Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:21 UTC |
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Update date | 2020-09-17 15:35:01 UTC |
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Primary ID | FDB012768 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Decanal |
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Description | Decanal, also known as n-decyl aldehyde or caprinaldehyde, 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, decanal is considered to be a fatty aldehyde lipid molecule. Decanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Decanal is a sweet, aldehydic, and citrus tasting compound. Decanal is found, on average, in the highest concentration within a few different foods, such as corianders, dills, and gingers and in a lower concentration in limes, sweet oranges, and safflowers. Decanal has also been detected, but not quantified in, several different foods, such as fishes, cauliflowers, citrus, fats and oils, and lemon grass. This could make decanal a potential biomarker for the consumption of these foods. Decanal is a potentially toxic compound. Decanal, with regard to humans, has been found to be associated with several diseases such as uremia, asthma, and perillyl alcohol administration for cancer treatment; decanal has also been linked to the inborn metabolic disorder celiac disease. Decanal occurs naturally and is used in fragrances and flavoring. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Decanal occurs naturally and is used in fragrances and flavoring. Decanal occurs in nature and is an important component in citrus along with octanal, citral, and sinensal. Decanal is also an important component of buckwheat odour. |
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CAS Number | 112-31-2 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Decanal | ChEBI | 1-Decyl aldehyde | ChEBI | Capraldehyde | ChEBI | Caprinaldehyde | ChEBI | Decanaldehyde | ChEBI | N-Decaldehyde | ChEBI | N-Decanal | ChEBI | N-Decyl aldehyde | ChEBI | 1-Decanal(mixed isomers) | HMDB | Aldehyde C10 | HMDB | C-10 Aldehyde | HMDB | Capric aldehyde | HMDB | Caprinic aldehyde | HMDB | Decaldehyde | HMDB | Decanal (acd/name 4.0) | HMDB | Decyl aldehyde | HMDB | Decylic aldehyde | HMDB | N-Decanal (capric aldehyde) | HMDB | Decanal | MeSH | Aldehyde C-10 | biospider | Aldehyde c10 | biospider | FEMA 2362 | db_source | N-decaldehyde | biospider | N-decanal | biospider | N-decanal (capric aldehyde) | biospider | N-decyl aldehyde | biospider | N-decylaldehyde | biospider |
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Predicted Properties | |
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Chemical Formula | C10H20O |
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IUPAC name | decanal |
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InChI Identifier | InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h10H,2-9H2,1H3 |
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InChI Key | KSMVZQYAVGTKIV-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCCCC=O |
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Average Molecular Weight | 156.2652 |
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Monoisotopic Molecular Weight | 156.151415262 |
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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: Source: 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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 76.86%; H 12.90%; O 10.24% | DFC |
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Melting Point | Mp -5 approx.° | DFC |
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Boiling Point | Bp7 81° | DFC |
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Experimental Water Solubility | Not Available | |
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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 | d204 0.85 | DFC |
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Refractive Index | n20D 1.4887 | 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-9000000000-5c4742446d704137c4cd | 2014-09-20 | View Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-7749bc046eaf4c263d51 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-87164b5c9889aeaf6447 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-68c403b2d9fe194c1c55 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-05mo-9100000000-d33aea8d64934a73baad | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-7749bc046eaf4c263d51 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-87164b5c9889aeaf6447 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-052f-9000000000-68c403b2d9fe194c1c55 | Spectrum | GC-MS | Decanal, non-derivatized, GC-MS Spectrum | splash10-05mo-9100000000-d33aea8d64934a73baad | Spectrum | Predicted GC-MS | Decanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-05g3-9100000000-74578afa9afd554784e5 | Spectrum | Predicted GC-MS | Decanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Decanal, 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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MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-052f-9000000000-27a6eb7adbde8b4df4eb | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-052f-9000000000-6583e86a6ea49f801678 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HP 5970) , Positive | splash10-052f-9000000000-68c403b2d9fe194c1c55 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-05mo-9100000000-d33aea8d64934a73baad | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-0a4i-6900000000-e1d9d4a1d621cdb8e783 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-1900000000-2364cb822acc74394aa5 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4r-8900000000-a60793d40772b1ee3917 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-13163f941fae3335f3dc | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-f8919934fe6be4ffd0fa | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-2900000000-96f0e3848fdde9ff6026 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-3a8fd3c6c088c5e11ca6 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0900000000-f6034c6a8245c68a37ac | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0900000000-e8b015c2539ebca0f921 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05mo-9000000000-37e48635ff257cb68c23 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0aou-9000000000-1723af53a3cc3d7ba5d5 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4l-9000000000-e15457d7e27d24aee44b | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-c777b63c4ee6c891865e | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50.18 MHz, CDCl3, experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 7883 |
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ChEMBL ID | CHEMBL2228377 |
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KEGG Compound ID | C12307 |
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Pubchem Compound ID | 8175 |
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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 | HMDB11623 |
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CRC / DFC (Dictionary of Food Compounds) ID | HKR57-R:HKR57-R |
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EAFUS ID | 831 |
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Dr. Duke ID | N-DECANAL|DECANAL|DECYL-ALDEHYDE|CAPRINALDEHYDE|N-DECYLALDEHYDE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00030099 |
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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 | 112-31-2 |
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GoodScent ID | rw1000171 |
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SuperScent ID | Not Available |
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Wikipedia ID | Decanal |
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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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flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | 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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soap |
- 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
| orange peel |
- 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| tallow |
- 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
| sweet |
- 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.
| waxy |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| citrus |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| orangepeel |
- 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
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Files |
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MSDS | show |
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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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