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Pseudolaric acid A-O-beta-D-glucopyranoside

CAS# 98891-44-2

Pseudolaric acid A-O-beta-D-glucopyranoside

2D Structure

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Quality Control of Pseudolaric acid A-O-beta-D-glucopyranoside

3D structure

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Pseudolaric acid A-O-beta-D-glucopyranoside

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Chemical Properties of Pseudolaric acid A-O-beta-D-glucopyranoside

Cas No. 98891-44-2 SDF Download SDF
PubChem ID 44566375 Appearance White powder
Formula C28H38O11 M.Wt 550.6
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in chloroform, DMSO and ethan
SMILES CC1=CCC23CCC(C2(CC1)OC(=O)C)C(OC3=O)(C)C=CC=C(C)C(=O)OC4C(C(C(C(O4)CO)O)O)O
Standard InChIKey IVYWRYGMQNKDQB-VHJBJYHKSA-N
Standard InChI InChI=1S/C28H38O11/c1-15-7-11-27-12-9-19(28(27,13-8-15)38-17(3)30)26(4,39-25(27)35)10-5-6-16(2)23(34)37-24-22(33)21(32)20(31)18(14-29)36-24/h5-7,10,18-22,24,29,31-33H,8-9,11-14H2,1-4H3/b10-5+,16-6+/t18-,19+,20-,21+,22-,24+,26-,27-,28+/m1/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 Pseudolaric acid A-O-beta-D-glucopyranoside

The root bark of Pseudolarix amabilis

Biological Activity of Pseudolaric acid A-O-beta-D-glucopyranoside

In vitro

Simultaneous determination of seven major diterpenoids in Pseudolarix kaempferi by high-performance liquid chromatography DAD method.[Pubmed: 17446030 ]

J Pharm Biomed Anal. 2007 Jul 27;44(3):730-6.


METHODS AND RESULTS:
A reversed phase high-performance liquid chromatography method was established for the first time to simultaneously qualify the seven major diterpenoids in Pseudolarix kaempferi, namely pseudolaric acid B O-beta-D-glucopyranoside (1), pseudolaric acid C2 (2), pseudolaric acid C1 (3), deacetylpseudolaric acid A (4), Pseudolaric acid A-O-beta-D-glucopyranoside (5), pseudolaric acid B (6) and pseudolaric acid A (7). The optimal conditions of separation and detection were achieved on an Inertsil ODS-3 column with gradient elution of methanol and 0.5% aqueous acetic acid (v/v) at the flow rate of 0.6 ml min(-1) within 40 min and detection wavelength set at 262 nm. All calibration curves showed good linear regression (r2>0.9999) within test ranges. This method provided good accuracy with recoveries in the range of 94.3-106.1% and good precision with R.S.D.s of repeatability and intermediate precision less than 0.57% and 4.67%, respectively. The method was successfully applied to qualitative and quantitative determination of 20 P. kaempferi among the 54 samples collected from different areas.
CONCLUSIONS:
The results revealed that the commercial crude drugs were seriously confused and the developed HPLC assay could be used as a suitable qualitative and quantitative determination method for P. kaempferi.

In vivo

Metabolic pathway and metabolites of total diterpene acid isolated from Pseudolarix kaempferi.[Pubmed: 25322560]

Yao Xue Xue Bao. 2014 Aug;49(8):1169-74.

The preliminary metabolic profile of total diterpene acid (TDA) isolated from Pseudolarix kaempferi was investigated by using in vivo and in vitro tests.
METHODS AND RESULTS:
Pseudolaric acid C2 (PC2) was identified as the predominant metabolite in plasma, urine, bile and feces after both oral and intravenous administrations to rats using HPLC-UV and HPLC-ESI/MS(n), and demethoxydeacetoxypseudolaric acid B (DDPB), a metabolite proposed to be the glucoside of PC2 (PC2G), as well as pseudolaric acid C (PC), pseudolaric acid A (PA), Pseudolaric acid A-O-beta-D-glucopyranoside (PAG), pseudolaric acid B O-beta-D glucopyranoside (PBG) and deacetylpseudolaric acid A (DPA) originated from TDA could also be detected. It was demonstrated by tests that the metabolism of TDA is independent of intestinal microflora, and neither of pepsin and trypsin is in charge of metabolism of TDA, TDA is also stable in both pH environments of gastric tract and intestinal tract. The metabolites of TDA in whole blood in vitro incubation were found to be PC2, DDPB and PC2G, which demonstrated that the metabolic reaction of TDA in vivo is mainly occurred in blood and contributed to be the hydrolysis of plasma esterase to ester bond, as well as the glucosylation reaction.
CONCLUSIONS:
These results clarified the metabolic pathway of TDA for the first time, which is of great significance to the in vivo active form and acting mechanism research of P. kaempferi.

