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Merck
CN

SML1311

Rubone

≥98% (HPLC)

Synonym(s):

(2E)-1-(2-Hydroxy-4,6-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propen-1-one, 2′-Hydroxy-2,4,4′,5,6′-pentamethoxychalcone

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About This Item

Empirical Formula (Hill Notation):
C20H22O7
CAS Number:
73694-15-2
Molecular Weight:
374.38
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow to orange

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O(C)c1c(cc(c(c1)OC)\C=C\C(=O)c2c(cc(cc2O)OC)OC)OC

InChI

1S/C20H22O7/c1-23-13-9-15(22)20(19(10-13)27-5)14(21)7-6-12-8-17(25-3)18(26-4)11-16(12)24-2/h6-11,22H,1-5H3/b7-6+

InChI key

VHCQVGQULWFQTM-VOTSOKGWSA-N

Biochem/physiol Actions

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 that 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 that specifically restores miR34a in hepatocellular carcinoma cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
055M4727V

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Small molecule targeting miR-34a for cancer therapy
Xiao Z, et al.
Molecular & Cellular Oncology, 2(1), e977160-e977160 (2015)
Micellar delivery of miR-34a modulator rubone and paclitaxel in resistant prostate cancer
Wen D, et al.
Cancer Research, 77(12), 3244-3254 (2017)
Chong Chen et al.
Oncogene, 38(23), 4527-4539 (2019-02-12)
The altered metabolism and acidic microenvironment plays an important role in promoting tumor malignant characteristics. A small population of cancer stem cells (CSCs) were considered as a therapy target to reserve tumor relapse, resistance, and metastasis. However, the molecular mechanism

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