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Pseudolaric Acid B

Alias: Pseudolaric Acid B (-)-Pseudolaric acid B Pseudolaric Acid-B
Cat No.:V6926 Purity: ≥98%
Pseudolaric Acid B is a diterpene acid extracted from the roots of Pseudolarix kaempferi (pinaceae).
Pseudolaric Acid B
Pseudolaric Acid B Chemical Structure CAS No.: 82508-31-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Pseudolaric Acid B is a diterpene acid extracted from the roots of Pseudolarix kaempferi (pinaceae). It has anticancer, antifungal, antifertilization activities, and also has immunosuppressive activity on T lymphocytes. Pseudolaric Acid B inhibits HBV (hepatitis B virus) secretion through apoptosis and cell cycle arrest. Pseudolaric Acid B induces autophagy.
Biological Activity I Assay Protocols (From Reference)
References

[1]. Some progress on the chemistry of natural bioactive terpenoids from Chinese medicinal plants. Mem Inst Oswaldo Cruz. 1991;86 Suppl 2:219-26.

[2]. [Endocrine activity of pseudolaric acids A and B and their effects on sex hormones, prostaglandins, uteri, and fetuses]. Zhongguo Yao Li Xue Bao. 1991 Mar;12(2):187-90.

[3]. The immunosuppressive activity of pseudolaric acid B on T lymphocytes in vitro. Phytother Res. 2013 Jul;27(7):980-5.

[4]. Pseudolaric acid B inhibits the secretion of hepatitis B virus. Oncol Rep. 2017 Jan;37(1):519-525.

[5]. Pseudolaric acid B activates autophagy in MCF-7 human breast cancer cells to prevent cell death. Oncol Lett. 2016 Mar;11(3):1731-1737.

Additional Infomation
Therapeutic Uses
Traditional Chinese Medicine
Exploring Treatments Candida albicans is one of the most common fungal pathogens in humans. The emergence of resistance to azole antifungal drugs has raised the question of combination therapy to optimize treatment efficacy. This study aimed to evaluate the in vitro synergistic effect of pseudolarial acid B (PAB) and fluconazole (FLC) against clinically isolated Candida albicans. The in vitro antifungal activity of PAB (a diterpenic acid from P. albicans) alone and in combination with FLC against 22 FLC-resistant (FLC-R) and 12 FLC-sensitive (FLC-S) Candida albicans strains was evaluated using the checkerboard microdilution method and time-kill assay. Synergistic effects were observed in all 22 (100%) FLC-R strains, determined by the partial inhibition concentration index (FICI) (range 0.02 to 0.13) and the Bliss independence (BI) model. Of the 12 FLC-S strains, 2 (17%) showed synergistic effects using the FICI model (values ranging from 0.25 to 0.5), while 3 (18%) showed synergistic effects using the BI model. For the FLC-R strains, the synergistic FLC and PAB concentrations ranged from 0.06 to 4 μg mL⁻¹ and 0.5 to 4 μg mL⁻¹, respectively. For the FLC-S strains, the concentrations ranged from 1 to 8 μg mL⁻¹ and 0.5 to 4 μg mL⁻¹, respectively. The results of the BI model were consistent with those of the FICI model, but no antagonistic activity was observed in any of the tested strains. The interaction between PAB and FLC was confirmed using time-kill assays against the selected strains. Fluconazole and PAB showed good synergistic effects against azole-resistant Candida albicans isolates.
Exploring treatments for candidiasis is an opportunistic infection common in HIV-infected individuals. Approximately 90% of patients with HIV/AIDS develop oral and/oropharyngeal candidiasis at different stages. Triazole antifungals, such as fluconazole and itraconazole, are considered the first-line drugs for the treatment and prevention of candidiasis due to their relatively low side effects and high efficacy against mucosal infections. However, long-term exposure to azole drugs can lead to drug resistance, which poses a challenge for both clinicians and patients. In Traditional Chinese Medicine (TCM), over 300 herbs have been identified as having "bactericidal" properties, some of which have been used clinically as antifungal drugs for many years. Crude extracts of many TCM herbs have shown antifungal activity in in vitro experiments, including peony bark, larch bark, galangal, coptis, clove, cinnamon, anemarrhena, phellodendron bark, cassia twig, and gallnut. Identified effective anti-Candida components include berberine, palmatine, allicin, larchic acid A and B, magnolol, and magnolol and galangin. Therefore, TCM provides a rich selection for treating refractory candidiasis, a common ailment in HIV/AIDS patients. However, further screening of the effective extracts and investigation of their antifungal mechanisms are still needed. Importantly, the safety of these compounds must be fully demonstrated before clinical application.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H28O8
Molecular Weight
432.46
Exact Mass
432.178
CAS #
82508-31-4
PubChem CID
6475943
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
613.8±55.0 °C at 760 mmHg
Melting Point
166°C
Flash Point
208.8±25.0 °C
Vapour Pressure
0.0±3.8 mmHg at 25°C
Index of Refraction
1.565
LogP
2.78
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
7
Heavy Atom Count
31
Complexity
913
Defined Atom Stereocenter Count
4
SMILES
C/C(=C\C=C\[C@@]1([C@@H]2CC[C@@]3([C@@]2(CCC(=CC3)C(=O)OC)OC(=O)C)C(=O)O1)C)/C(=O)O
InChi Key
VDGOFNMYZYBUDT-YDRCMHEVSA-N
InChi Code
InChI=1S/C23H28O8/c1-14(18(25)26)6-5-10-21(3)17-9-12-22(20(28)31-21)11-7-16(19(27)29-4)8-13-23(17,22)30-15(2)24/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,25,26)/b10-5+,14-6+/t17-,21+,22+,23-/m0/s1
Chemical Name
(2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4-methoxycarbonyl-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid
Synonyms
Pseudolaric Acid B (-)-Pseudolaric acid B Pseudolaric Acid-B
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
DMSO : ~50 mg/mL (~115.62 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (4.81 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (4.81 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3124 mL 11.5618 mL 23.1235 mL
5 mM 0.4625 mL 2.3124 mL 4.6247 mL
10 mM 0.2312 mL 1.1562 mL 2.3124 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
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  • 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:
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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.

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  • 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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