CAS Number138-86-3
SynonymsEINECS 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; Methyl-4-isopropenylcyclohexene; (±)-Limonene; Dipanol; DL-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; Cinene; 1,8-p-Mentadiene
Molecular FormulaC10H16
Molecular Weight136.23
Purity≥95.0 (GC)%
Density0.8±0.1 g/cm3
Boiling Point178 °C/1013 hPa
Melting Point-89 °C
Appearanceliquid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 138-86-3 |
| Catalog No. | 2A-9017166 |
| Chinese Name | 柠檬烯;双戊烯 |
| Synonyms | 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; Methyl-4-isopropenylcyclohexene; (±)-Limonene; Dipanol; DL-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; Cinene; 1,8-p-Mentadiene |
| Molecular Formula | C10H16 |
| Molecular Weight | 136.23 |
| Purity | ≥95.0 (GC) |
| Density | 0.8±0.1 g/cm3 |
| Boiling Point | 178 °C/1013 hPa |
| Melting Point | -89 °C |
| Appearance | liquid |
| Water Solubility | <1 g/100mL |
| Storage Condition | Storage precautions: Store in a cool, ventilated w |
| Packaging | III |
| Application | Limonene is a monoterpene found in citrus peel oil. A common disinfectant and food preservative. It has antibacterial activity[1]. Anti-proliferative activity[2]. Antioxidant and anti-inflammatory eff |
| HTC | 2942000000 |
| MDL Number | MFCD00062992 |
| SMILES | C1(CCC(=CC1)C)C(=C)C |
| InChI | 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 |
| InChI Key | XMGQYMWWDOXHJM-UHFFFAOYSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352002 |
| Hazard Symbols | 3 |
| MSDS | msds/17166_1_138_86_3.pdf |
| Bioactivity | 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 >> Bacterial Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Infection Natural 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 |
| Use of | 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]. Properties Articles78 Name limonene Synonym More Synonyms limonene Biological Activity 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 >> Bacterial Research Areas >> Cancer Research Areas >> Inflammation/Immunology Research Areas >> Infection Natural Products >> Terpenoids and Glycosides 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]. 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. [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 Molecular Formula C10H16 Exact Mass 136.125198 Vapour density 4.7 (vs air) Index of Refraction 1.468 InChIKey XMGQYMWWDOXHJM-UHFFFAOYSA-N Stability Stable. Flammable. Incompatible with strong oxidizing agents. |
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