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Chemical Structure| 480-43-3 Chemical Structure| 480-43-3

Structure of Isosakuranetin
CAS No.: 480-43-3

Chemical Structure| 480-43-3

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Isosakuranetin, a natural product isolated and purified from the fruits of Citrus aurantium L. with cytotoxic and fungicide properties and produces significant decrease in blood pressure.

Synonyms: 4'-Methylnaringenin

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Product Details of Isosakuranetin

CAS No. :480-43-3
Formula : C16H14O5
M.W : 286.28
SMILES Code : O=C1C[C@@H](C2=CC=C(OC)C=C2)OC3=CC(O)=CC(O)=C13
Synonyms :
4'-Methylnaringenin
MDL No. :MFCD00017313

Safety of Isosakuranetin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human islets 5 μmol/L 1 hour Abolished PM5S-enhanced GSIS Diabetes. 2022 Apr 1;71(4):837-852
Mouse islets 5 μmol/L 1 hour Inhibited insulin secretion at high glucose concentrations and abolished PM5S-enhanced GSIS Diabetes. 2022 Apr 1;71(4):837-852
human dorsal root ganglion (hDRG) neurons 10 μM inhibition of PS-induced responses Br J Pharmacol. 2020 Jun;177(12):2683-2695
human stem cell-derived sensory (hSCDS) neurons 5 μM inhibition of PS-induced calcium responses Br J Pharmacol. 2020 Jun;177(12):2683-2695
S. aureus USA300 0-64 μg/mL 18 hours To evaluate the effect of Isosakuranetin on biofilm formation by S. aureus. Results showed that Isosakuranetin significantly inhibited biofilm formation. Virulence. 2023 Dec;14(1):2260675
A549 cells 0-64 μg/mL 2 hours To evaluate the effect of Isosakuranetin on the ability of S. aureus to invade A549 cells. Results showed that Isosakuranetin significantly reduced the number of bacteria invading the cells. Virulence. 2023 Dec;14(1):2260675
human keratinocyte HaCaT cells 10, 20, 50 μM 24 hours Inhibited UV-B-induced MMP-1 expression via suppression of ERK1/2 kinase pathways Int J Mol Sci. 2016 Sep 1;17(9):1449

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Sprague-Dawley rats N-dimethylnitrosamine-induced liver cirrhosis model Oral 15 mg/kg Daily for six weeks To evaluate the effects of ISN on the pharmacokinetics of tofacitinib in rats with N-dimethylnitrosamine-induced liver cirrhosis (LC). Results showed that ISN treatment significantly decreased the total area under the plasma concentration–time curves (AUC) of tofacitinib in LC rats and restored the expression of CYP3A1/2 and CYP2C11 in the liver and intestine. Pharmaceutics. 2022 Dec 1;14(12):2684
Mice Acute oxaliplatin-induced neuropathic pain model Intraperitoneal injection 2 mg/kg Single dose To evaluate the effect of isosakuranetin on oxaliplatin-induced cold and mechanical hypersensitivity. Results showed that isosakuranetin significantly reduced cold and mechanical hypersensitivity. Pain. 2023 Sep 1;164(9):2060-2069
C57BL/6J male mice S. aureus-induced pneumonia model Subcutaneous injection 50 mg/kg Every 12 hours for 96 hours To evaluate the therapeutic effect of Isosakuranetin in a mouse model of S. aureus-induced pneumonia. Results showed that Isosakuranetin significantly improved survival rates, reduced lung damage, and decreased levels of inflammatory cytokines. Virulence. 2023 Dec;14(1):2260675
Mice Chronic constriction injury (CCI) model Intraperitoneal injection 2 mg/kg Single injection To evaluate the role of Isosakuranetin in nerve injury-induced neuropathic pain, showing it alleviates heat hypersensitivity in wild-type but not in TRPM3?/? mice J Neurosci. 2021 Mar 17;41(11):2457-2474

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.49mL

0.70mL

0.35mL

17.47mL

3.49mL

1.75mL

34.93mL

6.99mL

3.49mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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