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Pseudolaric Acid A

Cat No.:V29188 Purity: ≥98%
Pseudolaric Acid A is a diterpene acid extracted from Pseudolarix kaempferi and has antifungal, cytotoxic, and antifertilization activities.
Pseudolaric Acid A
Pseudolaric Acid A Chemical Structure CAS No.: 82508-32-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
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Product Description
Pseudolaric Acid A is a diterpene acid extracted from Pseudolarix kaempferi and has antifungal, cytotoxic, and antifertilization activities.
Pseudolaric Acid A (CAS 82508-32-5) is a diterpene acid isolated from the bark of the Chinese tree Pseudolarix kaempferi. It possesses potent antifungal, cytotoxic, anti-inflammatory, and immunomodulatory activities. Mechanistically, Pseudolaric Acid A induces apoptosis, disrupts microtubule formation, and inhibits cell proliferation in various tumor cell lines. It has antifungal, cytotoxic, and antifertilization activities. It is unique due to its specific antiangiogenic properties and complex polycyclic structure not commonly found in other diterpenes.
Biological Activity I Assay Protocols (From Reference)
Targets
Pseudolaric Acid A targets multiple cellular pathways. It induces apoptosis, disrupts microtubule formation, and inhibits cell proliferation in various tumor cell lines. It has antifungal activity, suggesting targets in fungal cells. It has anti-inflammatory and immunomodulatory activities. It exhibits specific antiangiogenic properties. Its mechanism of action involves disruption of microtubule formation, leading to cell cycle arrest and apoptosis.
ln Vitro
In vitro, Pseudolaric Acid A exhibits potent antifungal, cytotoxic, and antifertilization activities. It induces apoptosis, disrupts microtubule formation, and inhibits cell proliferation in various tumor cell lines. It has anti-inflammatory and immunomodulatory activities. It exhibits specific antiangiogenic properties. Quantitative IC50 values for its cytotoxic effects against specific cancer cell lines are not detailed in the publicly available sources.
ln Vivo
In vivo activity data for Pseudolaric Acid A is limited in publicly available literature. As a compound with potent antifungal, anticancer, anti-inflammatory, and immunomodulatory activities in vitro, it is hypothesized to exhibit similar effects in animal models. Its specific antiangiogenic properties suggest potential for in vivo studies on angiogenesis. However, detailed in vivo efficacy studies, including pharmacokinetic and pharmacodynamic parameters, have not been extensively reported. Further research is needed to fully characterize its in vivo activity and therapeutic potential.
Enzyme Assay
For in vitro cell-free assays, the antifungal activity of Pseudolaric Acid A can be assessed using standard antifungal susceptibility testing against various fungal strains. Its cytotoxic activity can be assessed using enzyme inhibition assays targeting cancer-related pathways. Its antiangiogenic activity can be studied using in vitro angiogenesis assays such as endothelial cell tube formation assays. Its ability to disrupt microtubule formation can be assessed using tubulin polymerization assays.
Cell Assay
For in vitro cellular assays, the cytotoxic activity of Pseudolaric Acid A is assessed in various tumor cell lines. Cells are treated with various concentrations of the compound, and cell viability is measured using MTT or SRB assays. Apoptosis is assessed by flow cytometry (Annexin V/PI staining) and caspase activity assays. Microtubule disruption is assessed by immunofluorescence staining of tubulin. Its antiangiogenic activity is assessed using endothelial cell tube formation assays.
Animal Protocol
For in vivo studies, Pseudolaric Acid A could be administered orally or intraperitoneally in animal models of cancer, fungal infection, or inflammation. In cancer models, endpoints include tumor volume measurement, angiogenesis assessment, and survival analysis. In antifungal studies, endpoints include reduction in fungal load and survival. In inflammation models, endpoints include inflammatory biomarker analysis and tissue histopathology.
ADME/Pharmacokinetics
Pseudolaric Acid A (CAS 82508-32-5) has a molecular formula of C22H28O6 and a molecular weight of 388.45 g/mol. IUPAC name: (2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(Acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-2,4-pentadienoic acid. Appearance: typically a powder. Solubility: soluble in DMSO and other organic solvents. Storage: typical for diterpenoids (desiccated, protected from light, -20°C). Purity: typically >98% for research use.
Toxicity/Toxicokinetics
No detailed toxicity data is publicly available. As a natural diterpenoid from Pseudolarix kaempferi, its safety profile would need to be established through standard toxicological studies. In vitro cytotoxicity assays in various cell lines are typically performed alongside efficacy studies to confirm that observed effects are not due to a general reduction in cell viability.
References

[1]. ,. Antifungal activity of compounds extracted from Cortex Pseudolaricis against Colletotrichum gloeosporioides. J Agric Food Chem. 2014 May 28;62(21):4905-10.

[2]. The cytotoxic principles of Pseudolarix kaempferi: pseudolaric acid-A and -B and related derivatives. Planta Med. 1990 Aug;56(4):383-5.

[3]. [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.

Additional Infomation
Reports indicate that pseudolarix acid A has been found in Pseudolarix amabilis and Larix kaempferi, and relevant data are available for reference.
Pseudolaric Acid A is a research-grade compound and is not approved for therapeutic use. It serves primarily as a pharmacological tool for studying anticancer, antifungal, and anti-inflammatory mechanisms. Its mechanism of action involves induction of apoptosis, disruption of microtubule formation, and inhibition of cell proliferation. It has specific antiangiogenic properties. No clinical trials have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H28O6
Molecular Weight
388.45412
Exact Mass
388.188
CAS #
82508-32-5
PubChem CID
6436278
Appearance
White to off-white solid powder
Density
1.23
Boiling Point
571.5±50.0 °C at 760 mmHg
Melting Point
206-207 ºC
Flash Point
196.6±23.6 °C
Vapour Pressure
0.0±3.4 mmHg at 25°C
Index of Refraction
1.563
LogP
3.49
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
28
Complexity
806
Defined Atom Stereocenter Count
4
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
InChi Key
GOHMRMDXUXWCDQ-MPVZDDSSSA-N
InChi Code
InChI=1S/C22H28O6/c1-14-7-11-21-12-9-17(22(21,13-8-14)27-16(3)23)20(4,28-19(21)26)10-5-6-15(2)18(24)25/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,24,25)/b10-5+,15-6+/t17-,20+,21+,22-/m0/s1
Chemical Name
(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-dienoic acid
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

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 : ~100 mg/mL (~257.43 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.44 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: ≥ 2.5 mg/mL (6.44 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 25.0 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: ≥ 2.5 mg/mL (6.44 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 25.0 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 2.5743 mL 12.8717 mL 25.7433 mL
5 mM 0.5149 mL 2.5743 mL 5.1487 mL
10 mM 0.2574 mL 1.2872 mL 2.5743 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:
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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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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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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