Prionitin

CAS# 117469-56-4

Prionitin

2D Structure

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3D structure

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Prionitin

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Chemical Properties of Prionitin

Cas No. 117469-56-4 SDF Download SDF
PubChem ID 9972696 Appearance Powder
Formula C21H26O2 M.Wt 310.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 9-methoxy-5,13,13-trimethyl-10-propan-2-yl-12-oxatetracyclo[6.5.2.04,15.011,14]pentadeca-4,6,8(15),9,11(14)-pentaene
SMILES CC1=C2CCC3C4=C(C(=C(C(=C24)C=C1)OC)C(C)C)OC3(C)C
Standard InChIKey CJIPRXHPKFHPKN-UHFFFAOYSA-N
Standard InChI InChI=1S/C21H26O2/c1-11(2)16-19(22-6)14-8-7-12(3)13-9-10-15-18(17(13)14)20(16)23-21(15,4)5/h7-8,11,15H,9-10H2,1-6H3
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 Prionitin

The herbs of Salvia prionitis Hance

Biological Activity of Prionitin

DescriptionPrionitin is a natural product from Salvia prionitis Hance.

Protocol of Prionitin

Structure Identification
Journal of Organic Chemistry, 1992 , 57 (17).

Cyclization reactions of the o-naphthoquinone diterpene aethiopinone. A revision of the structure of prionitin.[Reference: WebLink]


METHODS AND RESULTS:
The 4,5-seco-20(10→5)-abeo-abietane derivative aethiopinone (1), a natural o-naphthoquinone isolated from some Salvia species, was subjected to a series of acid-catalyzed reactions which yielded phenalene derivatives (2, 6, 9, and 11) and other cyclization products (3 and 10). The 11-nor derivative 3 is formed by an intramolecular [4 + 2] cycloaddition reaction, and a mechanistic pathway for the formation of the phenalene derivatives 6 and 11 is also proposed. These transformations of aethiopinone (1) allowed the partial syntheses of the naturally occurring diterpenes salvipisone (8), salvilenone (9), and the racemic form of Prionitin (11), a rearranged abietane diterpenoid previously isolated from the root of Salvia prionitis, to which structure 12 had been attributed only on the basis of NMR spectroscopic studies.
CONCLUSIONS:
In the light of the results reported herein, including an X-ray analysis of compound 11, the structure 12 assigned to Prionitin must be changed to 11.

Prionitin Dilution Calculator

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Preparing Stock Solutions of Prionitin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2216 mL 16.1082 mL 32.2165 mL 64.433 mL 80.5412 mL
5 mM 0.6443 mL 3.2216 mL 6.4433 mL 12.8866 mL 16.1082 mL
10 mM 0.3222 mL 1.6108 mL 3.2216 mL 6.4433 mL 8.0541 mL
50 mM 0.0644 mL 0.3222 mL 0.6443 mL 1.2887 mL 1.6108 mL
100 mM 0.0322 mL 0.1611 mL 0.3222 mL 0.6443 mL 0.8054 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 Prionitin

Cyclization reactions of the o-naphthoquinone diterpene aethiopinone. A revision of the structure of prionitin.

Journal of Organic Chemistry, 1992 , 57 (17).

The 4,5-seco-20(10→5)-abeo-abietane derivative aethiopinone (1), a natural o-naphthoquinone isolated from some Salvia species, was subjected to a series of acid-catalyzed reactions which yielded phenalene derivatives (2, 6, 9, and 11) and other cyclization products (3 and 10). The 11-nor derivative 3 is formed by an intramolecular [4 + 2] cycloaddition reaction, and a mechanistic pathway for the formation of the phenalene derivatives 6 and 11 is also proposed. These transformations of aethiopinone (1) allowed the partial syntheses of the naturally occurring diterpenes salvipisone (8), salvilenone (9), and the racemic form of Prionitin (11), a rearranged abietane diterpenoid previously isolated from the root of Salvia prionitis, to which structure 12 had been attributed only on the basis of NMR spectroscopic studies. In the light of the results reported herein, including an X-ray analysis of compound 11, the structure 12 assigned to Prionitin must be changed to 11.

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