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Isotanshinone II

CAS# 98249-39-9

Isotanshinone II

2D Structure

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Quality Control of Isotanshinone II

3D structure

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Isotanshinone II

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Chemical Properties of Isotanshinone II

Cas No. 98249-39-9 SDF Download SDF
PubChem ID 44425166 Appearance Cryst.
Formula C18H12O3 M.Wt 276.3
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3,8-dimethylnaphtho[2,1-g][1]benzofuran-4,5-dione
SMILES CC1=CC=CC2=C1C=CC3=C2C4=C(C(=CO4)C)C(=O)C3=O
Standard InChIKey ONUSCCKLNWURMA-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)18-14(10(2)8-21-18)17(20)16(13)19/h3-8H,1-2H3
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 Isotanshinone II

The roots of Salvia miltiorrhiza Bge.

Protocol of Isotanshinone II

Structure Identification
Chem Pharm Bull (Tokyo). 2005 Dec;53(12):1524-9.

Quinone derivatives by chemical transformations of 16-hydroxycarnosol from Salvia species.[Pubmed: 16327182]


METHODS AND RESULTS:
The known diterpenes 12,16-epoxycarnosol (2), Isotanshinone II (6), and (+)-neocryptotanshinone (8) were obtained by partial synthesis from 16-hydroxycarnosol (1), a C-16 hydroxylated abietatriene diterpene isolated in relative abundance from the aerial part of Salvia mellifera GREENE. The physical and spectroscopic data of these semisynthetic diterpenes were identical to those given for the natural ones in the literature.
CONCLUSIONS:
These abietane diterpenes have very interesting biological activities and the semisynthetic approach described here represents an alternative to obtain them from other major diterpenes isolated from Salvia species. Additionally, seven new semisynthetic diterpene analogues, 11,14-dioxo-12,16-epoxy-8,12-abietadien-20,7beta-olide (3), 11,14-dioxo-12,16-epoxy-8,12,15(16)-abietatrien-20,7beta-olide (4), 15,16-didehydro-12,16-epoxycarnosol (5), 1-oxoIsotanshinone II (7), 16-hydroxycolumbaridione (9), 12,16-diacetoxycolumbaridione (10), and 14-methoxy-12,16-epoxycarnosol (13), were obtained from 1. The structures of the new compounds were established based on their spectroscopic data.

Isotanshinone II Dilution Calculator

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Isotanshinone II Molarity Calculator

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Preparing Stock Solutions of Isotanshinone II

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6193 mL 18.0963 mL 36.1925 mL 72.3851 mL 90.4814 mL
5 mM 0.7239 mL 3.6193 mL 7.2385 mL 14.477 mL 18.0963 mL
10 mM 0.3619 mL 1.8096 mL 3.6193 mL 7.2385 mL 9.0481 mL
50 mM 0.0724 mL 0.3619 mL 0.7239 mL 1.4477 mL 1.8096 mL
100 mM 0.0362 mL 0.181 mL 0.3619 mL 0.7239 mL 0.9048 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 Isotanshinone II

Quinone derivatives by chemical transformations of 16-hydroxycarnosol from Salvia species.[Pubmed:16327182]

Chem Pharm Bull (Tokyo). 2005 Dec;53(12):1524-9.

The known diterpenes 12,16-epoxycarnosol (2), Isotanshinone II (6), and (+)-neocryptotanshinone (8) were obtained by partial synthesis from 16-hydroxycarnosol (1), a C-16 hydroxylated abietatriene diterpene isolated in relative abundance from the aerial part of Salvia mellifera GREENE. The physical and spectroscopic data of these semisynthetic diterpenes were identical to those given for the natural ones in the literature. These abietane diterpenes have very interesting biological activities and the semisynthetic approach described here represents an alternative to obtain them from other major diterpenes isolated from Salvia species. Additionally, seven new semisynthetic diterpene analogues, 11,14-dioxo-12,16-epoxy-8,12-abietadien-20,7beta-olide (3), 11,14-dioxo-12,16-epoxy-8,12,15(16)-abietatrien-20,7beta-olide (4), 15,16-didehydro-12,16-epoxycarnosol (5), 1-oxoIsotanshinone II (7), 16-hydroxycolumbaridione (9), 12,16-diacetoxycolumbaridione (10), and 14-methoxy-12,16-epoxycarnosol (13), were obtained from 1. The structures of the new compounds were established based on their spectroscopic data.

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