Sclareol

CAS# 515-03-7

Sclareol

Catalog No. BCN2395----Order now to get a substantial discount!

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Quality Control of Sclareol

Number of papers citing our products

Chemical structure

Sclareol

3D structure

Chemical Properties of Sclareol

Cas No. 515-03-7 SDF Download SDF
PubChem ID 73114 Appearance Cryst.
Formula C20H36O2 M.Wt 308.50
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble to 61 mg/mL warmed (197.73 mM) in DMSO
Chemical Name (1R,2R,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
SMILES CC1(CCCC2(C1CCC(C2CCC(C)(C=C)O)(C)O)C)C
Standard InChIKey XVULBTBTFGYVRC-FFADBYAMSA-N
Standard InChI InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15?,16-,18+,19+,20-/m1/s1
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.
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.
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.

Source of Sclareol

The herbs of Salvia sclare L.

Biological Activity of Sclareol

DescriptionSclareol possesses anti-cancer, anti-osteoarthritic, immune-regulation and anti-inflammatory activities, it inhibits the MMPs, iNOS and COX-2 expression on mRNA and protein levels, while increases the TIMP-1 expression, and over-production of NO and PGE2 is also suppressed by Sclareol ameliorated cartilage degradation. Sclareol induces plant resistance to root-knot nematode partially through ethylene-dependent enhancement of lignin accumulation.
TargetsIL Receptor | COX | MMP(e.g.TIMP) | NOS | COX | NO | PGE | IFN-γ
In vitro

Sclareol, a plant diterpene, exhibits potent antiproliferative effects via the induction of apoptosis and mitochondrial membrane potential loss in osteosarcoma cancer cells.[Pubmed: 25672419]

Mol Med Rep. 2015 Jun;11(6):4273-8.

The objective of the current study was to evaluate the antiproliferative activity of Sclareol against MG63 osteosarcoma cells. A 3‑(4,5‑dimethylthiazol‑2‑yl)‑2,5‑diphenyltetrazolium bromide assay was used to evaluate the cell viability of cells following treatment with Sclareol.
METHODS AND RESULTS:
The extent of cell death induced by Sclareol was evaluated using a lactate dehydrogenase (LDH) assay. The effect of Sclareol on cell cycle progression and mitochondrial membrane potential (ΛΨm) was evaluated with flow cytometry using the DNA‑binding fluorescent dyes propidium iodide and rhodamine‑123, respectively. Fluorescence microscopy was used to detect the morphological changes in the MG63 osteosarcoma cancer cells and the appearance of apoptotic bodies following Sclareol treatment. The results revealed that Sclareol induced dose‑ and time‑dependent growth inhibition of MG63 cancer cells with an IC50 value of 65.2 µM following a 12‑h incubation. Furthermore, Sclareol induced a significant increase in the release of LDH from MG63 cell cultures, which was much more pronounced at higher doses. Fluorescence microscopy revealed that Sclareol induced characteristic morphological features of apoptosis and the appearance of apoptotic bodies. Flow cytometry revealed that Sclareol induced G1‑phase cell cycle arrest, which showed significant dose‑dependence. Additionally, Sclareol induced a progressive and dose‑dependent reduction in the ΛΨm.
CONCLUSIONS:
In summary, Sclareol inhibits the growth of osteosarcoma cancer cells via the induction of apoptosis, which is accompanied by G1‑phase cell cycle arrest and loss of ΛΨm.

Sclareol induces plant resistance to root-knot nematode partially through ethylene-dependent enhancement of lignin accumulation.[Pubmed: 25423264]

Mol Plant Microbe Interact. 2015 Apr;28(4):398-407.

