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Pinostrobin chalcone

Alias: Pinostrobin chalcone
Cat No.:V61968 Purity: ≥98%
Pinostrobin chalcone is a natural cytotoxic compound against MDA-MB-231 and HT-29 colon cancer cell lines (IC50 = 20.42±2.23 and 22.51±0.42 μg/mL).
Pinostrobin chalcone
Pinostrobin chalcone Chemical Structure CAS No.: 18956-15-5
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
Pinostrobin chalcone is a natural cytotoxic compound against MDA-MB-231 and HT-29 colon cancer cell lines (IC50 = 20.42±2.23 and 22.51±0.42 μg/mL).
Pinostrobin chalcone (CAS 18956-15-5) is a chalcone analog isolated from the leguminous plant Mucuna pruriens and found in the heartwoods of Lindera umbellata. It has the molecular formula C₁₆H₁₄O₃ and a molecular weight of approximately 254.28 g/mol. Pinostrobin chalcone is a flavonoid precursor that exhibits potent natural cytotoxic activity against various human cancer cell lines. It inhibits the activity of lipid metabolism-mediating proteins, leading to reduced lipid accumulation in adipocytes. The compound interferes with multiple cellular signaling pathways such as NF-κB and MAPK, contributing to its anti-proliferative and pro-apoptotic effects on cancer cells. It is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
NF-κB and MAPK signaling pathways; lipid metabolism-mediating proteins. Pinostrobin chalcone interferes with multiple cellular signaling pathways such as NF-κB and MAPK, contributing to its anti-proliferative and pro-apoptotic effects on cancer cells. It inhibits the activity of lipid metabolism-mediating proteins, leading to reduced lipid accumulation in adipocytes. Its interactions with enzymes involved in apoptosis highlight its role in modulating metabolic flux and promoting cell death in cancer cells.
ln Vitro
Pinostrobin chalcone is a potent natural cytotoxic compound against MDA-MB-231 breast cancer cells (IC₅₀ = 20.42 ± 2.23 μg/mL) and HT-29 colon cancer cells (IC₅₀ = 22.51 ± 0.42 μg/mL). It also displays remarkable cytotoxic activity against KB (IC₅₀ = 6.2 μg/mL), MCF7 (IC₅₀ = 7.3 μg/mL), and Caski (IC₅₀ = 7.7 μg/mL) cancer cells. The compound inhibits lipid metabolism-mediating proteins, reducing lipid accumulation in adipocytes. It interferes with NF-κB and MAPK signaling pathways.
ln Vivo
In vivo studies of pinostrobin chalcone are limited. As a chalcone with broad-spectrum bioactivity including anticancer, anti-inflammatory, and antimicrobial effects, it has potential for evaluation in animal models of cancer, inflammation, and infection. Its anti-proliferative and pro-apoptotic effects on cancer cells suggest potential antitumor efficacy. Further in vivo studies are needed to characterize its pharmacokinetic and pharmacodynamic properties.
Enzyme Assay
Non-cell-based assays for pinostrobin chalcone include enzyme inhibition studies to assess its effects on NF-κB and MAPK signaling components. Lipid metabolism enzyme assays can be performed to assess inhibition of lipid metabolism-mediating proteins. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization and purity assessment.
Cell Assay
Cell-based assays for pinostrobin chalcone use various cancer cell lines including MDA-MB-231, HT-29, KB, MCF7, and Caski cells. Cells are treated with the compound at various concentrations, and cell viability is measured using MTT or SRB assays. Apoptosis is evaluated by flow cytometry using Annexin V/PI staining. For adipocyte studies, lipid accumulation is assessed using Oil Red O staining. Signaling pathway modulation is assessed by Western blot.
Animal Protocol
In vivo studies of pinostrobin chalcone are limited. Based on its biological activities, potential animal models include: tumor xenograft models for anticancer evaluation; models of metabolic disorders for evaluating effects on lipid metabolism; and infection models for antimicrobial evaluation. Standard protocols for these models involve administration of the compound followed by measurement of relevant endpoints.
ADME/Pharmacokinetics
Pinostrobin chalcone has a molecular formula of C₁₆H₁₄O₃ and a molecular weight of approximately 254.28 g/mol. It is a chalcone analog isolated from Mucuna pruriens and found in Lindera umbellata. The compound is a flavonoid precursor. It should be stored under recommended conditions. It is intended for research use only.
Toxicity/Toxicokinetics
Specific toxicity data for pinostrobin chalcone are limited. The compound exhibits potent cytotoxic activity against various cancer cell lines with IC₅₀ values ranging from 6.2 to 22.51 μg/mL. Standard laboratory safety practices should be followed when handling this compound.
References

[1]. Isolation of cardamonin, pinostrobin chalcone from the rhizomes of Boesenbergia rotunda (L.) Mansf. and their cytotoxic effects on H-29 and MDA-MB-231 cancer cell lines. The Natural Products Journal, 2019, 9(4):341-348.

Additional Infomation
Pine chalcones are a type of chalcone compound. They have been reported to be found in bees, turmeric, and other organisms with relevant data.
Pinostrobin chalcone is a chalcone analog isolated from Mucuna pruriens and found in Lindera umbellata. It is a potent natural cytotoxic compound against MDA-MB-231 (IC₅₀ = 20.42 μg/mL), HT-29 (IC₅₀ = 22.51 μg/mL), KB (IC₅₀ = 6.2 μg/mL), MCF7 (IC₅₀ = 7.3 μg/mL), and Caski (IC₅₀ = 7.7 μg/mL) cancer cells. It inhibits lipid metabolism-mediating proteins and interferes with NF-κB and MAPK signaling pathways. It has broad-spectrum bioactivity for cancer, infection, and inflammation-related disorders and is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H14O4
Molecular Weight
270.28
Exact Mass
270.089
CAS #
18956-15-5
PubChem CID
5316793
Appearance
Light yellow to orange solid
Density
1.3±0.1 g/cm3
Boiling Point
521.1±50.0 °C at 760 mmHg
Melting Point
163.5 - 164.5 °C
Flash Point
198.0±23.6 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.658
LogP
4.4
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
20
Complexity
334
Defined Atom Stereocenter Count
0
SMILES
OC1C=C(OC)C=C(O)C=1C(=O)/C=C/C1C=CC=CC=1
InChi Key
CUGDOWNTXKLQMD-BQYQJAHWSA-N
InChi Code
InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3/b8-7+
Chemical Name
(E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
Synonyms
Pinostrobin chalcone
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (369.99 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.25 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6999 mL 18.4993 mL 36.9987 mL
5 mM 0.7400 mL 3.6999 mL 7.3997 mL
10 mM 0.3700 mL 1.8499 mL 3.6999 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.
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