Rhoifolin

Alias: NSC-649413; NSC 649413; NSC649413; Rhoifolin
Cat No.:V32306 Purity: ≥98%
Rhoifolin is a flavonoid glycoside that can be extracted from wild lacquer.
Rhoifolin Chemical Structure CAS No.: 17306-46-6
Product category: Insulin Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Rhoifolin is a flavonoid glycoside that can be extracted from wild lacquer. Rhoifolin exerts antidiabetic effects by enhancing adiponectin secretion, tyrosine phosphorylation of insulin receptor-β, and GLUT4 translocation. Rhoifolin exerts its anti~inflammatory effects through multi-level regulation of inflammatory mediators. Rhoifolin improves titanium particle-stimulated osteolysis and attenuates osteoclastogenesis through RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against a variety of cancer/tumor cell lines.
Biological Activity I Assay Protocols (From Reference)
Targets
insulin receptor-β; GLUT4; NF-κB; MAPK
ln Vitro
Rhoifolin exhibits toxic activity against various E. coli cell lines, which in MRC-5, HCT, HepG2, HeLa, and Hep2 are 77.0 nM, 60.1 nM, 39.0 nM, 10.7 nM, and 10.1 nM, respectively [3].
ln Vivo
Radiation from loudspeakers can induce systemic harm and biochemical damage to the heart. Rhoifolin (12, 24, 30, 36, and 40 mg/kg; PO, for 7 d) has a radioprotective effect on these effects [4].
Animal Protocol
Animal/Disease Models: Swiss albino mouse (10 Gy of radiation induces certain hematological and cardiac biochemical abnormalities) [4]
Doses: 12, 24, 30, 36 and 40 mg/kg
Route of Administration: Orally for 7 days
Experimental Results: Passed Reducing levels of lipid peroxides measured as malondialdehyde, reducing toxic effects of radiation, improving changes in plasma and tissue nitric oxide, lactate dehydrogenase, creatine kinase, and plasma lipid profiles.
References
[1]. Rao YK, et al. Insulin-Mimetic Action of Rhoifolin and Cosmosiin Isolated from Citrus grandis (L.) Osbeck Leaves: Enhanced Adiponectin Secretion and Insulin Receptor Phosphorylation in 3T3-L1 Cells. Evid Based Complement Alternat Med. 2011;2011:624375.
[2]. Liao S, et al. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. J Cell Physiol. 2019 Aug;234(10):17600-17611.
[3]. Eldahshan. O. A, et al. Rhoifolin; A Potent Antiproliferative Effect on Cancer Cell Lines. Journal of Pharmaceutical Research International, 2012, 3(1), pp. 46-53.
[4]. Omama E. El-Shawi, et al. Protective Effect of Rhoifolin on Gamma Irradiation Induced Cardiac Dysfunctions in Albino Mice. Feb 15, 2014.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₂₇H₃₀O₁₄
Molecular Weight
578.52
Exact Mass
578.16355563
CAS #
17306-46-6
Related CAS #
17306-46-6
Appearance
Solid
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
InChi Key
RPMNUQRUHXIGHK-PYXJVEIZSA-N
InChi Code
InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Chemical Name
7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonyms
NSC-649413; NSC 649413; NSC649413; Rhoifolin
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: 62.5~100 mg/mL (108.0~172.9 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.60 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 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.

Solubility in Formulation 2: ≥ 2.08 mg/mL (3.60 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 20.8 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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (3.60 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7285 mL 8.6427 mL 17.2855 mL
5 mM 0.3457 mL 1.7285 mL 3.4571 mL
10 mM 0.1729 mL 0.8643 mL 1.7285 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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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.

Biological Data
  • Chemical structures of rhoifolin (1) and cosmosiin (2) isolated from C. grandis leaves. Evid Based Complement Alternat Med . 2011:2011:624375.
  • Effect of rhoifolin and cosmosiin on the adiponectin secretion from 3T3-L1 adipocytes. Evid Based Complement Alternat Med . 2011:2011:624375.
  • Effect of rhoifolin and cosmosiin on the phosphorylation level of insulin receptor-β. Evid Based Complement Alternat Med . 2011:2011:624375.
  • Rhoifolin and cosmosiin stimulated GLUT4 translocation in the 3T3-L1 adipocytes. Evid Based Complement Alternat Med . 2011:2011:624375.
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