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Neoanhydropodophyllol

Cat No.:V62135 Purity: ≥98%
Neoanhydropodophyllol is a cycloglycan analogue with anticancer effect.
Neoanhydropodophyllol
Neoanhydropodophyllol Chemical Structure CAS No.: 62287-47-2
Product category: Phenylpropanoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
Neoanhydropodophyllol is a cycloglycan analogue with anticancer effect. Neoanhydropodophyllol is cytotoxic against a variety of cancer cells (leukemia, lung cancer, colon cancer).
Neoanhydropodophyllol (CAS 62287-47-2) is a cyclolignan derivative with antineoplastic activity. It has the molecular formula C₂₂H₂₄O₇ and a molecular weight of approximately 400.42 g/mol. Neoanhydropodophyllol is a cycloglycan analogue with anticancer effects. The compound displays cytotoxicity against several cancer cell lines, including leukemia, lung carcinoma, and colon carcinoma. It belongs to the class of cyclolignans, which are known for their diverse biological activities, particularly anticancer properties. The compound is structurally related to podophyllotoxin, a well-known antineoplastic agent. It is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Multiple targets including microtubules and cancer cell signaling pathways. Neoanhydropodophyllol, as a cyclolignan derivative, exhibits potent antineoplastic activity by exerting cytotoxic effects on various cancer cell lines. The compound's mechanism of action is likely related to its structural similarity to podophyllotoxin, which binds to tubulin and inhibits microtubule polymerization, leading to cell cycle arrest in the G2/M phase and induction of apoptosis. Cyclolignans may also inhibit topoisomerase II and other enzymes involved in DNA replication and cell division. The compound's cytotoxicity against leukemia, lung carcinoma, and colon carcinoma suggests broad-spectrum anticancer activity.
ln Vitro
Neoanhydropodophyllol displays cytotoxicity against several cancer cells, including leukemia, lung carcinoma, and colon carcinoma. As a cyclolignan derivative, it exhibits potent antineoplastic activity. The compound's cytotoxic effects are attributed to its ability to interfere with microtubule dynamics or other cellular processes essential for cancer cell proliferation and survival. The compound's activity against multiple cancer cell lines suggests broad-spectrum anticancer potential. It is structurally related to podophyllotoxin and other cyclolignans with well-established anticancer properties.
ln Vivo
In vivo studies of neoanhydropodophyllol are limited. As a cyclolignan with antineoplastic activity, it has potential for evaluation in animal models of cancer. The compound's cytotoxicity against leukemia, lung carcinoma, and colon carcinoma suggests that it may have efficacy in xenograft models of these cancers. However, specific in vivo data are not well documented in the published literature. Further studies are needed to characterize its in vivo pharmacokinetic and pharmacodynamic properties, as well as its efficacy and safety profile.
Enzyme Assay
Non-cell-based assays for neoanhydropodophyllol include enzyme inhibition studies to assess its effects on tubulin polymerization, topoisomerase II activity, or other molecular targets. Tubulin polymerization assays measure the compound's ability to inhibit or promote microtubule assembly in vitro using purified tubulin and spectrophotometric detection. Topoisomerase II inhibition assays measure the compound's ability to inhibit DNA relaxation or decatenation activity. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization.
Cell Assay
Cell-based assays for neoanhydropodophyllol use various cancer cell lines, including leukemia (e.g., K562, HL-60), lung carcinoma (e.g., A549, H460), and colon carcinoma (e.g., HT-29, HCT116). Cells are cultured in appropriate medium and treated with neoanhydropodophyllol at various concentrations. Cell viability is measured using MTT, CCK-8, or SRB assays. Apoptosis is evaluated by flow cytometry using Annexin V/PI staining, caspase activity assays, and detection of apoptotic markers by Western blot. Cell cycle analysis is performed by propidium iodide staining and flow cytometry.
Animal Protocol
In vivo studies of neoanhydropodophyllol are limited. Based on its cytotoxic activity against various cancer cell lines, potential animal models include: mouse xenograft models bearing leukemia, lung carcinoma, or colon carcinoma cells. Standard protocols for xenograft studies involve subcutaneous implantation of cancer cells in immunodeficient mice, followed by administration of the compound (typically intraperitoneal or intravenous) when tumors reach a certain size. Tumor volume is measured over time, and tissues are collected for histopathological examination and biomarker analysis.
ADME/Pharmacokinetics
Neoanhydropodophyllol has a molecular formula of C₂₂H₂₄O₇ and a molecular weight of approximately 400.42 g/mol. It is a cyclolignan derivative with antineoplastic activity. The compound is soluble in organic solvents such as DMSO. It should be stored as a powder at -20°C for up to 3 years or in solvent at -80°C for 1 year. It is intended for research use only and is not for human consumption. Specific solubility and formulation information may vary and should be determined experimentally.
Toxicity/Toxicokinetics
Specific toxicity data for neoanhydropodophyllol are limited. As a cyclolignan with antineoplastic activity, it is expected to have cytotoxic effects on both cancer cells and normal cells at high concentrations. The compound's mechanism of action may involve interference with microtubule dynamics, which can affect normal cell division. Standard laboratory safety practices should be followed when handling this compound, including the use of personal protective equipment. It is intended for research use only.
References

[1]. Cytotoxic cyclolignans related to podophyllotoxin. Farmaco. 2001 Apr;56(4):297-304.

Additional Infomation
Neoanhydropodophyllol is a cyclolignan derivative with potent antineoplastic activity. Cyclolignans are a class of natural products characterized by a dibenzylbutyrolactone skeleton, with podophyllotoxin being the most well-known member. These compounds are known for their ability to inhibit microtubule polymerization and topoisomerase II, leading to cell cycle arrest and apoptosis in cancer cells. Neoanhydropodophyllol displays cytotoxicity against leukemia, lung carcinoma, and colon carcinoma, making it a compound of interest for anticancer research. It is structurally related to other cyclolignans with established clinical applications, such as etoposide and teniposide. The compound is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H24O7
Molecular Weight
400.421767234802
Exact Mass
400.152
CAS #
62287-47-2
PubChem CID
44272112
Appearance
White to off-white solid powder
LogP
2.4
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
5
Heavy Atom Count
29
Complexity
559
Defined Atom Stereocenter Count
4
SMILES
O1C[C@@H]2[C@H](C3C=C(C(=C(C=3)OC)OC)OC)C3C=C4C(=CC=3[C@H]1[C@H]2CO)OCO4
InChi Key
GAPFRQMOPFLDIS-YJPXFSGGSA-N
InChi Code
InChI=1S/C22H24O7/c1-24-18-4-11(5-19(25-2)22(18)26-3)20-12-6-16-17(29-10-28-16)7-13(12)21-14(8-23)15(20)9-27-21/h4-7,14-15,20-21,23H,8-10H2,1-3H3/t14-,15-,20+,21-/m0/s1
Chemical Name
[(1R,11R,12R,15R)-11-(3,4,5-trimethoxyphenyl)-5,7,14-trioxatetracyclo[10.2.1.02,10.04,8]pentadeca-2,4(8),9-trien-15-yl]methanol
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 (249.74 mM)
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 2.4974 mL 12.4869 mL 24.9738 mL
5 mM 0.4995 mL 2.4974 mL 4.9948 mL
10 mM 0.2497 mL 1.2487 mL 2.4974 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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