Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:09:51 UTC |
---|
Update date | 2020-09-17 15:32:11 UTC |
---|
Primary ID | FDB011831 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | 2-Undecanone |
---|
Description | 2-Undecanone, also known as undecan-2-one or rue ketone, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). 2-Undecanone is a ketone, also known as methyl nonyl ketone (MNK). Like most methyl ketones, 2-undecanone undergoes a haloform reaction when in the presence of a base. For example, the reaction between 2-undecanone and sodium hypochlorite yields sodium decanoate, chloroform, and sodium hydroxide. 2-Undecanone is a very hydrophobic molecule, practically insoluble in water but it is soluble in ethanol, benzene, chloroform, and acetone. 2-Undecanone is found in palm kernel oil and soya bean oil. 2-Undecanone is an important constituent of rue oil (Ruta graveolens) and found in many other essential oils. Also found in black currant buds, raspberry, black berry peach and other fruits. 2-Undecanone is used in flavourings. It is found naturally in bananas, cloves, ginger, guava, strawberries, and wild-grown tomatoes. 2-Undecanone is used in the perfumery and flavoring industries, but because of its strong odor it is primarily used as an insect repellent or animal repellent. |
---|
CAS Number | 112-12-9 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
2-Hendecanone | ChEBI | Methyl nonyl ketone | ChEBI | Rue ketone | ChEBI | Undecan-2-one | Kegg | BioUD | MeSH | 2-Oxoundecane | HMDB | Enodyl | HMDB | FEMA 3093 | HMDB | Ketone, methyl nonyl | HMDB | Luparone | HMDB | Methyl N-nonyl ketone | HMDB | Methyl-N-nonylketone | HMDB | Methylnonylketone | HMDB | MGK Dog AMP MNK | HMDB | Nonyl methyl ketone | HMDB | Undecanone | HMDB | Undecanone-(2) | HMDB | 2-Undecanone | ChEBI | Methyl n-nonyl ketone | biospider | Methyl-n-nonylketone | biospider | MGK dog & | biospider | MGK dog AMP mnk | HMDB | MNK | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C11H22O |
---|
IUPAC name | undecan-2-one |
---|
InChI Identifier | InChI=1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3 |
---|
InChI Key | KYWIYKKSMDLRDC-UHFFFAOYSA-N |
---|
Isomeric SMILES | CCCCCCCCCC(C)=O |
---|
Average Molecular Weight | 170.2918 |
---|
Monoisotopic Molecular Weight | 170.167065326 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic oxygen compounds |
---|
Class | Organooxygen compounds |
---|
Sub Class | Carbonyl compounds |
---|
Direct Parent | Ketones |
---|
Alternative Parents | |
---|
Substituents | - Ketone
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Industrial application: Biological role: |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 77.58%; H 13.02%; O 9.40% | DFC |
---|
Melting Point | Fp 15° | DFC |
---|
Boiling Point | Bp12 105-106° | DFC |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | 4.09 | TANII,H & HASHIMOTO,K (1986) |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
EI-MS | Mass Spectrum (Electron Ionization) | splash10-0a4l-9000000000-3a214702b6cbf60221e0 | 2015-03-01 | View Spectrum | GC-MS | 2-Undecanone, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-0b50ecd5a4e139569f95 | Spectrum | GC-MS | 2-Undecanone, non-derivatized, GC-MS Spectrum | splash10-0a4l-9000000000-0b50ecd5a4e139569f95 | Spectrum | Predicted GC-MS | 2-Undecanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9100000000-52e32fb9de1c96bff48b | Spectrum | Predicted GC-MS | 2-Undecanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 2-Undecanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-1900000000-89906bfdb8fd15dc3e5c | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-00di-4900000000-6cfac7427fb901f03031 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-00dj-9700000000-930ae54f023a5d43c2de | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-007k-9400000000-36183b22a3eed18d676e | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-00l2-9100000000-682f78089ca57bf67bb9 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-067j-9000000000-0d844bdca90f6040bcd2 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-066r-9000000000-2420c6c12132e66e4f55 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-0aor-9000000000-a88e63ec19747439bb4f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, positive | splash10-0aor-9000000000-c6580cc292258ef555cc | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 11V, positive | splash10-0002-9100000000-6513e75c4f7025c63fa1 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 11V, positive | splash10-0a4i-9000000000-6069b457c0c038edb8df | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 11V, positive | splash10-0aor-9000000000-f9fafeb5ba834b1e6710 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 11V, positive | splash10-014i-9000000000-8470bd80251b1364df74 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0fk9-0900000000-8fcf8019b6b437d7957c | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0uk9-5900000000-c6f21e9a0d45a2555d70 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9100000000-3a81d8fd09c96d9c283e | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-8eaba4a1b4a022676078 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-2900000000-4bd3f9e6cbf9a7cee068 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9300000000-ec90bdc81ba971e09058 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0aw9-9100000000-8b0a41317dc17902cd07 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4l-9000000000-05525b2199b1f5c37c4a | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-158a95c23b467002f89b | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-7a5d95d357c6f78b7dc1 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-0900000000-9bafc5b07fd79d7c7131 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-e98fa3a724a5700aeeea | 2021-09-25 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
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 |
|
---|
External Links |
---|
ChemSpider ID | 7871 |
---|
ChEMBL ID | CHEMBL1236582 |
---|
KEGG Compound ID | C01875 |
---|
Pubchem Compound ID | 8163 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 17700 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | DB08688 |
---|
HMDB ID | HMDB33713 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | GZS35-E:GZS35-E |
---|
EAFUS ID | 3800 |
---|
Dr. Duke ID | UNDECAN-2-ONE|METHYL-NONYL-KETONE|2-UNDECANONE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00030758 |
---|
HET ID | UOC |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 112-12-9 |
---|
GoodScent ID | rw1021151 |
---|
SuperScent ID | 8163 |
---|
Wikipedia ID | 2-Undecanone |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
Anti-helmintic | 33281 | An agent that kills or expels parasitic worms, treating helminthic infections. Therapeutically, it targets intestinal parasites, reducing infection symptoms. Key medical uses include treating roundworm, hookworm, and tapeworm infections. | DUKE | Name | 48318 | flavor | DUKE | Hirudicide | | An agent destructive to leeches, used to control leech infestations, with therapeutic applications in preventing blood loss and promoting wound healing, and key medical uses in surgical and medical procedures where leeches are used, such as reattaching severed limbs. | DUKE | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | Nematicide | 25491 | An agent that kills nematodes, a type of parasitic worm, used to control infestations in crops and animals, with therapeutic applications in veterinary medicine to treat parasitic infections and promote livestock health. | DUKE | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
orange |
- 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
| fresh |
- 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
| iris |
- 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.
| fruity |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| creamy |
- 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.
| orris |
- 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.
|
|
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not 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.
|
---|