The root-knot nematode (RKN) is one of the most devastating parasitic nematodes of plants. Although some secondary metabolites released by the host plant play roles as defense substances against parasitic nematodes, the mechanism underlying the induction of such defense responses is not fully understood.
METHODS AND RESULTS:
We found that Sclareol, a natural diterpene known as an antimicrobial and defense-related molecule, inhibited RKN penetration of tomato and Arabidopsis roots. Sclareol induced genes related to ethylene (ET) biosynthesis and signaling and phenylpropanoid metabolism in Arabidopsis roots. In roots of ein2-1, an ET-insensitive mutant line, both Sclareol-induced inhibition of RKN penetration and Sclareol-induced enhancement of lignin accumulation were abolished. A mutant defective in lignin accumulation did not exhibit such inhibition. Sclareol also activated MPK3 and MPK6, Arabidopsis mitogen-activated protein kinases whose activation is required for triggering ET biosynthesis. Sclareol-induced inhibition of RKN penetration was exhibited by mutants of neither MPK3 nor MPK6. Treatment with a biosynthetic precursor of ET was insufficient compared with Sclareol treatment to inhibit RKN penetration, suggesting the existence of an ET-independent signaling pathway leading to RKN resistance.
CONCLUSIONS:
These results suggested that Sclareol induced resistance to RKN penetration partially through ET-dependent accumulation of lignin in roots.

In vivo

Sclareol reduces CD4+ CD25+ FoxP3+ Treg cells in a breast cancer model in vivo.[Pubmed: 23502334]

Iran J Immunol. 2013 Mar;10(1):10-21.

Sclareol is a phytochemical used in people's diet in Southeast Asia. To investigate the immunotherapeutic effectiveness of Sclareol against breast cancer by direct intraperitoneal injection.
METHODS AND RESULTS:
Sclareol was isolated and purified from Salvia sclarea. Effect of Sclareol on cell growth inhibition was evaluated by MTT assay. Intraperitoneally injected Sclareol effects on reducing the tumor volume and shifting the cytokine profile were investigated. We also assessed if intraperitoneally injected Sclareol could improve the outcome of cancer therapy through suppressing the regulatory T cells.The results confirmed a significant decrease in the tumor size. Furthermore, a significant decrease in the level of IL-4 and an increase in the level of IFN-γ were noticed in the intraperitoneally injected Sclareol group (p<0.05). It was also observed that the splenocytes of treated animals significantly increase in cell proliferation assay. Moreover, measurements of splenic T regulatory cell indicated that intraperitoneally injected Sclareol significantly decreased the number of splenic T regulatory cell.
CONCLUSIONS:
Our results suggest that Sclareol, by reducing Treg cells frequency and also tumor size can enhance the effect of cancer therapy as an immuno-stimulant.

Protocol of Sclareol

Cell Research

Sclareol exerts anti-osteoarthritic activities in interleukin-1β-induced rabbit chondrocytes and a rabbit osteoarthritis model.[Pubmed: 26045743]

Int J Clin Exp Pathol. 2015 Mar 1;8(3):2365-74.

Sclareol is a natural product initially isolated form Salvia sclarea which possesses immune-regulation and anti-inflammatory activities. However, the anti-osteoarthritic properties of Sclareol have not been investigated. The present study is aimed at evaluating the potential effects of Sclareol in interleukin-1β (IL-1β)-induced rabbit chondrocytes as well as an experimental rabbit knee osteoarthritis model induced by anterior cruciate ligament transection (ACLT).
METHODS AND RESULTS:
Cultured rabbit chondrocytes were pretreated with 1, 5 and 10 μg/mL Sclareol for 1 h and followed by stimulation of IL-1β (10 ng/mL) for 24 h. Gene expression of matrix metalloproteinase-1 (MMP-1), MMP-3, MMP-13, tissue inhibitors of metalloproteinase-1 (TIMP-1), inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX)-2 was determined by quantitative real-time polymerase chain reaction (qRT-PCR). MMP-3, TIMP-1, iNOS and COX-2 proteins were measured by Western blotting. Enzyme-linked immunosorbent assay (ELISA) was applied for nitric oxide (NO) and prostaglandin E2 (PGE2) assessment. For the in vivo study, rabbits received six weekly 0.3 mL Sclareol (10 μg/mL) intra-articular injections in the knees four weeks after ACLT surgery. Cartilage was harvested for measurement of MMP-1, MMP-3, MMP-13, TIMP-1, iNOS and COX-2 by qRT-PCR, while femoral condyles were used for histological evaluation. The in vitro results we obtained showed that Sclareol inhibited the MMPs, iNOS and COX-2 expression on mRNA and protein levels, while increased the TIMP-1 expression. And over-production of NO and PGE2 was also suppressed. For the in vivo study, both qRT-PCR results and histological evaluation confirmed that Sclareol ameliorated cartilage degradation.
CONCLUSIONS:
Hence, we speculated that Sclareol may be an ideal approach for treating osteoarthritis.

