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Kaempferide

Cat No.:V23106 Purity: ≥98%
Kaempferide is an O-methylated flavonol also found in kaempferol.
Kaempferide
Kaempferide Chemical Structure CAS No.: 491-54-3
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
Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has anti-viral effect.
Kaempferide (CAS#: 491-54-3) is an O-methylated flavonol, a type of chemical compound that can be found in Kaempferia galanga (aromatic ginger). It has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. Kaempferide induces apoptosis and can protect DNA from radiation-induced lesions under in vitro and ex vivo conditions. It has the molecular formula C₁₆H₁₂O₆ and a molecular weight of 300.26.
Biological Activity I Assay Protocols (From Reference)
Targets
Kaempferide does not have a single defined pharmacological target. It targets multiple pathways including Estrogen Receptor/ERR, Autophagy, Bacterial, Influenza Virus, Apoptosis, PI3K, Akt, GSK-3, FOXO, and β-catenin. As a phytoestrogen, it has been studied in the hypothalamic-pituitary-gonadal axis and various non-gonadal targets. Kaempferide triglycoside inhibits the proliferation of native and estrogen receptor overexpressing colon cancer cells via a mechanism not mediated by ligand binding-dependent estrogen receptor activation.
ln Vitro
In vitro, Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. It induces apoptosis and protects DNA from radiation-induced lesions. Kaempferide triglycoside inhibits the proliferation of native and estrogen receptor overexpressing colon cancer cells. Its diverse biological activities make it a valuable tool for studying various disease mechanisms.
ln Vivo
In vivo, Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. As a phytoestrogen, it has been studied for its effects on the hypothalamic-pituitary-gonadal axis. However, specific in vivo efficacy data from animal models is not detailed in the available sources. The compound's ability to protect DNA from radiation-induced lesions suggests potential applications in radioprotection.
Enzyme Assay
For flavonoid compounds, standard cell-free assays include antioxidant assays (DPPH, ABTS, FRAP), enzyme inhibition assays (e.g., PI3K, GSK-3), and receptor binding assays (e.g., estrogen receptor). These assays provide quantitative data on the compound's activity against various targets.
Cell Assay
For flavonoid compounds, standard cellular assays involve treatment of cancer cell lines or other cell types with the test compound for 24-72 hours. Cell viability (MTT or CellTiter-Glo), apoptosis (Annexin V/PI staining, caspase activity), and cell proliferation are assessed. Specific target modulation is assessed by western blot or reporter assays.
Animal Protocol
For in vivo evaluation of flavonoid compounds, standard animal models include tumor xenograft models, models of inflammation, diabetes, obesity, and hypertension. The compound is typically administered orally or intraperitoneally, and disease-specific endpoints are assessed.
ADME/Pharmacokinetics
Metabolism / Metabolites
Kaempferides have known human metabolites including kaempferol.
Detailed pharmacokinetic data for Kaempferide is not provided in the available sources. The compound has a molecular weight of 300.26 and formula C₁₆H₁₂O₆. As a flavonoid with moderate lipophilicity, it would be expected to have reasonable oral absorption. Comprehensive PK studies would be required for therapeutic development.
Toxicity/Toxicokinetics
Detailed toxicology data for Kaempferide is not provided in the available sources. As a naturally occurring flavonoid, it is likely to have a favorable safety profile at dietary levels. However, comprehensive toxicological evaluation would be required for therapeutic development. The compound is for research use only and not for therapeutic applications.
References

[1]. Kaempferide exhibits an anticancer effect against hepatocellular carcinoma in vitro and in vivo. Naunyn-Schmiedeberg's Archives of Pharmacology, 2023: 1-7.

[2]. Kaempferol and kaempferide attenuate oleic acid-induced lipid accumulation and oxidative stress in HepG2 cells. International Journal of Molecular Sciences, 2021, 22(16): 8847.

[3]. Kaempferide enhances antioxidant capacity to promote osteogenesis through FoxO1/β-catenin signaling pathway. European Journal of Pharmacology, 2021, 911: 174555.

[4]. Kaempferide improves oxidative stress and inflammation by inhibiting the TLR4/IκBα/NF-κB pathway in obese mice. Iranian Journal of Basic Medical Sciences, 2021, 24(4): 493.

[5]. Kaempferide Protects against Myocardial Ischemia/Reperfusion Injury through Activation of the PI3K/Akt/GSK-3β Pathway. Mediators Inflamm. 2017;2017:5278218.

[6]. Kaempferide, the most active among the four flavonoids isolated and characterized from Chromolaena odorata, induces apoptosis in cervical cancer cells while being pharmacologically safe. RSC advances, 2015, 5(122): 100912-100922.

Additional Infomation
Kaempferide is a monomethoxyflavonoid, a 4'-O-methyl derivative of kaempferol. It possesses antihypertensive activity and is also a metabolite. It is a trihydroxyflavonoid, a monomethoxyflavonoid, and a 7-hydroxyflavonol. Its function is related to kaempferol. It is the conjugate acid of Kaempferide (1-). Kaempferide has been reported to exist in Araucaria heterophylla (Nothofagus nervosa), Phyllanthus virgatus, and several other organisms with relevant data.
Kaempferide is an O-methylated flavonol found in Kaempferia galanga. It has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. It targets multiple pathways including ER, PI3K, Akt, GSK-3, FOXO, and β-catenin. No regulatory approval has been identified.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12O6
Molecular Weight
300.2629
Exact Mass
300.063
CAS #
491-54-3
PubChem CID
5281666
Appearance
Light yellow to yellow solid powder
Density
1.5±0.1 g/cm3
Boiling Point
543.8±50.0 °C at 760 mmHg
Melting Point
156-157ºC(lit.)
Flash Point
207.1±23.6 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.710
LogP
2.74
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
22
Complexity
465
Defined Atom Stereocenter Count
0
InChi Key
SQFSKOYWJBQGKQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
Chemical Name
3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
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 : ~20 mg/mL (~66.61 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2 mg/mL (6.66 mM) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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 20.0 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 3.3304 mL 16.6522 mL 33.3045 mL
5 mM 0.6661 mL 3.3304 mL 6.6609 mL
10 mM 0.3330 mL 1.6652 mL 3.3304 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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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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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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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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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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