / DFC (Dictionary of Food Compounds) ID | CVW31-A:CVW31-A |
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EAFUS ID | 2686 |
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Dr. Duke ID | PELARGONALDEHYDE|NONANAL|N-NONANAL|NONYL-ALDEHYDE|NONAN-1-AL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00030828 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 124-19-6 |
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GoodScent ID | rw1000291 |
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SuperScent ID | 31289 |
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Wikipedia ID | Nonanal |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | irritant | | | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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fat |
- 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 |
- 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 |
- 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 |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| grapefruit |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| fishy |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| waxy |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| aldehydic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| rose |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| fresh |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| orris |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| orange peel |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| fatty |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| peely |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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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.
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