ChemicalBook > CAS DataBase List > 2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE

2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE

Product Name
2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE
CAS No.
73694-15-2
Chemical Name
2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE
Synonyms
RUBONE;Rubone >=98% (HPLC);2'-HYDROXY-2,4,5,4',6'-PENTAMETHOXYCHALCONE;2'-Hydroxy-2,4,4',5,6'-pentamethoxychalcone;2'-Hydroxy -2,4',4,5,6'- Penta methoxy Chalcone;2,4,5-Trimethoxybenzylidene(2-hydroxy-4,6-dimethoxyacetophenone);Rubone~2,4,5-Trimethoxybenzylidene(2-hydroxy-4,6-dimethoxyacetophenone);2-Propen-1-one, 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-, (2E)-
CBNumber
CB0164858
Molecular Formula
C20H22O7
Formula Weight
374.38
MOL File
73694-15-2.mol
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2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE Property

Boiling point:
586.1±50.0 °C(Predicted)
Density 
1.214±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 2mg/mL, clear (warmed)
pka
6.79±0.40(Predicted)
form 
powder
color 
yellow to orange
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1311
Product name
Rubone
Purity
≥98% (HPLC)
Packaging
5 mg
Price
$64.8
Updated
2025/07/31
American Custom Chemicals Corporation
Product number
CHM0008841
Product name
2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE
Purity
95.00%
Packaging
50MG
Price
$600.32
Updated
2021/12/16
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2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE Chemical Properties,Usage,Production

Uses

Rubone, a chalcone analog, is a modulator of miR-34a. Rubone upregulates miR-34a expression in a p53 dependent manner, downregulates the downstream target Bcl-2 and Cyclin D1 expression, and suppresses hepatocellular carcinoma (HCC) growth in vivo. Rubone enhances the anticancer effect of Paclitaxel (PTX; HY-B0015) in PTX-resistant prostate cancer cell lines by reversing the expression of miR-34a downstream targets[1][2][3].

Definition

ChEBI: Rubone is a member of chalcones.

Biological Activity

Rubone has strong anticancer activity. Rubone and paclitaxel (PTX) combination therapy retarded cancer cell growth, migration and cancer stem-like cells (CSC) population growth.', 'Rubone is a miR34a modulator th at specifically restores miR34a in hepatocellular carcinoma cells with wild-type or mutated p53. Rubone potently inhibits growth of hepatocellular carcinoma in a mouse xenograft model. Rubone does not effect the growth of nontumorigenic human hepatocytes.', 'Rubone is a miR34a modulator th at specifically restores miR34a in hepatocellular carcinoma cells.

in vivo

Rubone monotherapy (20 mg/kg loaded PEG-PCD micelles; iv for five doses every other day) or combination therapy with PTX (10 mg/kg for each drug loaded PEG-PCD micelles) significantly upregulates miR-34a expression in tumor. The combination therapy inhibits tumor growth. Rubone monotherapy failed to suppress tumor cell proliferation[3].

Animal Model:8 weeks old male nude mice transfected prostate cancer cells[3]
Dosage:20 mg/kg or 10 mg/kg for each drug (PTX and Rubone) loaded PEG-PCD micelles
Administration:Intravenously for five doses every other day
Result:Had little effect on body weight loss and inhibited tumor growth.
Monotherapy or combination therapy with PTX significantly upregulated miR-34a expression in tumor.
Alone or with PTX significantly reversed E-cadherin, Cyclin D1, and SIRT1 expression.

References

[1] Zhangang Xiao, et al. Small molecule targeting miR-34a for cancer therapy. Mol Cell Oncol. 2015 Feb 24;2(1):e977160. DOI:10.4161/23723556.2014.977160
[2] Lu Zhang, et al. MicroRNA-34 family: a potential tumor suppressor and therapeutic candidate in cancer. J Exp Clin Cancer Res. 2019 Feb 4;38(1):53. DOI:10.1186/s13046-019-1059-5
[3] Di Wen, et al. Micellar Delivery of miR-34a Modulator Rubone and Paclitaxel in Resistant Prostate Cancer. Cancer Res. 2017 Jun 15;77(12):3244-3254. DOI:10.1158/0008-5472.CAN-16-2355

2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
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China
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Energy Chemical
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Merck KGaA
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Biosynth Biological Technology (Suzhou) Co Ltd
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73694-15-2, 2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONERelated Search:


  • 2'-HYDROXY-2,4,5,4',6'-PENTAMETHOXYCHALCONE
  • RUBONE
  • Rubone~2,4,5-Trimethoxybenzylidene(2-hydroxy-4,6-dimethoxyacetophenone)
  • 2,4,5-Trimethoxybenzylidene(2-hydroxy-4,6-dimethoxyacetophenone)
  • 2-Propen-1-one, 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-, (2E)-
  • Rubone >=98% (HPLC)
  • 2'-Hydroxy-2,4,4',5,6'-pentamethoxychalcone
  • 2'-Hydroxy -2,4',4,5,6'- Penta methoxy Chalcone
  • 73694-15-2