CAS 470-82-6|Cineole
Introduction：Basic information about CAS 470-82-6|Cineole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Cineole | ||
|---|---|---|---|
| CAS Number | 470-82-6 | Molecular Weight | 154.249 |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 174.0±8.0 °C at 760 mmHg |
| Molecular Formula | C10H18O | Melting Point | 1.5ºC |
| MSDS | ChineseUSA | Flash Point | 50.9±15.3 °C |
| Symbol | GHS02 | Signal Word | Warning |
Names
| Name | 1,8-cineole |
|---|---|
| Synonym | More Synonyms |
Cineole BiologicalActivity
| Description | Eucalyptol is an inhibitor of 5-HT3 receptor ,potassium channel, TNF-α and IL-1β. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT ReceptorSignaling Pathways >>Immunology/Inflammation >>Interleukin RelatedSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium ChannelSignaling Pathways >>Apoptosis >>TNF ReceptorResearch Areas >>Neurological DiseaseNatural Products >>Terpenoids and Glycosides |
| Target | 5-HT3 Receptor IL-1β TNF-α potassium channel |
| In Vitro | Eucalyptol inhibits 5-HT-evoked currents in oocytes expressing 5-HT3 receptors with an IC50 of 258 µM[1]. Eucalyptol (Cin) treatment significantly decreases the ROS level in Aβ25-35 treated cells in a dose dependent manner. Eucalyptol treatment significantly decreases the NO level in Aβ25-35 treated cells in a dose dependent manner (p<0.05 and p<0.01). Eucalyptol treatment also significantly decreases IL-1βlevel in Aβ25-35 treated cells in a dose dependent manner (p<0.05 and p<0.01) as compare to Aβ25-35 treated PC12 cells. IL-6 level is also attenuated by Eucalyptol in dose dependent manner (p<0.05 and p<0.01) as compare to Aβ25-35 treated cells[3]. |
| In Vivo | Results show that male and female rats treated with Eucalyptol (CIN) at the highest doses, 500 and 1000 mg/kg, have shown lower body weight than control group from the 7th to 50th day of treatment. The administration of Eucalyptol significantly reduces body weight gain of male rats (Eucalyptol 500 and 1000 mg/kg) and female rats (Eucalyptol 1000 mg/kg) in the first week of treatment. However, this reduction is followed by an increase in body weight of rats males and females treated with all doses of the second week until the end of treatment. For male rats, there is a significant increase of 6.93% in mean corpuscular volume (MCV) (Eucalyptol 1000 mg/kg) and of 43.54 and 38.98% in the platelet count (Eucalyptol 500 and 1000 mg/kg, respectively) and a decrease of 6.74 and 6.67% in mean corpuscular hemoglobin concentration (MCHC) (Eucalyptol 500 and 1000 mg/kg) and mean platelet volume (MPV) of 10.40, 10.60 and 15.73% (Eucalyptol 100, 500 and 1000 mg/kg, respectively), when compare to the control group[4]. |
| Cell Assay | The protective dose of Eucalyptol (Cineole) is determined by MTT dye-uptake method. In brief, cells (1×104 per well) are seeded in 96-well tissue culture plates and allowed to adhere for 24 h in CO2 incubator at 37°C. Cells are differentiated for the indicated time period. Thereafter, the medium is replaced with the medium containing Eucalyptol (0 to 10 μM) in different experiments for a period up to 24 h. Tetrazolium bromide salt (5 mg/mL of stock in PBS) 10 μL/well is added in 100 mL of cell suspension and plate is incubated for 4 h. At the end of incubation period, the reaction mixture is carefully taken out and 200 μL of DMSO is added to each well by pipetting up and down several times until the content gets homogenized. The plates are kept on rocker shaker for 10 min at room temperature and then read at 550 nm using microplate reader[3]. |
| Animal Admin | Swiss mice are used in this experiment. The animals are randomly divided into two groups (n=5) and fasted overnight with free access to water. The group control receives a 1% Tween-80 aqueous solution (0.1 mL/10 g) and the other group is treated with Eucalyptol a single 2000 mg/kg dose by oral route. The animals are observed at 30, 60, 120, 180 and 240 min after oral treatment and daily for 14 days. Behavioral changes, weight, food and water consumption, clinical signs of toxicity or mortality are recorded daily[4]. |
