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Alantolactone

Alias: AI3-31147Alantolactone AI331147 AI3 31147
Cat No.:V10348 Purity: ≥98%
Alantolactone is a selective inhibitor of STAT3 and has anti-tumor activity.
Alantolactone
Alantolactone Chemical Structure CAS No.: 546-43-0
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
Alantolactone is a selective inhibitor of STAT3 and has anti-tumor activity. Alantolactone induces cancer-related apoptosis.
Biological Activity I Assay Protocols (From Reference)
Targets

STAT3

ln Vitro
In HepG2 cells, aflatoxilactone dose-dependently promotes apoptosis. According to studies, this apoptosis caused by alanolactone is linked to several factors, including increased Bax/Bcl-2 ratio, caspase-3 activation, ROS production, GSH depletion, and suppression of STAT3 activation [1]. The expression of STAT3 target genes, DNA binding, and translocation to the nucleus are all decreased by aminolactone. Though this impact is not mediated by inhibition of STAT3 upstream kinases, amyloidolactone dramatically reduces STAT3 activation and has minor effects on MAPK and NF-κB transcription [2]. In HCT-8 human colon cancer cells, alantolactone triggers activin/SMAD3 signaling. By preventing Cripto-1 and type IIA activin receptors from interacting in the activin signaling pathway, alantolactone has anti-tumor properties [4]. The growth of colon adenocarcinoma HCT-8 cells is inhibited by aflatolactone (5 μg/mL, 24 h) [4].
ln Vivo
When compared to control mice, the average tumor volume in mice treated with alanylactone was shown to be roughly 2.17 times smaller. Nonetheless, during the trial period, the administration of alanolactone had no effect on total body weight, suggesting no appreciable harm. Furthermore, compared to control mice, the average tumor weight of mice treated with alanylactone was considerably lower. More significantly, cyclin D1 and p-STAT3 expression in tumor tissues were significantly reduced after injection of alantolactone [2].
Cell Assay
Cell Viability Assay[4]
Cell Types: HCT-8 cells.
Tested Concentrations: 5 μg/mL (~21.6 μM).
Incubation Duration: 24 h.
Experimental Results: Activated the activin signaling pathway in HCT-8 cells.
Animal Protocol
Animal/Disease Models: Female athymic BALB/c nude mice at the age of 6 weeks[2].
Doses: 2.5 mg/kg.
Route of Administration: IP injection every 2 days.
Experimental Results: demonstrated anti-cancer activity.
References

[1]. Alantolactone induces apoptosis in HepG2 cells through GSH depletion, inhibition of STAT3 activation, and mitochondrial dysfunction. Biomed Res Int. 2013;2013:719858.

[2]. Alantolactone selectively suppresses STAT3 activation and exhibits potent anticancer activity in MDA-MB-231 cells. Cancer Lett. 2015 Feb 1;357(1):393-403.

Additional Infomation
Alantolactone is a sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. It has a role as a plant metabolite, an apoptosis inducer and an antineoplastic agent. It is a sesquiterpene lactone, a naphthofuran and an olefinic compound.
Alantolactone has been reported in Inula grandis, Inula japonica, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H20O2
Molecular Weight
232.323
Exact Mass
232.146
CAS #
546-43-0
PubChem CID
72724
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
275.0±0.0 °C at 760 mmHg
Melting Point
78-79ºC
Flash Point
111.5±18.2 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.534
LogP
3.69
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
17
Complexity
421
Defined Atom Stereocenter Count
4
SMILES
C[C@H]1CCC[C@]2(C1=C[C@H]3[C@@H](C2)OC(=O)C3=C)C
InChi Key
PXOYOCNNSUAQNS-AGNJHWRGSA-N
InChi Code
InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1
Chemical Name
(3aR,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
Synonyms
AI3-31147Alantolactone AI331147 AI3 31147
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 (~430.44 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.76 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 (10.76 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 (10.76 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 4.3044 mL 21.5220 mL 43.0441 mL
5 mM 0.8609 mL 4.3044 mL 8.6088 mL
10 mM 0.4304 mL 2.1522 mL 4.3044 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?
  • 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)
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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
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.

Biological Data
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