Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:09:57 UTC |
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Update date | 2019-11-26 03:06:00 UTC |
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Primary ID | FDB012027 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | Decanoic acid |
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Description | Widespread in plant oils and as glycerides in seed oilsand is also present in apple, apricot, banana, morello cherry, citrus fruits, cheese, butter, white wine, Japanese whiskey, peated malt, wort and scallops. It is used as a defoamer, lubricant and citrus fruit coating. Salts (Na, K, Mg, Ca, Al) used as binders, emulsifiers and anticaking agents in food manuf. Decanoic acid is found in many foods, some of which are radish (variety), meatball, phyllo dough, and american shad. |
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CAS Number | 334-48-5 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Nonanecarboxylic acid | ChEBI | 10:0 | ChEBI | C10:0 | ChEBI | Caprinic acid | ChEBI | CH3-[CH2]8-COOH | ChEBI | Decanoate | ChEBI | Decoic acid | ChEBI | Decylic acid | ChEBI | Dekansaeure | ChEBI | Kaprinsaeure | ChEBI | N-Capric acid | ChEBI | N-Decanoic acid | ChEBI | N-Decoic acid | ChEBI | N-Decylic acid | ChEBI | 1-Nonanecarboxylate | Generator | Caprinate | Generator | Decanoic acid | Generator | Decoate | Generator | Decylate | Generator | N-Caprate | Generator | N-Decanoate | Generator | N-Decoate | Generator | N-Decylate | Generator | Caprate | Generator | Caprynate | HMDB | Caprynic acid | HMDB | Emery 659 | HMDB | Lunac 10-95 | HMDB | Lunac 10-98 | HMDB | Prifac 2906 | HMDB | Prifac 296 | HMDB | Decanoic acid, sodium salt | HMDB | Sodium caprate | HMDB | Sodium decanoate | HMDB | FA(10:0) | HMDB | 1-Decanoic acid | biospider | Capric acid | db_source | Decoic acid (obsol.) | db_source | FEMA 2364 | db_source | Nonane-1-carboxylic acid | biospider |
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Predicted Properties | |
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Chemical Formula | C10H20O2 |
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IUPAC name | decanoic acid |
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InChI Identifier | InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) |
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InChI Key | GHVNFZFCNZKVNT-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCCCC(O)=O |
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Average Molecular Weight | 172.2646 |
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Monoisotopic Molecular Weight | 172.146329884 |
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Classification |
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Description | Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acids and conjugates |
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Direct Parent | Medium-chain fatty acids |
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Alternative Parents | |
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Substituents | - Medium-chain fatty acid
- Straight chain fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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 | Biological 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 | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 69.72%; H 11.70%; O 18.58% | DFC |
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Melting Point | Mp 31.5° | DFC |
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Boiling Point | Bp11 148-150° | DFC |
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Experimental Water Solubility | 0.0618 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 4.09 | HANSCH,C ET AL. (1995) |
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Experimental pKa | 4.9 | |
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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 | d440 0.89 | DFC |
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Refractive Index | n40D 1.4288 | 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) | splash10-074l-9100000000-bf788cb34c09c6af56bf | 2014-09-20 | View Spectrum | GC-MS | Decanoic acid, 1 TMS, GC-MS Spectrum | splash10-017i-2920000000-7f6721f01b80a790d544 | Spectrum | GC-MS | Decanoic acid, non-derivatized, GC-MS Spectrum | splash10-076u-9000000000-96a2e9e00e464db3c086 | Spectrum | GC-MS | Decanoic acid, non-derivatized, GC-MS Spectrum | splash10-017i-2920000000-7f6721f01b80a790d544 | Spectrum | GC-MS | Decanoic acid, non-derivatized, GC-MS Spectrum | splash10-016r-1910000000-1cc1026f6f325d994ab4 | Spectrum | Predicted GC-MS | Decanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-052g-9200000000-71a57b0e200e46fb66ed | Spectrum | Predicted GC-MS | Decanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00g0-9300000000-c615f39c0b907a00f67c | Spectrum | Predicted GC-MS | Decanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Decanoic acid, TBDMS_1_1, 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 - Quattro_QQQ 10V, Positive (Annotated) | splash10-00di-0900000000-0a7f944302bce161f7e5 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00b9-1900000000-b68efbceecf3433a9995 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-005a-9600000000-f2a54ed1a56ee9b7af77 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-076u-9000000000-96a2e9e00e464db3c086 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-00di-0900000000-771e7907916bf05e6b10 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-00di-0900000000-f1e000384728ee06f802 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-00di-1900000000-42a901bb54546da030da | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-004i-9000000000-83e77de04461ded1c4bc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-004i-9000000000-f3190b828218d04d3cc7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-014i-0000000910-e82208ed71b4a3735258 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-00di-0900000000-6ec01ce9b8fdc68d94a9 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-00di-0900000000-6ec01ce9b8fdc68d94a9 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-00di-0900000000-8c6cdf0491f51ba6ef26 | 2017-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-856f34ef153b15cb3d1d | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0adi-4900000000-efb0bd73973bf0c317fd | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-d81148541fa575d32552 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-99cd0519b210c46b4a4c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0fmi-1900000000-209285ec682ca47e1e5d | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9300000000-fb697080d761d0f48fe2 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-856f34ef153b15cb3d1d | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0adi-4900000000-efb0bd73973bf0c317fd | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-d81148541fa575d32552 | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-99cd0519b210c46b4a4c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0fmi-1900000000-209285ec682ca47e1e5d | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9300000000-fb697080d761d0f48fe2 | 2015-05-27 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | | 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 | 2863 |
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ChEMBL ID | CHEMBL107498 |
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KEGG Compound ID | C01571 |
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Pubchem Compound ID | 2969 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 30813 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB03600 |
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HMDB ID | HMDB00511 |
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CRC / DFC (Dictionary of Food Compounds) ID | HCQ58-J:HCQ58-J |
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EAFUS ID | 834 |
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Dr. Duke ID | N-CAPRIC-ACID|CAPRIC-ACID|DECANOIC-ACID|CAPRINIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001213 |
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HET ID | DKA |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 334-48-5 |
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GoodScent ID | rw1007741 |
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SuperScent ID | Not Available |
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Wikipedia ID | Decanoic acid |
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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 | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | irritant | | | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | 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 | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | CHEBI |
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Enzymes | Name | Gene Name | UniProt ID |
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Peroxisomal carnitine O-octanoyltransferase | CROT | Q9UKG9 | Carnitine O-palmitoyltransferase 2, mitochondrial | CPT2 | P23786 | Mitochondrial carnitine/acylcarnitine carrier protein | SLC25A20 | O43772 |
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Pathways | Name | SMPDB Link | KEGG Link |
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Beta Oxidation of Very Long Chain Fatty Acids | SMP00052 | map01040 | Fatty Acid Biosynthesis | SMP00456 | 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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rancid |
- 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.
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- 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
| unpleasant |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sour |
- 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.
| citrus |
- 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 | 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 | — Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008). — U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page. — 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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