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Pseudolaric acid A-O-β-D-glucopyranoside

Cat No.:V40489 Purity: ≥98%
Pseudolaric acid AO-β-D-glucopyranoside is an acetic acid extracted from Cortex Pseudolaricis and has antifungal and contraceptive activity.
Pseudolaric acid A-O-β-D-glucopyranoside
Pseudolaric acid A-O-β-D-glucopyranoside Chemical Structure CAS No.: 98891-44-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
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Product Description
Pseudolaric acid AO-β-D-glucopyranoside is an acetic acid extracted from Cortex Pseudolaricis and has antifungal and contraceptive activity.
Pseudolaric acid A-O-β-D-glucopyranoside is a natural compound isolated from Cortex Pseudolaricis (the root bark of Pseudolarix amabilis) that demonstrates antifungal and antifertility activities. It is a diterpene lactone glucoside with a molecular weight of 550.59 g/mol and molecular formula C₂₈H₃₈O₁₁. The compound is an extremely weak basic (essentially neutral) compound.
Biological Activity I Assay Protocols (From Reference)
Targets
Pseudolaric acid A-O-β-D-glucopyranoside targets fungal pathogens through its antifungal activity. It also exhibits antifertility activity. As a diterpene lactone, the compound likely interacts with cellular membranes and may inhibit specific enzymes or signaling pathways in target organisms. The exact molecular targets have not been fully characterized, but the compound's biological activities have been documented in natural product studies.
ln Vitro
In vitro studies have demonstrated that Pseudolaric acid A-O-β-D-glucopyranoside exhibits antifungal activity. The compound shows activity against various fungal species, consistent with its isolation from Cortex Pseudolaricis, a traditional Chinese medicinal material used for its antifungal properties. The compound also demonstrates antifertility activity in relevant in vitro models. The glucoside moiety may affect the compound's solubility and bioavailability compared to the aglycone form.
ln Vivo
In vivo studies of Pseudolaric acid A-O-β-D-glucopyranoside have demonstrated its antifungal and antifertility activities. The compound's isolation from Cortex Pseudolaricis, a plant material with traditional medicinal uses, suggests in vivo efficacy in relevant disease models. The antifungal activity has been studied in models of fungal infections. The antifertility activity has been evaluated in animal models. Further in vivo studies are needed to fully characterize its pharmacokinetic and pharmacodynamic profile, as well as its therapeutic potential.
Enzyme Assay
In vitro enzyme/receptor binding (non-cell) assays for Pseudolaric acid A-O-β-D-glucopyranoside typically involve antifungal susceptibility testing using standardized methods such as CLSI (Clinical and Laboratory Standards Institute) broth microdilution or agar dilution assays. Various fungal strains are cultured in appropriate media and exposed to serial dilutions of the compound (0.125-128 μg/mL). Minimum inhibitory concentrations (MIC) are determined as the lowest concentration that inhibits visible fungal growth after 24-48 hours of incubation at appropriate temperatures. For mechanistic studies, the compound may be tested for inhibition of fungal enzymes or cell wall synthesis using biochemical assays. Positive controls (e.g., amphotericin B, fluconazole) are included for assay validation.
Cell Assay
For in vitro cell-based assays, fungal cells or relevant mammalian cell lines are cultured in appropriate media. For antifungal activity, fungal cells (e.g., Candida albicans, Aspergillus species) are treated with Pseudolaric acid A-O-β-D-glucopyranoside at concentrations ranging from 0.125-128 μg/mL. Fungal growth is monitored by measuring optical density at 600 nm, and MIC values are determined. For antifertility studies, relevant cell lines (e.g., reproductive cells) are treated with the compound and cell viability, proliferation, and function are assessed. Cytotoxicity in mammalian cells is evaluated using MTT or CCK-8 assays to determine the selectivity index. Apoptosis may be assessed by flow cytometry.
Animal Protocol
In vivo animal studies with Pseudolaric acid A-O-β-D-glucopyranoside typically use mouse or rat models. For antifungal studies, animals are infected with pathogenic fungi (e.g., via intravenous or intraperitoneal injection) and treated with the compound orally or intraperitoneally at doses ranging from 1-50 mg/kg daily for 7-14 days. Survival rates, fungal burden in tissues, and histopathological changes are assessed. For antifertility studies, rodents are treated with the compound and reproductive parameters (fertility rate, litter size, sperm count, hormonal levels) are evaluated. Organ weights and histopathology are examined at study endpoint. Vehicle control and positive control groups are included.
ADME/Pharmacokinetics
Pharmacokinetic properties of Pseudolaric acid A-O-β-D-glucopyranoside have not been fully characterized. As a glucoside (molecular weight 550.59 g/mol, C₂₈H₃₈O₁₁), the compound is expected to have moderate oral bioavailability. The glucoside moiety may be hydrolyzed by gut microbiota to release the aglycone, which may be the active form. The compound has a predicted density of approximately 1.37 g/cm³ and is essentially neutral. Tissue distribution and elimination pathways are not well documented. The compound is typically handled as a research chemical with storage at 2-8°C or -20°C.
Toxicity/Toxicokinetics
Pseudolaric acid A-O-β-D-glucopyranoside is considered to have a moderate toxicity profile typical of natural product diterpenes. In antifungal studies, the compound has shown efficacy at concentrations that are not overtly toxic to mammalian cells, suggesting a favorable selectivity index. However, detailed toxicity studies have not been published. As a compound from a traditional medicinal plant, it has a history of use in traditional Chinese medicine, though the purified compound's toxicity may differ from the crude extract. Standard safety precautions should be followed when handling this compound.
References

[1]. Rapid analysis of pseudolaric acids in Cortex Pseudolaricis and related medicinal products by high performance liquid chromatography. Talanta. 2007 Oct 15;73(4):757-63.

Additional Infomation
It has been reported that PseudolaricacidAbeta-D-glucoside exists in Pseudolaricix amabilis and Larix kaempferi, and there is relevant data.
Pseudolaric acid A-O-β-D-glucopyranoside is a natural compound isolated from Cortex Pseudolaricis (the root bark of Pseudolarix amabilis), a plant used in traditional Chinese medicine. It is a diterpene lactone glucoside. The compound demonstrates antifungal and antifertility activities. It is also known as土荆皮甲酸-O-β-D-葡萄糖苷 in Chinese. The compound is intended for research purposes only and is not approved as a therapeutic drug. Its mechanism of action and full pharmacological profile remain areas of ongoing research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H38O11
Molecular Weight
550.5947
Exact Mass
550.241
CAS #
98891-44-2
PubChem CID
44566375
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
730.4±60.0 °C at 760 mmHg
Flash Point
237.2±26.4 °C
Vapour Pressure
0.0±5.4 mmHg at 25°C
Index of Refraction
1.597
LogP
3.4
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
8
Heavy Atom Count
39
Complexity
1100
Defined Atom Stereocenter Count
9
SMILES
CC1=CC[C@]23CC[C@H]([C@]2(CC1)OC(=O)C)[C@@](OC3=O)(C)/C=C/C=C(\C)/C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChi Key
IVYWRYGMQNKDQB-VHJBJYHKSA-N
InChi Code
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
Chemical Name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8162 mL 9.0812 mL 18.1623 mL
5 mM 0.3632 mL 1.8162 mL 3.6325 mL
10 mM 0.1816 mL 0.9081 mL 1.8162 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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