Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:45 UTC |
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Update date | 2019-11-26 02:58:57 UTC |
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Primary ID | FDB003336 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | Octanoic acid |
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Description | Widespread in plant oils, free and as glyceridesand is also present in apple, banana, orange juice and peel, pineapple, cognac, calamus, blue cheeses, cheddar cheese, Swiss cheese, feta cheese and other cheeses. Flavouring agent, defoamer, lubricant, binder and antimicrobial preservative in cheese wraps
Caprylic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. It is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell. Octanoic acid is found in many foods, some of which are salad, mango, ice cream, and anise. |
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CAS Number | 124-07-2 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Heptanecarboxylic acid | ChEBI | 8:0 | ChEBI | Acide octanoique | ChEBI | Acido octanoico | ChEBI | Acidum octanocium | ChEBI | Acidum octanoicum | ChEBI | C8:0 | ChEBI | CH3-[CH2]6-COOH | ChEBI | Kaprylsaeure | ChEBI | N-Caprylic acid | ChEBI | N-Octanoic acid | ChEBI | N-Octoic acid | ChEBI | N-Octylic acid | ChEBI | OCTANOIC ACID (caprylIC ACID) | ChEBI | Octansaeure | ChEBI | Octoic acid | ChEBI | Octylic acid | ChEBI | Octanoate | Kegg | 1-Heptanecarboxylate | Generator | N-Caprylate | Generator | N-Octanoate | Generator | N-Octoate | Generator | N-Octylate | Generator | OCTANOate (caprylate) | Generator | Octoate | Generator | Octylate | Generator | Octanoic acid | Generator | Caprylate | Generator | Emery 657 | HMDB | Kortacid 0899 | HMDB | Lunac 8-95 | HMDB | Lunac 8-98 | HMDB | Neo-fat 8 | HMDB | Neo-fat 8S | HMDB | Prifac 2901 | HMDB | Caprylic acid, cadmium salt | HMDB | Caprylic acid, cesium salt | HMDB | Caprylic acid, manganese salt | HMDB | Caprylic acid, nickel(+2) salt | HMDB | Caprylic acid, zinc salt | HMDB | Caprylic acid, aluminum salt | HMDB | Caprylic acid, barium salt | HMDB | Caprylic acid, chromium(+2) salt | HMDB | Caprylic acid, lead(+2) salt | HMDB | Caprylic acid, potassium salt | HMDB | Caprylic acid, tin(+2) salt | HMDB | Sodium octanoate | HMDB | Caprylic acid, 14C-labeled | HMDB | Caprylic acid, lithium salt | HMDB | Caprylic acid, ruthenium(+3) salt | HMDB | Caprylic acid, sodium salt | HMDB | Caprylic acid, sodium salt, 11C-labeled | HMDB | Caprylic acid, tin salt | HMDB | Caprylic acid, zirconium salt | HMDB | Sodium caprylate | HMDB | Caprylic acid, ammonia salt | HMDB | Caprylic acid, calcium salt | HMDB | Caprylic acid, cobalt salt | HMDB | Caprylic acid, copper salt | HMDB | Caprylic acid, copper(+2) salt | HMDB | Caprylic acid, iridum(+3) salt | HMDB | Caprylic acid, iron(+3) salt | HMDB | Caprylic acid, lanthanum(+3) salt | HMDB | Caprylic acid, zirconium(+4) salt | HMDB | FA(8:0) | HMDB | Lithium octanoate | HMDB | 1-Octanoic acid | biospider | Caprylic acid | db_source | Capryloate | biospider | Enantic acid | biospider | FEMA 2799 | db_source | Heptane-1-carboxylic acid | db_source | Octic acid | biospider |
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Predicted Properties | |
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Chemical Formula | C8H16O2 |
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IUPAC name | octanoic acid |
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InChI Identifier | InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) |
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InChI Key | WWZKQHOCKIZLMA-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCC(O)=O |
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Average Molecular Weight | 144.2114 |
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Monoisotopic Molecular Weight | 144.115029756 |
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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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 66.63%; H 11.18%; O 22.19% | DFC |
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Melting Point | Mp 16° | DFC |
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Boiling Point | Bp10 124° | DFC |
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Experimental Water Solubility | 0.789 mg/mL at 30 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 3.05 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 4.89 (25°) | DFC |
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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 0.91 | DFC |
