| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2015-10-09 22:32:21 UTC |
|---|
| Update date | 2017-01-19 02:36:34 UTC |
|---|
| FoodComEx ID | PC000739 |
|---|
| FoodDB Record | FDB014616 |
|---|
| Chemical Information |
|---|
| Name | 1,8-Cineole |
|---|
| Description | Occurs in eucalyptus, lavender, sage and many other oils. Flavouring ingredient
Eucalyptol is a natural organic compound which is a colorless liquid. It is a cyclic ether and a monoterpenoid.; Eucalyptol is an organic compound which is a colorless liquid. It is a cyclic ether and a monoterpene.; Eucalyptol is a natural constituent of a number of aromatic plants and their essential oil fraction. Eucalyptol was given GRAS (Generally Recognized As Safe) status by the Flavor and Extract Manufacturer's Association FEMA, 1965 and is approved by the Food and Drug Administration for food use. 1,8-Dihydroxy-10-carboxy-p-menthane, 2-hydroxy-cineole and 3-hydroxy-cineole are the main metabolites of Eucalyptol. Toxicological data available on eucalyptol are rather limited. Following the accidental exposure of human beings, death was reported in two cases after ingestion of 3.5-5 ml of essential eucalyptus oil, but a number of recoveries have also been described for much higher amounts of oil. In a 1994 report released by five top cigarette companies, eucalyptol was listed as one of the 599 additives to cigarettes. It is added to improve the flavor. (PMID: 12048025, Fitoterapia. 2002 Jun;73(3):269-75); In a 1994 report released by five top cigarette companies, eucalyptol was listed as one of the 599 additives to cigarettes. It is claimed that it is added to improve the flavor.; It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. 1,8-Cineole is found in many foods, some of which are common thyme, caraway, sunflower, and pot marjoram. |
|---|
| CAS Number | 470-82-6 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane | HMDB | | 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 9CI | db_source | | 1,8-Cineol | biospider | | 1,8-Epoxy-P-menthane | HMDB | | 1,8-Oxido-p-menthane | biospider | | 2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane | biospider | | 4,7,7-trimethyl-8-oxabicyclo[2.2.2]octane | biospider | | Cajeputol | db_source | | Cineol | biospider | | Cineole | db_source | | CNL | HMDB | | Cucalyptol | HMDB | | Cyneol | db_source | | Eucalyptol | db_source | | Eucalyptole | HMDB | | Eucapur | db_source | | Eukalyptol | HMDB | | FEMA 3658 | db_source | | Soledum | db_source | | Terpan | HMDB | | Terpane | db_source | | Zedoary oil | HMDB | | Zineol | db_source |
|
|---|
| Chemical Formula | C10H18O |
|---|
| IUPAC name | 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane |
|---|
| InChI Identifier | InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3 |
|---|
| InChI Key | WEEGYLXZBRQIMU-UHFFFAOYSA-N |
|---|
| Isomeric SMILES | CC12CCC(CC1)C(C)(C)O2 |
|---|
| Average Molecular Weight | 154.253 |
|---|
| Monoisotopic Molecular Weight | 154.1357652 |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organoheterocyclic compounds |
|---|
| Class | Oxanes |
|---|
| Sub Class | Not Available |
|---|
| Direct Parent | Oxanes |
|---|
| Alternative Parents | |
|---|
| Substituents | - Oxane
- Oxacycle
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aliphatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aliphatic heteropolycyclic compounds |
|---|
| External Descriptors | |
|---|
| Physico-Chemical Properties - Experimental |
|---|
| Property | Value | Reference |
|---|
| Experimental logP | 2.74 | GRIFFIN,S ET AL. (1999) |
|---|
| Experimental Water Solubility | 3.5 mg/mL at 21 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
|---|
| Melting Point | Mp 1.5° | DFC |
|---|
|
| Foods of Origin |
|---|
| Food | Content Range | Average | Reference |
|---|
| Food | | | Reference |
|---|
|
| Production Data |
|---|
| Production Method | commercial |
|---|
| Production Method Reference | Not Available |
|---|
| Production Method Reference File | Not Available |
|---|
| Quantity Available | Production upon request, up to 10 mg |
|---|
| Delivery Time | Not Available |
|---|
| Storage Form | liquid |
|---|
| Storage Conditions | -80°C |
|---|
| Stability | Not Available |
|---|
| Purity | Not Available |
|---|
| Spectra |
|---|
| Spectral Data Upon Request | Not Available |
|---|
| Provider Information |
|---|
|
| Commercial Vendors |
|---|
| AKSci | 5750AF |
|---|
| Toronto Research Chemicals | C441950 |
|---|