| References | [1]. Jarvis GE, et al. Noncompetitive Inhibition of 5-HT3 Receptors by Citral, Linalool, and Eucalyptol Revealed by Nonlinear Mixed-Effects Modeling. J Pharmacol Exp Ther. 2016 Mar;356(3):549-62. [2]. Zeraatpisheh Z, et al. Eucalyptol induces hyperexcitability and epileptiform activity in snail neurons by inhibiting potassium channels. Eur J Pharmacol. 2015 Oct 5;764:70-8. [3]. Khan A, et al. 1,8-cineole (eucalyptol) mitigates inflammation in amyloid Beta toxicated PC12 cells: relevance to Alzheimer's disease. Neurochem Res. 2014 Feb;39(2):344-52.[3] [4]. Caldas GF, et al. Repeated-doses and reproductive toxicity studies of the monoterpene 1,8-cineole (eucalyptol) in Wistar rats. Food Chem Toxicol. 2016 Nov;97:297-306. |
Chemical & Physical Properties
| Density | 0.9±0.1 g/cm3 |
|---|---|
| Boiling Point | 174.0±8.0 °C at 760 mmHg |
| Melting Point | 1.5ºC |
| Molecular Formula | C10H18O |
| Molecular Weight | 154.249 |
| Flash Point | 50.9±15.3 °C |
| Exact Mass | 154.135757 |
| PSA | 9.23000 |
| LogP | 2.82 |
| Vapour Pressure | 1.6±0.3 mmHg at 25°C |
| Index of Refraction | 1.461 |
| InChIKey | WEEGYLXZBRQIMU-UHFFFAOYSA-N |
| SMILES | CC12CCC(CC1)C(C)(C)O2 |
| Stability | Stable. Flammable. Incompatible with acids, bases, strong oxidizing agents. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2480 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - coma
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1070 mg/kg
- TOXIC EFFECTS :
- Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 1500 mg/kg
- TOXIC EFFECTS :
- Skin and Appendages - dermatitis, other (after systemic exposure)
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 2250 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory stimulation
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 2 gm/kg
- SEX/DURATION :
- female 19-22 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - biochemical and metabolic
MUTATION DATA - TYPE OF TEST :
- Sister chromatid exchange
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 200 mg/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 10(Suppl 10),1,1987 *** REVIEWS *** TOXICOLOGY REVIEW DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 2(4),10,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 19540 No. of Facilities: 1103 (estimated) No. of Industries: 11 No. of Occupations: 23 No. of Employees: 5213 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 19540 No. of Facilities: 4397 (estimated) No. of Industries: 48 No. of Occupations: 57 No. of Employees: 83399 (estimated) No. of Female Employees: 20158 (estimated)
- TYPE OF TEST :
- Sister chromatid exchange
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 200 mg/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 10(Suppl 10),1,1987 *** REVIEWS *** TOXICOLOGY REVIEW DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 2(4),10,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 19540 No. of Facilities: 1103 (estimated) No. of Industries: 11 No. of Occupations: 23 No. of Employees: 5213 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 19540 No. of Facilities: 4397 (estimated) No. of Industries: 48 No. of Occupations: 57 No. of Employees: 83399 (estimated) No. of Female Employees: 20158 (estimated)
Safety Information
| Symbol | GHS02 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H226 |
| Precautionary Statements | P210-P370 + P378 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter |
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R10;R37/38;R41 |
| Safety Phrases | S26-S39 |
| RIDADR | UN 1993 |
| WGK Germany | 2 |
| RTECS | OS9275000 |
| Packaging Group | III |
| Hazard Class | 3.0 |
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Synonyms
| 2-Oxa-1,3,3-trimethylbicyclo(2.2.2)octane |
| eucalyptol (cineole) |
| Terpan |
| 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl- |
| 2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane |
| Eucapur |
| Zineol |
| Eukalyptol [Czech] |
| p-Menthane, 1,8-epoxy- |
| Eucalyptol |
| Eucalyptole |
| MFCD00167977 |
| 1,8-Cineol |
| 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane,1,8-Cineole,1,8-Epoxy-p-menthane |
| EINECS 207-431-5 |
| 1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octane |
| cineole |
| Cajeputol |
| 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane |
| 1,8-cineole |
| 1,8-Epoxy-p-menthane |
| limonene oxide |
| p-Cineole |