Pseudolaric acid A-O-beta-D-glucopyranoside Dilution Calculator

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Pseudolaric acid A-O-beta-D-glucopyranoside Molarity Calculator

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Preparing Stock Solutions of Pseudolaric acid A-O-beta-D-glucopyranoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8162 mL 9.081 mL 18.162 mL 36.324 mL 45.405 mL
5 mM 0.3632 mL 1.8162 mL 3.6324 mL 7.2648 mL 9.081 mL
10 mM 0.1816 mL 0.9081 mL 1.8162 mL 3.6324 mL 4.5405 mL
50 mM 0.0363 mL 0.1816 mL 0.3632 mL 0.7265 mL 0.9081 mL
100 mM 0.0182 mL 0.0908 mL 0.1816 mL 0.3632 mL 0.4541 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 Pseudolaric acid A-O-beta-D-glucopyranoside

[Metabolic pathway and metabolites of total diterpene acid isolated from Pseudolarix kaempferi].[Pubmed:25322560]

Yao Xue Xue Bao. 2014 Aug;49(8):1169-74.

The preliminary metabolic profile of total diterpene acid (TDA) isolated from Pseudolarix kaempferi was investigated by using in vivo and in vitro tests. Pseudolaric acid C2 (PC2) was identified as the predominant metabolite in plasma, urine, bile and feces after both oral and intravenous administrations to rats using HPLC-UV and HPLC-ESI/MS(n), and demethoxydeacetoxypseudolaric acid B (DDPB), a metabolite proposed to be the glucoside of PC2 (PC2G), as well as pseudolaric acid C (PC), pseudolaric acid A (PA), pseudolaric acid A O-beta-D glucopyranoside (PAG), pseudolaric acid B O-beta-D glucopyranoside (PBG) and deacetylpseudolaric acid A (DPA) originated from TDA could also be detected. It was demonstrated by tests that the metabolism of TDA is independent of intestinal microflora, and neither of pepsin and trypsin is in charge of metabolism of TDA, TDA is also stable in both pH environments of gastric tract and intestinal tract. The metabolites of TDA in whole blood in vitro incubation were found to be PC2, DDPB and PC2G, which demonstrated that the metabolic reaction of TDA in vivo is mainly occurred in blood and contributed to be the hydrolysis of plasma esterase to ester bond, as well as the glucosylation reaction. These results clarified the metabolic pathway of TDA for the first time, which is of great significance to the in vivo active form and acting mechanism research of P. kaempferi.

Simultaneous determination of seven major diterpenoids in Pseudolarix kaempferi by high-performance liquid chromatography DAD method.[Pubmed:17446030]

J Pharm Biomed Anal. 2007 Jul 27;44(3):730-6.

A reversed phase high-performance liquid chromatography method was established for the first time to simultaneously qualify the seven major diterpenoids in Pseudolarix kaempferi, namely pseudolaric acid B O-beta-D-glucopyranoside (1), pseudolaric acid C2 (2), pseudolaric acid C1 (3), deacetylpseudolaric acid A (4), pseudolaric acid A O-beta-D-glucopyranoside (5), pseudolaric acid B (6) and pseudolaric acid A (7). The optimal conditions of separation and detection were achieved on an Inertsil ODS-3 column with gradient elution of methanol and 0.5% aqueous acetic acid (v/v) at the flow rate of 0.6 ml min(-1) within 40 min and detection wavelength set at 262 nm. All calibration curves showed good linear regression (r2>0.9999) within test ranges. This method provided good accuracy with recoveries in the range of 94.3-106.1% and good precision with R.S.D.s of repeatability and intermediate precision less than 0.57% and 4.67%, respectively. The method was successfully applied to qualitative and quantitative determination of 20 P. kaempferi among the 54 samples collected from different areas. The results revealed that the commercial crude drugs were seriously confused and the developed HPLC assay could be used as a suitable qualitative and quantitative determination method for P. kaempferi.

Description

Pseudolaric acid A-O-β-D-glucopyranoside, isolated from Cortex Pseudolaricis, demonstrates antifungal and antifertility activities.

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