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Chemical Structure| 529-59-9 Chemical Structure| 529-59-9

Structure of Genistin
CAS No.: 529-59-9

Chemical Structure| 529-59-9

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Genistin is a isoflavone which has a role in blocking cell cycle and inducing apoptosis. It is also a modulator of estrogen receptor. Genistin can be isolated from the seeds of glycine max (L.) merr. and used as negative control of genistein.

Synonyms: Genistine; Genistoside; CS-4240

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Product Details of Genistin

CAS No. :529-59-9
Formula : C21H20O10
M.W : 432.38
SMILES Code : O=C1C(C2=CC=C(O)C=C2)=COC3=C1C(O)=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C3
Synonyms :
Genistine; Genistoside; CS-4240
MDL No. :MFCD00016883

Safety of Genistin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
MDA-MB-231 cells 0, 10, 20, 30 μmol/L 48 hours To evaluate the effect of Genistin on MMP-3 secretion. Results showed that Genistin had no significant effect on MMP-3 secretion. Acta Pharmacol Sin. 2009 Aug;30(8):1169-76
MDA-MB-231 cells 10, 20, 30 μmol/L 6 hours To evaluate the effect of Genistin on the invasive ability of MDA-MB-231 cells. Results showed that Genistin had minimal effects on cell invasion even at high concentrations. Acta Pharmacol Sin. 2009 Aug;30(8):1169-76
Rat ventricular myocytes 100 μM 5-9 hours To investigate the effect of Genistin on dexamethasone-induced augmentation of Isus current, results showed that Genistin (100 μM) did not prevent Isus augmentation. Br J Pharmacol. 2005 Sep;146(2):280-7
PHHs cells 10 µM 8 days Evaluate the antiviral effect of Genistein, results showed that Genistein significantly reduced HBV replication markers in PHHs cells. J Hepatol. 2017 Mar;66(3):494-503
HLCs cells 10 µM 8 days Evaluate the antiviral effect of Genistein, results showed that Genistein significantly reduced HBV replication markers in HLCs cells. J Hepatol. 2017 Mar;66(3):494-503
HepG2-NTCP cells 10 µM 8 days Evaluate the antiviral effect of Genistein, results showed that Genistein did not show antiviral effect in HepG2-NTCP cells. J Hepatol. 2017 Mar;66(3):494-503
Huh7-NTCP cells 10 µM 8 days Evaluate the antiviral effect of Genistein, results showed that Genistein did not show antiviral effect in Huh7-NTCP cells. J Hepatol. 2017 Mar;66(3):494-503
253J B-V human bladder cancer cells 25 and 50 μmol/L 48 hours Genistein induced apoptosis, increased sub-G0 phase cell accumulation and histone-associated DNA fragmentation, and elevated cleaved caspase-3 and PARP expression. Cancer Res. 2006 Feb 1;66(3):1851-8
253J B-V human bladder cancer cells 50 μmol/L 48 hours Genistein inhibited cell growth by arresting cell cycle at G2-M phases and down-regulated the expression of cyclin B1, Cdk-1, and Cdc-25C. Cancer Res. 2006 Feb 1;66(3):1851-8
253J B-V human bladder cancer cells 10-50 μmol/L 48 hours Genistein significantly inhibited the growth of 253J B-V cells in a dose-dependent manner with an IC50 of ~30 μmol/L. Cancer Res. 2006 Feb 1;66(3):1851-8
Human umbilical vein endothelial cells (HUVECs) 2.5 μg/ml 24 hours To investigate the effect of Genistin on platelet adhesion in LPS-stimulated HUVECs. Results showed that Genistin significantly reduced platelet adhesion in LPS-stimulated HUVECs. Phytomedicine. 2022 Jun;100:154083

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Female severe combined immune deficient mice 253J B-V human bladder orthotopic tumor model Diet 0.14% of diet Continued for 10 weeks Genistin significantly inhibited the growth of orthotopic bladder tumors, reducing tumor weight by 56%, associated with induction of tumor cell apoptosis and inhibition of tumor angiogenesis. Cancer Res. 2006 Feb 1;66(3):1851-8

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.31mL

0.46mL

0.23mL

11.56mL

2.31mL

1.16mL

23.13mL

4.63mL

2.31mL

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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