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Refractive Index | n20D 1.4335 | 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) | splash10-03kc-9000000000-8c7db9a9d75b2cc1bd1c | 2014-09-20 | View Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-0159-0910000000-e609d5de69ede6fbcde0 | Spectrum | GC-MS | Octanoic acid, 1 TMS, GC-MS Spectrum | splash10-0gb9-1920000000-1dc6ed976e003f99e23d | Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-03kc-9000000000-74cfce03769b41313952 | Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-0uyi-0931100000-7668e36e436054042b5c | Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-0159-0910000000-e609d5de69ede6fbcde0 | Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-0gb9-1920000000-1dc6ed976e003f99e23d | Spectrum | GC-MS | Octanoic acid, non-derivatized, GC-MS Spectrum | splash10-014i-0910000000-9ecb4ccb46e89710f76a | Spectrum | Predicted GC-MS | Octanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0596-9100000000-8854c56056d8d3405087 | Spectrum | Predicted GC-MS | Octanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-062l-9100000000-67da39159980b9078fab | Spectrum | Predicted GC-MS | Octanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Octanoic 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, Negative (Annotated) | splash10-0006-0900000000-bb237630bedcee6145d1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-0006-2900000000-98284f50a271878c8481 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0006-5900000000-209fbbacd4996b9a770d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-03kc-9000000000-74cfce03769b41313952 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-0006-0900000000-e2c4dff10393086340f7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0006-1900000000-bbde8564b4e5543a636a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - DI-ESI-Q-Exactive Plus , Negative | splash10-0006-0900000000-d219a0c6559a4783fd81 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-0900000000-e2c4dff10393086340f7 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-1900000000-bbde8564b4e5543a636a | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , negative | splash10-0006-0900000000-ca22ecd0b25fa371fc73 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0gvp-9100000000-58c00a2024ba0bae4ff4 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0002-9300000000-2505e6738cf5d5877654 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-1ab4cdf8f74c93312743 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-002b-2900000000-ac7c80e50c93b8cc3af7 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9400000000-d2694b5f89d8eaeb2ab1 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-f2b24072c91d8b0e4078 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-1900000000-ad62d44e72f4dd1760ab | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0007-7900000000-9c869b84815f21dffc7c | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9000000000-b8a648d443695914e479 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a6u-9100000000-f5c38fdad70b324e75ac | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9000000000-bee103956686b4840d1e | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-e7cbd036c8e80018c825 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-8f2b048da6331570976c | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-0900000000-cd31ca01a5fa6be86acb | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9100000000-682c215be5abe1fe87ed | 2021-09-24 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, 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 | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 370 |
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ChEMBL ID | CHEMBL324846 |
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KEGG Compound ID | C06423 |
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Pubchem Compound ID | 379 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 28837 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB04519 |
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HMDB ID | HMDB00482 |
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CRC / DFC (Dictionary of Food Compounds) ID | CVZ57-B:CVZ57-B |
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EAFUS ID | 2753 |
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Dr. Duke ID | OCTOIC-ACID|CAPRYLIC-ACID|OCTANOIC-ACID|N-CAPRYLIC-ACID |
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BIGG ID | 48223 |
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KNApSAcK ID | C00001231 |
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HET ID | OCA |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 124-07-2 |
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GoodScent ID | rw1009091 |
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SuperScent ID | Not Available |
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Wikipedia ID | Caprylic 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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anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | candidicide | | | DUKE | 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 | 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 | 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 | Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids | SMP00480 | 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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sweat |
- 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
| cheese |
- 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
| fatty |
- 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.
| rancid |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| oily |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| vegetable |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| cheesy |
- 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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