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Salviolone 119400-86-1

Salviolone 119400-86-1

CAS No.: 119400-86-1

Salviolone is a natural diterpene analogue that fights melanoma cells. Salviolone displays pleiotropic effects on melano
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Salviolone is a natural diterpene analogue that fights melanoma cells. Salviolone displays pleiotropic effects on melanoma by impeding cell cycle progression, STAT3 signaling, and the malignant phenotype of A375 melanoma cells.

Physicochemical Properties


Molecular Formula C18H20O2
Molecular Weight 268.35
Exact Mass 268.146
CAS # 119400-86-1
PubChem CID 10355691
Appearance Light yellow to yellow solid powder
LogP 3.827
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 0
Heavy Atom Count 20
Complexity 649
Defined Atom Stereocenter Count 0
InChi Key QATRODNHXVHGNU-UHFFFAOYSA-N
InChi Code

InChI=1S/C18H20O2/c1-11-9-12-6-7-15-13(5-4-8-18(15,2)3)14(12)10-16(19)17(11)20/h6-7,9-10H,4-5,8H2,1-3H3,(H,19,20)
Chemical Name

9-hydroxy-4,4,8-trimethyl-2,3-dihydro-1H-cyclohepta[a]naphthalen-10-one
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Salviolone (5-60 μM; 72 hours) has an EC50 value of 17 μM for melanoma cell lines and 22 μM for MeWo cell lines, which indicates that it reduces cell viability. Normal melanocyte growth is not impacted by salviolone [1]. Salviolone (20 μM; 48–72 hours) significantly lowers the phosphorylated expression levels of Tyr705–STAT3, pRb, and pCdk2 in A375 cells. Additionally, salviolone significantly raises the levels of P21 and P53 protein expression. Salviolone phosphorylates Akt and activates ERK1/2 over an extended period of time [1]. In the A375 melanoma cell line, salviolone (10–20 μM) inhibits MMP2 gelatinase activity [1].
Cell Assay Cell Viability Assay[1]
Cell Types: A375, MeWo melanoma cells, and NHEM cells
Tested Concentrations: 5 μM, 10 μM, 20 μM, 30 μM, 40 μM, 50 μM, 60 μM
Incubation Duration: 72 hrs (hours)
Experimental Results: Impaired the viability of melanoma cells without affecting the growth of normal melanocytes.

Western Blot Analysis[1]
Cell Types: A375 cells
Tested Concentrations: 20 μM
Incubation Duration: 48 hrs (hours), 72 hrs (hours)
Experimental Results: diminished the expression of the active forms of Cdk2 (pCdk2) and cyclin A2, and the phosphorylation of Rb.
References

[1]. Salviolone from Salvia miltiorrhiza Roots Impairs Cell Cycle Progression, Colony Formation, and Metalloproteinase-2 Activity in A375 Melanoma Cells: Involvement of P21(Cip1/Waf1) Expression and STAT3 Phosphorylation. Int J Mol Sci. 2022 Jan 20;23(3):1121.

Additional Infomation Salviolone has been reported in Salvia miltiorrhiza and Salvia paramiltiorrhiza with data available.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7265 mL 18.6324 mL 37.2648 mL
5 mM 0.7453 mL 3.7265 mL 7.4530 mL
10 mM 0.3726 mL 1.8632 mL 3.7265 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.