Sclareol Dilution Calculator

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Preparing Stock Solutions of Sclareol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2415 mL 16.2075 mL 32.4149 mL 64.8298 mL 81.0373 mL
5 mM 0.6483 mL 3.2415 mL 6.483 mL 12.966 mL 16.2075 mL
10 mM 0.3241 mL 1.6207 mL 3.2415 mL 6.483 mL 8.1037 mL
50 mM 0.0648 mL 0.3241 mL 0.6483 mL 1.2966 mL 1.6207 mL
100 mM 0.0324 mL 0.1621 mL 0.3241 mL 0.6483 mL 0.8104 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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References on Sclareol

Sclareol induces plant resistance to root-knot nematode partially through ethylene-dependent enhancement of lignin accumulation.[Pubmed:25423264]

Mol Plant Microbe Interact. 2015 Apr;28(4):398-407.

The root-knot nematode (RKN) is one of the most devastating parasitic nematodes of plants. Although some secondary metabolites released by the host plant play roles as defense substances against parasitic nematodes, the mechanism underlying the induction of such defense responses is not fully understood. We found that Sclareol, a natural diterpene known as an antimicrobial and defense-related molecule, inhibited RKN penetration of tomato and Arabidopsis roots. Sclareol induced genes related to ethylene (ET) biosynthesis and signaling and phenylpropanoid metabolism in Arabidopsis roots. In roots of ein2-1, an ET-insensitive mutant line, both Sclareol-induced inhibition of RKN penetration and Sclareol-induced enhancement of lignin accumulation were abolished. A mutant defective in lignin accumulation did not exhibit such inhibition. Sclareol also activated MPK3 and MPK6, Arabidopsis mitogen-activated protein kinases whose activation is required for triggering ET biosynthesis. Sclareol-induced inhibition of RKN penetration was exhibited by mutants of neither MPK3 nor MPK6. Treatment with a biosynthetic precursor of ET was insufficient compared with Sclareol treatment to inhibit RKN penetration, suggesting the existence of an ET-independent signaling pathway leading to RKN resistance. These results suggested that Sclareol induced resistance to RKN penetration partially through ET-dependent accumulation of lignin in roots.

Sclareol, a plant diterpene, exhibits potent antiproliferative effects via the induction of apoptosis and mitochondrial membrane potential loss in osteosarcoma cancer cells.[Pubmed:25672419]

Mol Med Rep. 2015 Jun;11(6):4273-8.

The objective of the current study was to evaluate the antiproliferative activity of Sclareol against MG63 osteosarcoma cells. A 3(4,5dimethylthiazol2yl)2,5diphenyltetrazolium bromide assay was used to evaluate the cell viability of cells following treatment with Sclareol. The extent of cell death induced by Sclareol was evaluated using a lactate dehydrogenase (LDH) assay. The effect of Sclareol on cell cycle progression and mitochondrial membrane potential (LambdaPsim) was evaluated with flow cytometry using the DNAbinding fluorescent dyes propidium iodide and rhodamine123, respectively. Fluorescence microscopy was used to detect the morphological changes in the MG63 osteosarcoma cancer cells and the appearance of apoptotic bodies following Sclareol treatment. The results revealed that Sclareol induced dose and timedependent growth inhibition of MG63 cancer cells with an IC50 value of 65.2 microM following a 12h incubation. Furthermore, Sclareol induced a significant increase in the release of LDH from MG63 cell cultures, which was much more pronounced at higher doses. Fluorescence microscopy revealed that Sclareol induced characteristic morphological features of apoptosis and the appearance of apoptotic bodies. Flow cytometry revealed that Sclareol induced G1phase cell cycle arrest, which showed significant dosedependence. Additionally, Sclareol induced a progressive and dosedependent reduction in the LambdaPsim. In summary, Sclareol inhibits the growth of osteosarcoma cancer cells via the induction of apoptosis, which is accompanied by G1phase cell cycle arrest and loss of LambdaPsim.

