Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:22 UTC |
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Update date | 2019-11-26 03:10:28 UTC |
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Primary ID | FDB014614 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Carvone |
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Description | Carvone, also known as carvol or limonen-6-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on Carvone. |
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CAS Number | 22327-39-5 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Carvone | ChEBI | 2-Methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-one | ChEBI | 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one | ChEBI | 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone | ChEBI | 2-Methyl-5-isopropenyl-2-cyclohexenone | ChEBI | 5-Isopropenyl-2-methylcyclohex-2-en-1-one | ChEBI | Carvol | ChEBI | Carvon | ChEBI | Karvon | ChEBI | p-Mentha-6,8-dien-2-one | ChEBI | (RS)-5-Isopropenyl-2-methylcyclohex-2-en-1-one | HMDB | Carvone, (R)-isomer | HMDB | Limonen-6-one | HMDB | 2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one | HMDB | 5-Isopropyl-2-methyl-2-cyclohexen-1-one | HMDB | Carvone, (S)-isomer | HMDB | 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)- | biospider | 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one, 9CI | db_source | 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one | biospider | 5-Isopropenyl-2-methyl-2-cyclohexen-1-one | db_source | 5-isopropenyl-2-methylcyclohex-2-en-1-one | biospider | 6,8-p-Menthadien-2-on | biospider | 6,8-p-Menthadien-2-one | biospider | 6,8(9)-p-Menthadien-2-one | biospider | Carvol (obsol.) | db_source | Carvone | biospider | Carvone, BSI | db_source | FEMA 2249 | db_source | p-mentha-1(6),8-dien-2-one | biospider | p-Mentha-6, 8-dien-2-one | biospider | Talent | db_source |
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Predicted Properties | |
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Chemical Formula | C10H14O |
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IUPAC name | 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one |
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InChI Identifier | InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3 |
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InChI Key | ULDHMXUKGWMISQ-UHFFFAOYSA-N |
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Isomeric SMILES | CC(=C)C1CC=C(C)C(=O)C1 |
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Average Molecular Weight | 150.221 |
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Monoisotopic Molecular Weight | 150.104465071 |
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Classification |
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Description | Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Menthane monoterpenoids |
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Alternative Parents | |
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Substituents | - P-menthane monoterpenoid
- Monocyclic monoterpenoid
- Cyclohexenone
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Ontology | No ontology term |
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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 79.96%; H 9.39%; O 10.65% | DFC |
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Melting Point | Not Available | |
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Boiling Point | Boiling Pt : 231 oC | |
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Experimental Water Solubility | 1.3 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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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 | Not Available | |
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Refractive Index | Not Available | |
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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) | splash10-0kai-9100000000-ea28fdf9d5478ea50fe2 | 2015-03-01 | View Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0f8c-9100000000-64d2436851c170c3898a | Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0a4l-3900000000-1935fc84143fcf43b855 | Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0a4l-4900000000-856f6fa492156b47d6ab | Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0f8c-9100000000-64d2436851c170c3898a | Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0a4l-3900000000-1935fc84143fcf43b855 | Spectrum | GC-MS | alpha-Carvone, non-derivatized, GC-MS Spectrum | splash10-0a4l-4900000000-856f6fa492156b47d6ab | Spectrum | Predicted GC-MS | alpha-Carvone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0f8l-9200000000-0d07518eb09c4d6d7512 | Spectrum | Predicted GC-MS | alpha-Carvone, 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 | splash10-0udi-0900000000-62861ac4cbf0b95e5069 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-5900000000-b282dcb5d4a98c3f852f | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-1000-9100000000-0fd631d26260645c64ae | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-97d37f99bcaf0ed7d108 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-0900000000-1817a8dceee7a31df4e0 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-001l-6900000000-581a45ee1ec95e201138 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-22917433edc8ad9dbc2e | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-0900000000-c0270d719fd67ba328d9 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-001j-9700000000-dfa5cb40b47870793316 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-3900000000-f279f95a33eb225c1b14 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-07eg-9400000000-34f0a30acb50659192b6 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00mo-9000000000-7b658cbdc17dd03f44ed | 2021-09-24 | View Spectrum |
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NMR | |
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External Links |
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ChemSpider ID | 21106424 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 7439 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 38265 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB35824 |
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CRC / DFC (Dictionary of Food Compounds) ID | JSX52-Q:JSX52-Q |
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EAFUS ID | 550 |
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Dr. Duke ID | CARVONE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00035062 |
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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 | 99-49-0 |
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GoodScent ID | rw1399011 |
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SuperScent ID | Not Available |
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Wikipedia ID | Carvone |
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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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allergenic | 50904 | A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. | DUKE | anti acetylcholinesterase | 38462 | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. | DUKE | anti proliferative | | | DUKE | anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | cancer preventive | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | candidistat | | | DUKE | carminative | | | DUKE | central nervous system stimulant | 35470 | A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | fungistat | | | DUKE | insecticide | 24852 | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. | DUKE | insectifuge | 24852 | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. | DUKE | motor depressant | | | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | 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 | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | DUKE | trichomonicide | | | DUKE | vermicide | | | 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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mint |
- 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
| basil |
- 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
| fennel |
- 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
| minty |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| licorice |
- 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).
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