LimoneneCAS# 138-86-3 |
- (S)-(-)-Limonene
Catalog No.:BCN9766
CAS No.:5989-54-8
- (R)-(+)-Limonene
Catalog No.:BCN0067
CAS No.:5989-27-5
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 138-86-3 | SDF | Download SDF |
| PubChem ID | 22311 | Appearance | Oil |
| Formula | C10H16 | M.Wt | 136.2 |
| Type of Compound | Monoterpenoids | Storage | Desiccate at -20°C |
| Synonyms | Dipentene;Cajeputene;Cinene | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 1-methyl-4-prop-1-en-2-ylcyclohexene | ||
| SMILES | CC1=CCC(CC1)C(=C)C | ||
| Standard InChIKey | XMGQYMWWDOXHJM-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Limonene has antioxidant activity, it at all concentrations reveal a reduction in the frequency of MN and DNA damage induced by H2O2. |
| Targets | P450 (e.g. CYP17) |
| In vitro | The antioxidant and antigenotoxic properties of citrus phenolics limonene and naringin.[Pubmed: 25896273]Food Chem Toxicol. 2015 Jul;81:160-70.Phenolic compounds not only contribute to the sensory qualities of fruits and vegetables but also exhibit several health protective properties. Limonene and naringin are the most popular phenolics found in Citrus plants. |
| Structure Identification | Biotechnol Bioeng. 2015 Sep;112(9):1738-50.Coupling limonene formation and oxyfunctionalization by mixed-culture resting cell fermentation.[Pubmed: 25786991]Metabolic engineering strategies mark a milestone for the fermentative production of bulk and fine chemicals. Yet, toxic products and volatile reaction intermediates with low solubilities remain challenging. Prominent examples are artificial multistep pathways like the production of perillyl acetate (POHAc) from glucose via Limonene. For POHAc, these limitations can be overcome by mixed-culture fermentations. |
Limonene Dilution Calculator
Limonene Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 7.3421 mL | 36.7107 mL | 73.4214 mL | 146.8429 mL | 183.5536 mL |
| 5 mM | 1.4684 mL | 7.3421 mL | 14.6843 mL | 29.3686 mL | 36.7107 mL |
| 10 mM | 0.7342 mL | 3.6711 mL | 7.3421 mL | 14.6843 mL | 18.3554 mL |
| 50 mM | 0.1468 mL | 0.7342 mL | 1.4684 mL | 2.9369 mL | 3.6711 mL |
| 100 mM | 0.0734 mL | 0.3671 mL | 0.7342 mL | 1.4684 mL | 1.8355 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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The antioxidant and antigenotoxic properties of citrus phenolics limonene and naringin.[Pubmed:25896273]
Food Chem Toxicol. 2015 Jul;81:160-170.
Phenolic compounds not only contribute to the sensory qualities of fruits and vegetables but also exhibit several health protective properties. Limonene and naringin are the most popular phenolics found in Citrus plants. In this study, we investigated the antioxidant capacities of Limonene and naringin by the trolox equivalent antioxidant capacity (TEAC) assay and the cytotoxic effects by 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay in Chinese hamster fibroblast (V79) cells. The genotoxic potentials of Limonene and naringin were evaluated by micronucleus (MN) and alkaline COMET assays in human lymphocytes and V79 cells. Limonene and naringin, were found to have antioxidant activities at concentrations of 2-2000 microM and 5-2000 microM respectively. IC50 values of Limonene and naringin were found to be 1265 microM and 9026 microM, respectively. Limonene at the concentrations below 10,000 microM and naringin at the all concentrations studied, have not exerted genotoxic effects in lymphocytes and in V79 cells. Limonene and naringin at all concentrations revealed a reduction in the frequency of MN and DNA damage induced by H2O2.
Coupling limonene formation and oxyfunctionalization by mixed-culture resting cell fermentation.[Pubmed:25786991]
Biotechnol Bioeng. 2015 Sep;112(9):1738-50.
Metabolic engineering strategies mark a milestone for the fermentative production of bulk and fine chemicals. Yet, toxic products and volatile reaction intermediates with low solubilities remain challenging. Prominent examples are artificial multistep pathways like the production of perillyl acetate (POHAc) from glucose via Limonene. For POHAc, these limitations can be overcome by mixed-culture fermentations. A Limonene biosynthesis pathway and cytochrome P450 153A6 (CYP153A6) as regioselective hydroxylase are used in two distinct recombinant E. coli. POHAc formation from glucose in one recombinant cell was hindered by ineffective coupling of Limonene synthesis and low rates of oxyfunctionalization. The optimization of P450 gene expression led to the formation of 6.20 +/- 0.06 mg gcdw (-1) POHAc in a biphasic batch cultivation with glucose as sole carbon and energy source. Increasing the spatial proximity between Limonene synthase and CYP153A6 by a genetic fusion of both enzymes changed the molar Limonene/POHAc ratio from 3.2 to 1.6. Spatial separation of Limonene biosynthesis from its oxyfunctionalization improved POHAc concentration 3.3-fold to 21.7 mg L(-1) as compared to a biphasic fermentation. Mixed-cultures of E. coli BL21 (DE3) containing the Limonene biosynthesis pathway and E. coli MG1655 harboring either CYP153A6, or alternatively a cymene monooxygenase, showed POHAc formation rates of 0.06 or 0.11 U gcdw (-1) , respectively. This concept provides a novel framework for fermentative syntheses involving toxic, volatile, or barely soluble compounds or pathway intermediates.
