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Robinetin

Alias: Norkanugin Robinetin
Cat No.:V9879 Purity: ≥98%
Robinetin (3,3',4',5',7-Pentahydroxyflavone) is a naturally occurring flavone with remarkable "two-color" intrinsic fluorescence properties and antifungal, antiviral, antibacterial, antimutagenic and antioxidant properties active.
Robinetin
Robinetin Chemical Structure CAS No.: 490-31-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
50mg
100mg
250mg
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Product Description
Robinetin (3,3',4',5',7-Pentahydroxyflavone) is a naturally occurring flavone with remarkable "two-color" intrinsic fluorescence properties and antifungal, antiviral, antibacterial, antimutagenic and antioxidant properties active. Robinetin also inhibits lipid peroxidation and protein glycosylation.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In a dose-dependent manner, robinetin (0.1-10 μM; 1 hour) inhibits HIV integrase cleavage and integration [1]. In Proteus vulgaris, reinocetin inhibits DNA synthesis, but in Staphylococcus aureus, it inhibits RNA synthesis [2]. Hemoglobin A (HbA) glycosylation and egg yolk phosphatidylcholine (EYPC) membrane lipid peroxidation are both efficiently inhibited by robinetin (100–200 or 25 μM; 1 or 72 hours) [3]. The "dual-color" (in the "blue-violet" and "yellow-green") fluorescence properties of flavonols are caused by photoinduced excited-state intramolecular proton transfer exhibited by robinetin. The relative contribution between the two colors is strongly modulated locally by the fluorophore environment[3].
References

[1]. Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. Biochem Pharmacol. 1994 Aug 3;48(3):595-608.

[2]. Antimicrobial activity of flavonoids. Int J Antimicrob Agents. 2005 Nov;26(5):343-56.

[3]. Binding of the bioflavonoid robinetin with model membranes and hemoglobin: Inhibition of lipid peroxidation and protein glycosylation. J Photochem Photobiol B. 2010 Jan 21;98(1):12-9.

[4]. Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Carcinogenesis. 1986 Jun;7(6):959-63.

[5]. Theoretical study of the antioxidant capacity of the flavonoids present in the Annona muricata (Soursop) leaves. J Mol Model. 2019 Jun 25;25(7):200.

Additional Infomation
Robinetin is a pentahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 7, 3, 4' and 5'. It has a role as a plant metabolite. It is a pentahydroxyflavone and a 7-hydroxyflavonol.
Robinetin has been reported in Intsia bijuga, Burkea africana, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H10O7
Molecular Weight
302.23
Exact Mass
302.042
CAS #
490-31-3
PubChem CID
5281692
Appearance
Light yellow to yellow solid powder
Density
1.8±0.1 g/cm3
Boiling Point
669.9±55.0 °C at 760 mmHg
Melting Point
326-328ºC
Flash Point
258.6±25.0 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.823
LogP
2.55
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
1
Heavy Atom Count
22
Complexity
476
Defined Atom Stereocenter Count
0
InChi Key
SOEDEYVDCDYMMH-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H
Chemical Name
3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
Synonyms
Norkanugin Robinetin
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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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 : ~120 mg/mL (~397.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3 mg/mL (9.93 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 30.0 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: ≥ 3 mg/mL (9.93 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 30.0 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3087 mL 16.5437 mL 33.0874 mL
5 mM 0.6617 mL 3.3087 mL 6.6175 mL
10 mM 0.3309 mL 1.6544 mL 3.3087 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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Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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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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