Isopimaric acid

CAS# 5835-26-7

Isopimaric acid

2D Structure

Catalog No. BCN4618----Order now to get a substantial discount!

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Isopimaric acid: 5mg $265 In Stock
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Quality Control of Isopimaric acid

3D structure

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Isopimaric acid

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Chemical Properties of Isopimaric acid

Cas No. 5835-26-7 SDF Download SDF
PubChem ID 442048 Appearance Powder
Formula C20H30O2 M.Wt 302.46
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
SMILES CC1(CCC2C(=CCC3C2(CCCC3(C)C(=O)O)C)C1)C=C
Standard InChIKey MXYATHGRPJZBNA-KRFUXDQASA-N
Standard InChI InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/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 Isopimaric acid

The herbs of Daemonorops draco Blume

Biological Activity of Isopimaric acid

Description1. Isopimaric acid is active against MDR and MRSA strains of S. aureus which are becoming increasingly resistant to antibiotics, the minimum inhibitory concentrations (MIC) are 32-64 microg/mL . 2. Isopimaric acid is also possible that an antagonistic interaction with reserpine may render the antibiotics inactive.
TargetsAntifection

Isopimaric acid Dilution Calculator

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Isopimaric acid Molarity Calculator

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Preparing Stock Solutions of Isopimaric acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3062 mL 16.5311 mL 33.0622 mL 66.1244 mL 82.6556 mL
5 mM 0.6612 mL 3.3062 mL 6.6124 mL 13.2249 mL 16.5311 mL
10 mM 0.3306 mL 1.6531 mL 3.3062 mL 6.6124 mL 8.2656 mL
50 mM 0.0661 mL 0.3306 mL 0.6612 mL 1.3225 mL 1.6531 mL
100 mM 0.0331 mL 0.1653 mL 0.3306 mL 0.6612 mL 0.8266 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 Isopimaric acid

Isopimaric acid from Pinus nigra shows activity against multidrug-resistant and EMRSA strains of Staphylococcus aureus.[Pubmed:16114093]

Phytother Res. 2005 Jun;19(6):538-42.

The diterpene Isopimaric acid was extracted from the immature cones of Pinus nigra (Arnold) using bioassay-guided fractionation of a crude hexane extract. Isopimaric acid was assayed against multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA). The minimum inhibitory concentrations (MIC) were 32-64 microg/mL and compared with a commercially obtained resin acid, abietic acid, with MICs of 64 microg/mL. Resin acids are known to have antibacterial activity and are valued in traditional medicine for their antiseptic properties. These results show that Isopimaric acid is active against MDR and MRSA strains of S. aureus which are becoming increasingly resistant to antibiotics. Both compounds were evaluated for modulation activity in combination with antibiotics, but did not potentiate the activity of the antibiotics tested. However, the compounds were also assayed in combination with the efflux pump inhibitor reserpine, to see if inhibition of the TetK or NorA efflux pump increased their activity. Interestingly, rather than a potentiation of activity by a reduction in MIC, a two to four-fold increase in MIC was seen. It may be that Isopimaric acid and abietic acid are not substrates for these efflux pumps, but it is also possible that an antagonistic interaction with reserpine may render the antibiotics inactive. 1H-NMR of abietic acid and reserpine taken individually and in combination, revealed a shift in resonance of some peaks for both compounds when mixed together compared with the spectra of the compounds on their own. It is proposed that this may be due to complex formation between abietic acid and reserpine and that this complex formation is responsible for a reduction in activity and elevation of MIC.

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