CAS 138-86-3|limonene
| Common Name | limonene | ||
|---|---|---|---|
| CAS Number | 138-86-3 | Molecular Weight | 136.234 |
| Density | 0.8±0.1 g/cm3 | Boiling Point | 175.4±20.0 °C at 760 mmHg |
| Molecular Formula | C10H16 | Melting Point | -84--104 °C |
| MSDS | ChineseUSA | Flash Point | 42.8±0.0 °C |
| Symbol | GHS02, GHS07, GHS09 | Signal Word | Warning |
Names
| Name | limonene |
|---|---|
| Synonym | More Synonyms |
limonene BiologicalActivity
| Description | Limonene is a monoterpene in citrus peel oil. A popular disinfectant and food preservative. Antimicrobial activities[1]. Anti-proliferative activities[2]. Antioxidant and anti-inflammatory effect[3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>CancerResearch Areas >>Inflammation/ImmunologyResearch Areas >>InfectionNatural Products >>Terpenoids and Glycosides |
| Target | Bacterial[1] |
| In Vitro | Acute toxicity to limonene is largely due to the common oxidation product limonene-hydroperoxide. The mutant protein AhpCL177Q 35 is able to alleviate this toxicity by reducing the hydroperoxide to a more benign compound[1]. Limonene exerts anti-proliferative action on a lymphoma cell line without modifying normal lymphocyte viability[2]. |
| In Vivo | Limonene (50-100 mg/kg) exerts gastroprotection through local mucosal defense mechanisms, such as increasing the mucus production, modulation of the oxidative stress and inflammatory response and inhibition of Nf-κb expression[3]. |
| References | [1]. Chubukov V, et al. Acute Limonene Toxicity in Escherichia coli Is Caused by Limonene Hydroperoxide and Alleviated by a Point Mutation in Alkyl Hydroperoxidase AhpC. Appl Environ Microbiol. 2015 Jul;81(14):4690-6. [2]. Roberto D, et al. Antioxidant activity of limonene on normal murine lymphocytes: relation to H2O2 modulation and cell proliferation. Basic Clin Pharmacol Toxicol. 2010 Jan;106(1):38-44. [3]. de Souza MC, et al. Gastroprotective effect of limonene in rats: Influence on oxidative stress, inflammation and gene expression. Phytomedicine. 2018 Sep 4;53:37-42. |
Chemical & Physical Properties
| Density | 0.8±0.1 g/cm3 |
|---|---|
| Boiling Point | 175.4±20.0 °C at 760 mmHg |
| Melting Point | -84--104 °C |
| Molecular Formula | C10H16 |
| Molecular Weight | 136.234 |
| Flash Point | 42.8±0.0 °C |
| Exact Mass | 136.125198 |
| LogP | 4.45 |
| Vapour density | 4.7 (vs air) |
| Vapour Pressure | 1.5±0.2 mmHg at 25°C |
| Index of Refraction | 1.468 |
| InChIKey | XMGQYMWWDOXHJM-UHFFFAOYSA-N |
| SMILES | C=C(C)C1CC=C(C)CC1 |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents. |
| Water Solubility | <1 g/100mL |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- Standard Draize test
- ROUTE OF EXPOSURE :
- Administration onto the skin
- SPECIES OBSERVED :
- Rodent - rabbit
- REFERENCE :
- FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 12,703,1974 ** ACUTE TOXICITY DATA **
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 5300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 12,703,1974
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 5550 uL/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- ZYZAEU Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. China) V.24- 1989- Volume(issue)/page/year: 24,700,1989
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1010 uL/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- ZYZAEU Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. China) V.24- 1989- Volume(issue)/page/year: 24,700,1989
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Mammal - species unspecified
- DOSE/DURATION :
- 4600 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- RCTOE4 Reviews of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.98- 1987- Volume(issue)/page/year: 113,47,1990 *** REVIEWS *** TOXICOLOGY REVIEW ZKKOBW Zeitschrift fuer Krebsforschung und Klinische Onkologie. (Berlin, Fed. Rep. Ger.) V.76-92, 1971-78. For publisher information, see JCROD7. Volume(issue)/page/year: 78,99,1972 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1342 No. of Facilities: 3959 (estimated) No. of Industries: 70 No. of Occupations: 60 No. of Employees: 45463 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1342 No. of Facilities: 12642 (estimated) No. of Industries: 103 No. of Occupations: 90 No. of Employees: 185336 (estimated) No. of Female Employees: 45650 (estimated)
Safety Information
| Symbol | GHS02, GHS07, GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H226-H315-H317-H410 |
| Precautionary Statements | P273-P280-P501 |
| 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;N:Dangerousfortheenvironment; |
| Risk Phrases | R10;R38;R43;R50/53 |
| Safety Phrases | S24-S37-S60-S61 |
| RIDADR | UN 2052 3/PG 3 |
| WGK Germany | 2 |
| RTECS | OS8350000 |
| Packaging Group | III |
| Hazard Class | 3 |
| HS Code | 2942000000 |
Customs
| HS Code | 2942000000 |
|---|
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| Capturing of the monoterpene olefin limonene produced in Saccharomyces cerevisiae. Yeast , doi:10.1002/yea.3038, (2014) Monoterpene olefins such as limonene are plant compounds with applications as flavouring and fragrance agents, as solvents and potentially also in polymer and fuel chemistry. We engineered baker's yea... | |
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Synonyms
| Cyclohexene, 4-Isopropenyl-1-methyl- |
| EINECS 227-815-6 |
| p-mentha-1,8-diene |
| (±)-p-Mentha-1,8-diene |
| Mentha-1,8-diene, DL |
| 4-(1-methylethenyl)-1-methyl-cyclohexene |
| Methyl-4-isopropenyl-1-cyclohexene |
| Limonene, dl- |
| Methyl-4-isopropenylcyclohexene |
| (±)-Limonene |
| Cyclohexene, 1-methyl-4-(1-methylethenyl)- |
| Dipanol |
| DL-p-mentha-1,8-diene |
| p-Mentha-1,8-diene, (±)- |
| Methyl-4-(1-methylethenyl)cyclohexene |
| Unitene |
| (±)-(RS)-limonene |
| Depanol |
| a-limonene |
| p-menth-1,8-diene |
| Nesol |
| MFCD00001558 |
| 1-Methyl-4-methylethenylcyclohexene |
| Mentha-1,8-diene |
| α-Limonene |
| Cinen |
| Eulimen |
| limonene, (±)-isomer |
| 4-Isopropenyl-1-methylcyclohexene |
| dycom |
| Ciene |
| Limonene |
| Limonene, (±)- |
| Cinene |
| 1,8-p-Mentadiene |
| 1-methyl-4-(prop-1-en-2-yl)cyclohexene |
| p-Mentha-1,8-diene, DL- |
