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Rhamnocitrin

Alias: Kaempferol 7-O-methyl ether; Rhamnocitrin; 569-92-6; 7-Methylkaempferol; 3,4',5-Trihydroxy-7-methoxyflavone; 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one; 4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-; CHEBI:80897; BZ59ZB4HBU; C.I. 75650; Rhamnocitrin; C.I-75650
Cat No.:V40565 Purity: ≥98%
Rhamnocitrin is a novel and potent naturally occurring flavonoid isolated from astragalus complanatus R.
Rhamnocitrin
Rhamnocitrin Chemical Structure CAS No.: 569-92-6
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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10mg
25mg
50mg
100mg
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Product Description

Rhamnocitrin is a novel and potent naturally occurring flavonoid isolated from astragalus complanatus R. Br. Rhamnocitrin is a scavenger of DPPH(IC50 = 28.38 mM.) Rhamnocitrin has multipul bioactivities such as anti-oxidant activity, anti-inflammatory activity and an-tiatherosclerosis activity.

Biological Activity I Assay Protocols (From Reference)
Targets
Rhamnocitrin was shown to inhibit LDL oxidation (IC50: 12.5 μM) and reduce reactive oxygen species (ROS) production in macrophages, suggesting potential antioxidant and anti-inflammatory targets.
ln Vitro
Rhamnocitrin (0.1–10 μM) dose-dependently suppressed copper-induced LDL oxidation by 15–92% and decreased cholesteryl ester formation in macrophages by 23–69%. It downregulated ACAT-1 protein expression and reduced CD36 mRNA levels in oxidized LDL-treated macrophages. [1]
Enzyme Assay
LDL oxidation assay: Human LDL incubated with 5 μM CuSO₄ and rhamnocitrin (0.1–10 μM) at 37°C for 24 h. Thiobarbituric acid-reactive substances (TBARS) measured at 532 nm to quantify inhibition.
ACAT activity assay: Macrophages pre-treated with oxidized LDL and rhamnocitrin (1–10 μM) for 24 h. Cellular cholesteryl ester content quantified via gas chromatography. [1]
Cell Assay
Macrophage foam cell formation: Mouse peritoneal macrophages incubated with 50 μg/mL oxidized LDL and rhamnocitrin (1–10 μM) for 48 h. Cells stained with Oil Red O, and lipid accumulation quantified spectrophotometrically.
Western blot: Macrophages treated with 10 μM rhamnocitrin for 24 h. ACAT-1 protein expression analyzed using specific antibodies.
RT-PCR: CD36 mRNA levels measured in macrophages after 12 h treatment with 10 μM rhamnocitrin. [1]
Animal Protocol
Pharmacokinetic study: Rats (n=6) received 20 mg/kg rhamnocitrin via oral gavage (suspended in 0.5% carboxymethyl cellulose). Blood samples collected at 0.08, 0.25, 0.5, 1, 2, 4, 8, 12, and 24 h post-dose. Plasma separated by centrifugation and stored at −80°C until UHPLC-MS/MS analysis. [2]
ADME/Pharmacokinetics
After oral administration (20 mg/kg) in rats, Rhamnocitrin showed rapid absorption (Tmax: 1.2 hours) with a Cmax of 1.8 μg/mL and elimination half-life (t1/2) of 4.3 hours. [2]
References

[1].Antiatherogenic effects of kaempferol and rhamnocitrin. J Agric Food Chem. 2007 Nov 28;55(24):9969-76.

[2].Simultaneous Determination of Formononetin, Calycosin and Rhamnocitrin from Astragalus Complanatus by UHPLC-MS-MS in Rat Plasma: Application to a Pharmacokinetic Study. J Chromatogr Sci. 2016 Oct 17;54(9):1605-1612.

Additional Infomation
Rhamnocitrin is an O-methylated flavonol isolated from Astragalus complanatus. It exhibits antiatherogenic effects by modulating cholesterol metabolism and suppressing foam cell formation. [1]
Quantification of rhamnocitrin in biological samples uses UHPLC-MS/MS with a lower limit of detection (LLOD) of 0.5 ng/mL. [2]
Rhamnocitrin is a monomethoxyflavone that is the 7-methyl ether derivative of kaempferol. It has a role as a plant metabolite. It is a trihydroxyflavone, a member of flavonols and a monomethoxyflavone. It is functionally related to a kaempferol.
Rhamnocitrin has been reported in Populus szechuanica, Alpinia tonkinensis, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12O6
Molecular Weight
300.26288
Exact Mass
300.063
Elemental Analysis
C, 64.00; H, 4.03; O, 31.97
CAS #
569-92-6
PubChem CID
5320946
Appearance
White to yellow solid powder
Density
1.5±0.1 g/cm3
Boiling Point
571.9±50.0 °C at 760 mmHg
Melting Point
225-227ºC
Flash Point
218.4±23.6 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.710
LogP
2.56
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
SMILES
COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=C(C=C3)O)O
InChi Key
MQSZRBPYXNEFHF-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
Chemical Name
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
Synonyms
Kaempferol 7-O-methyl ether; Rhamnocitrin; 569-92-6; 7-Methylkaempferol; 3,4',5-Trihydroxy-7-methoxyflavone; 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one; 4H-1-Benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-; CHEBI:80897; BZ59ZB4HBU; C.I. 75650; Rhamnocitrin; C.I-75650
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 (~333.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.93 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 20.8 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.

Calculator

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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

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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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