6-Methoxykaempferol is a flavonoid found in Brazilian propolis. 6-Methoxykaempferol has antiproliferation activity against cancer/tumor cells.

Physicochemical Properties

Molecular Formula	C16H12O7
Molecular Weight	316.26
Exact Mass	316.058
CAS #	32520-55-1
PubChem CID	5377945
Appearance	White to off-white solid powder
Boiling Point	626.7±55.0 °C at 760 mmHg
Melting Point	270 °C
LogP	2.291
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Heavy Atom Count	23
Complexity	495
Defined Atom Stereocenter Count	0
SMILES	COc1c(cc2c(c1O)c(=O)c(c(o2)c3ccc(cc3)O)O)O
InChi Key	OGQSUSFDBWGFFJ-UHFFFAOYSA-N
InChi Code	InChI=1S/C16H12O7/c1-22-16-9(18)6-10-11(13(16)20)12(19)14(21)15(23-10)7-2-4-8(17)5-3-7/h2-6,17-18,20-21H,1H3
Chemical Name	3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one
Synonyms	6-methoxykaempferol; 32520-55-1; 6-Methoxy-3,5,7,4'-tetrahydroxyflavone; 3,4',5,7-Tetrahydroxy-6-methoxyflavone; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one; 3,5,7,4'-Tetrahydroxy-6-methoxyflavone; Flavone, 3,4',5,7-tetrahydroxy-6-methoxy-; 6-methoxy kaempferol;
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)

Biological Activity

Targets	Natural flavonoid
ln Vitro	6-Methoxykaempferol (0-200 µM; 24 h) inhibits the growth of DLD-1, MCF-7, and A549 cells, with IC50 values of 101.8, >200, and 125.1 µM, respectively [1]. A novel 2-phenoxychromone (1) and five known flavones (2-6) were isolated from northeastern Brazilian propolis in the state of Bahia. The chemical structures of these six compounds were determined by spectroscopic investigations and single-crystal X-ray analysis. The isolated compounds showed growth-inhibitory activities, in varying degrees, against human tumor cell lines. This is the first report on the discovery of a novel 2-phenoxychromone from propolis [1].
Cell Assay	Cell Proliferation Assay[1] Cell Types: DLD-1, MCF-7, A549 cells Tested Concentrations: 0-200 µM Incubation Duration: 24 h Experimental Results: demonstrated anti-proliferative effect with IC50s of 101.8, >200, 125.1 µM for DLD- 1, MCF-7, A549 cells, respectively.
References	[1]. Chemical constituents of Brazilian Propolis from the state of Bahia and their growth inhibitory activities against cancer cells. Biosci Biotechnol Biochem. 2018 Mar;82(3):417-421.
Additional Infomation	3,4',5,7-Tetrahydroxy-6-methoxyflavone is a hydroxyflavan. 6-Methoxykaempferol has been reported in Boerhavia repens, Alkanna orientalis, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

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 : PEG300 ：Tween 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). 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 : PEG300：Tween 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). 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	3.1620 mL	15.8098 mL	31.6196 mL
	5 mM	0.6324 mL	3.1620 mL	6.3239 mL
	10 mM	0.3162 mL	1.5810 mL	3.1620 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.