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(±)-Pinocembrin

CAS# 68745-38-0

(±)-Pinocembrin

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Quality Control of (±)-Pinocembrin

Number of papers citing our products

Chemical structure

(±)-Pinocembrin

3D structure

Chemical Properties of (±)-Pinocembrin

Cas No. 68745-38-0 SDF Download SDF
PubChem ID 238782 Appearance Powder
Formula C15H12O4 M.Wt 256.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
SMILES C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3
Standard InChIKey URFCJEUYXNAHFI-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2
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 (±)-Pinocembrin

The herbs of Pinus armandii

Biological Activity of (±)-Pinocembrin

Description(+/-)-Pinocembrin is a natural product from Pinus armandii.
In vivo

Chiral analytical method development and application to pre-clinical pharmacokinetics of pinocembrin.[Pubmed: 23212747 ]

Biomed Chromatogr. 2013 Jun;27(6):681-4.

An analytical method enabling the detection and quantification of the individual enantiomers of racemic (+/-)-Pinocembrin is required to fully characterize its pharmacokinetic disposition.
METHODS AND RESULTS:
Direct resolution of the enantiomers of pinocembrin was achieved using a novel and simple reversed-phase high-performance liquid chromatography method with electrospray ionization and detection by mass spectrometry in rat serum. A Chiralcel® AD-RH column was employed to perform baseline separation with electrospray positive-mode ionization with selected ion monitoring detection. The standard curves were linear from 0.5 to 100 μg/mL for each enantiomer. The limit of quantification was 0.5 μg/mL. The assay was applied successfully to stereoselective serum disposition of pinocembrin enantiomers in rats. Pinocembrin enantiomers were detected in serum. Both enantiomers had a serum half-life of ~15 min in rats. Similar values of volume of distribution between the enantiomers were also observed: 1.76 L/kg for S-pinocembrin and 1.79 L/kg for R-pinocembrin.
CONCLUSIONS:
Total clearance was 5.527 L//h/kg for S-pinocembrin and 5.535 L/h/kg for R-pinocembrin, and the area under the curve was 1.821 μg h/mL for S-pinocembrin and 1.876 μg h/mL for R-pinocembrin. The large volume of distribution coupled with the short serum half-life suggests extensive distribution of pinocembrin into the tissues.

Protocol of (±)-Pinocembrin

Structure Identification
J Asian Nat Prod Res. 2008 Sep-Oct;10(9-10):999-1002.

Synthesis and enantiomeric resolution of (+/-)-pinocembrin.[Pubmed: 19003622 ]

A convenient method for the synthesis and enantiomeric resolution of (+/-)-Pinocembrin has been developed. This route involves the hydrogenation of 5,7-dihydroxyflavone, the derivatization of racemic pinocembrin with chiral amine, and the separation of the diastereoisomers due to their different physical properties.

(±)-Pinocembrin Dilution Calculator

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(±)-Pinocembrin Molarity Calculator

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Preparing Stock Solutions of (±)-Pinocembrin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9017 mL 19.5084 mL 39.0168 mL 78.0336 mL 97.5419 mL
5 mM 0.7803 mL 3.9017 mL 7.8034 mL 15.6067 mL 19.5084 mL
10 mM 0.3902 mL 1.9508 mL 3.9017 mL 7.8034 mL 9.7542 mL
50 mM 0.078 mL 0.3902 mL 0.7803 mL 1.5607 mL 1.9508 mL
100 mM 0.039 mL 0.1951 mL 0.3902 mL 0.7803 mL 0.9754 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 (±)-Pinocembrin

Synthesis and enantiomeric resolution of (+/-)-pinocembrin.[Pubmed:19003622]

J Asian Nat Prod Res. 2008 Sep-Oct;10(9-10):999-1002.

A convenient method for the synthesis and enantiomeric resolution of ( +/- )-pinocembrin has been developed. This route involves the hydrogenation of 5,7-dihydroxyflavone, the derivatization of racemic pinocembrin with chiral amine, and the separation of the diastereoisomers due to their different physical properties.

Chiral analytical method development and application to pre-clinical pharmacokinetics of pinocembrin.[Pubmed:23212747]

Biomed Chromatogr. 2013 Jun;27(6):681-4.

An analytical method enabling the detection and quantification of the individual enantiomers of racemic (+/-) pinocembrin is required to fully characterize its pharmacokinetic disposition. Direct resolution of the enantiomers of pinocembrin was achieved using a novel and simple reversed-phase high-performance liquid chromatography method with electrospray ionization and detection by mass spectrometry in rat serum. A Chiralcel(R) AD-RH column was employed to perform baseline separation with electrospray positive-mode ionization with selected ion monitoring detection. The standard curves were linear from 0.5 to 100 microg/mL for each enantiomer. The limit of quantification was 0.5 microg/mL. The assay was applied successfully to stereoselective serum disposition of pinocembrin enantiomers in rats. Pinocembrin enantiomers were detected in serum. Both enantiomers had a serum half-life of ~15 min in rats. Similar values of volume of distribution between the enantiomers were also observed: 1.76 L/kg for S-pinocembrin and 1.79 L/kg for R-pinocembrin. Total clearance was 5.527 L//h/kg for S-pinocembrin and 5.535 L/h/kg for R-pinocembrin, and the area under the curve was 1.821 microg h/mL for S-pinocembrin and 1.876 microg h/mL for R-pinocembrin. The large volume of distribution coupled with the short serum half-life suggests extensive distribution of pinocembrin into the tissues.

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