Sclareol exerts anti-osteoarthritic activities in interleukin-1beta-induced rabbit chondrocytes and a rabbit osteoarthritis model.[Pubmed:26045743]

Int J Clin Exp Pathol. 2015 Mar 1;8(3):2365-74. eCollection 2015.

Sclareol is a natural product initially isolated form Salvia sclarea which possesses immune-regulation and anti-inflammatory activities. However, the anti-osteoarthritic properties of Sclareol have not been investigated. The present study is aimed at evaluating the potential effects of Sclareol in interleukin-1beta (IL-1beta)-induced rabbit chondrocytes as well as an experimental rabbit knee osteoarthritis model induced by anterior cruciate ligament transection (ACLT). Cultured rabbit chondrocytes were pretreated with 1, 5 and 10 mug/mL Sclareol for 1 h and followed by stimulation of IL-1beta (10 ng/mL) for 24 h. Gene expression of matrix metalloproteinase-1 (MMP-1), MMP-3, MMP-13, tissue inhibitors of metalloproteinase-1 (TIMP-1), inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX)-2 was determined by quantitative real-time polymerase chain reaction (qRT-PCR). MMP-3, TIMP-1, iNOS and COX-2 proteins were measured by Western blotting. Enzyme-linked immunosorbent assay (ELISA) was applied for nitric oxide (NO) and prostaglandin E2 (PGE2) assessment. For the in vivo study, rabbits received six weekly 0.3 mL Sclareol (10 mug/mL) intra-articular injections in the knees four weeks after ACLT surgery. Cartilage was harvested for measurement of MMP-1, MMP-3, MMP-13, TIMP-1, iNOS and COX-2 by qRT-PCR, while femoral condyles were used for histological evaluation. The in vitro results we obtained showed that Sclareol inhibited the MMPs, iNOS and COX-2 expression on mRNA and protein levels, while increased the TIMP-1 expression. And over-production of NO and PGE2 was also suppressed. For the in vivo study, both qRT-PCR results and histological evaluation confirmed that Sclareol ameliorated cartilage degradation. Hence, we speculated that Sclareol may be an ideal approach for treating osteoarthritis.

Sclareol reduces CD4+ CD25+ FoxP3+ Treg cells in a breast cancer model in vivo.[Pubmed:23502334]

Iran J Immunol. 2013 Mar;10(1):10-21.

BACKGROUND: Sclareol is a phytochemical used in people's diet in Southeast Asia. OBJECTIVE: To investigate the immunotherapeutic effectiveness of Sclareol against breast cancer by direct intraperitoneal injection. METHODS: Sclareol was isolated and purified from Salvia sclarea. Effect of Sclareol on cell growth inhibition was evaluated by MTT assay. Intraperitoneally injected Sclareol effects on reducing the tumor volume and shifting the cytokine profile were investigated. We also assessed if intraperitoneally injected Sclareol could improve the outcome of cancer therapy through suppressing the regulatory T cells. RESULTS: The results confirmed a significant decrease in the tumor size. Furthermore, a significant decrease in the level of IL-4 and an increase in the level of IFN-gamma were noticed in the intraperitoneally injected Sclareol group (p<0.05). It was also observed that the splenocytes of treated animals significantly increase in cell proliferation assay. Moreover, measurements of splenic T regulatory cell indicated that intraperitoneally injected Sclareol significantly decreased the number of splenic T regulatory cell. CONCLUSION: Our results suggest that Sclareol, by reducing Treg cells frequency and also tumor size can enhance the effect of cancer therapy as an immuno-stimulant.

Description

Sclareol is isolated from Salvia sclarea with anticarcinogenic activity. Sclareol shows strong cytotoxic activity against mouse leukemia (P-388), human epidermal carcinoma (KB) cells and human leukemia cell lines. Sclareol induces cell apoptosis.

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