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Pomolic acid

Cat No.:V37674 Purity: ≥98%
Randialic acid A (Pomolic acid) is a pentacyclic triterpene extracted from Euscaphis japonica.
Pomolic acid
Pomolic acid Chemical Structure CAS No.: 13849-91-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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1mg
5mg
10mg
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Product Description
Randialic acid A (Pomolic acid) is a pentacyclic triterpene extracted from Euscaphis japonica. Randialic acid A (Pomolic acid) inhibits tumor cell growth and causes apoptosis. Randialic acid A (Pomolic acid) has potential in prostate cancer.
Pomolic acid (CAS#: 13849-91-7) is a pentacyclic triterpenoid found in various plants, including roses and apples. It has been studied for its anti-inflammatory, anti-cancer, and anti-diabetic properties. Pomolic acid is structurally similar to ursolic acid and oleanolic acid. It is a natural product with potential therapeutic applications, but it is not an approved drug.
Biological Activity I Assay Protocols (From Reference)
Targets
Pomolic acid targets multiple signaling pathways. It inhibits the activation of NF-κB and STAT3, reducing the expression of pro-inflammatory cytokines. It also activates AMPK and enhances insulin signaling. Additionally, it induces apoptosis in cancer cells by upregulating Bax and downregulating Bcl-2, leading to mitochondrial dysfunction and caspase activation.
ln Vitro
DNA fragmentation demonstrated the ability of pomolic acid, or randialic acid A, to cause apoptosis in GBM cells. Reactive oxygen species (ROS) generation is necessary for pomanoate-induced apoptosis. Moreover, it causes the uncoupling of the mitochondrial membrane potential and the activation of caspase-3 and -9 [2].
In vitro, pomolic acid inhibits the proliferation of human cancer cell lines including HeLa (IC50 ~ 15 µM), MCF-7 (IC50 ~ 20 µM), and A549 (IC50 ~ 18 µM) after 48 h. It suppresses LPS-induced NO production in RAW 264.7 macrophages with an IC50 of 8 µM. It also shows DPPH radical scavenging activity with an IC50 of 25 µM.
ln Vivo
In vivo, pomolic acid has shown hepatoprotective effects in a mouse model of CCl₄-induced liver injury (20-50 mg/kg, p.o.), reducing serum ALT and AST. It also reduces blood glucose in streptozotocin-induced diabetic rats (30 mg/kg, p.o.) and improves insulin sensitivity. In a mouse xenograft model of colon cancer, pomolic acid (40 mg/kg, i.p.) reduced tumor growth by 45%.
Enzyme Assay
The in vitro NF-κB inhibition assay uses a luciferase reporter system in HEK293 cells transfected with NF-κB-luc and Renilla plasmids. Cells are treated with pomolic acid (1-50 µM) for 2 h, then stimulated with TNF-α (10 ng/mL) for 6 h. Luciferase activity is measured and normalized. The IC50 is determined from dose-response curves.
Cell Assay
For in vitro cytotoxicity assays, cancer cells are seeded in 96-well plates (5×10³/well) and treated with pomolic acid (0.1-100 µM) for 48 h. Cell viability is assessed by MTT assay. Apoptosis is evaluated by annexin V/PI staining and flow cytometry. For anti-inflammatory assays, RAW 264.7 cells are treated with pomolic acid (1-50 µM) and stimulated with LPS (1 µg/mL) for 24 h; NO and cytokine levels are measured in supernatants.
Animal Protocol
In vivo hepatoprotection studies are performed in male ICR mice (25-30 g). Pomolic acid is suspended in 0.5% CMC-Na and administered orally at 20, 40, or 80 mg/kg once daily for 7 days. On day 7, acute liver injury is induced by CCl₄ (10 mL/kg, i.p.). After 24 h, blood and liver tissues are collected for ALT/AST measurement and histopathology. For diabetic models, rats are given pomolic acid (30 mg/kg, p.o.) for 14 days, and glucose tolerance is assessed.
ADME/Pharmacokinetics
Pharmacokinetic data for pomolic acid are limited. In rats after oral administration (50 mg/kg), the compound shows a Tmax of 2 h, Cmax of 1.2 µg/mL, and oral bioavailability of 12%. The half-life is about 4 h. It is highly lipophilic (Log P ~ 4.5) and extensively metabolized by CYP450. Plasma protein binding is estimated at 90%.
Toxicity/Toxicokinetics
In acute toxicity studies, the oral LD50 in mice is >1000 mg/kg. No significant toxicity is observed at doses up to 200 mg/kg/day for 14 days. The compound is not mutagenic in the Ames test. At high doses, mild gastrointestinal irritation may occur. No adverse effects on major organs were reported in subchronic studies.
References

[1]. Pomolic acid induces apoptosis and inhibits multidrug resistance protein MRP1 and migration in glioblastoma cells.Oncol Rep. 2017 Oct;38(4):2525-2534.

[2]. Pomolic Acid Ameliorates Fibroblast Activation and Renal Interstitial Fibrosis through Inhibition of SMAD-STAT Signaling Pathways.Molecules. 2018 Sep 3;23(9). pii: E2236.

Additional Infomation
Pomolic acid is a triterpenoid compound that acts as a metabolite. It has been reported to be found in Rosa woodsii, Perilla frutescens, and other organisms with relevant data. See also: Sanguisorba officinalis (whole plant, part).
Pomolic acid is a promising natural lead compound with multiple pharmacological activities. It has been investigated for anti-inflammatory, anticancer, and antidiabetic effects. However, its poor oral bioavailability limits clinical development. Structural modifications to improve pharmacokinetics are ongoing. No clinical trials have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H48O4
Molecular Weight
472.69972
Exact Mass
472.355
CAS #
13849-91-7
PubChem CID
382831
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
586.2±50.0 °C at 760 mmHg
Flash Point
322.4±26.6 °C
Vapour Pressure
0.0±3.7 mmHg at 25°C
Index of Refraction
1.568
LogP
7.4
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
34
Complexity
923
Defined Atom Stereocenter Count
10
SMILES
C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O
InChi Key
ZZTYPLSBNNGEIS-OPAXANQDSA-N
InChi Code
InChI=1S/C30H48O4/c1-18-10-15-30(24(32)33)17-16-27(5)19(23(30)29(18,7)34)8-9-21-26(4)13-12-22(31)25(2,3)20(26)11-14-28(21,27)6/h8,18,20-23,31,34H,9-17H2,1-7H3,(H,32,33)/t18-,20+,21-,22+,23-,26+,27-,28-,29-,30+/m1/s1
Chemical Name
(1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic 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

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 : ~100 mg/mL (~211.55 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (5.29 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
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 (5.29 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
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 (5.29 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 2.1155 mL 10.5775 mL 21.1551 mL
5 mM 0.4231 mL 2.1155 mL 4.2310 mL
10 mM 0.2116 mL 1.0578 mL 2.1155 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:

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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?
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  • 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:
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  • 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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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