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MedKoo Cat#: 461536 | Name: Rubimaillin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Rubimaillin, also known as Mollugin, is a naphthohydroquinone that has been shown to be a dual inhibitor of ACAT1 and ACAT2, but is more selective for the ACAT2 isozyme.

Chemical Structure

Rubimaillin
Rubimaillin
CAS#55481-88-4

Theoretical Analysis

MedKoo Cat#: 461536

Name: Rubimaillin

CAS#: 55481-88-4

Chemical Formula: C17H16O4

Exact Mass: 284.1049

Molecular Weight: 284.31

Elemental Analysis: C, 71.82; H, 5.67; O, 22.51

Price and Availability

Size Price Availability Quantity
1mg USD 210.00 2 weeks
5mg USD 370.00 2 weeks
10mg USD 555.00 2 weeks
25mg USD 1,000.00 2 weeks
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Related CAS #
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Synonym
Rubimaillin; Mollugin;
IUPAC/Chemical Name
methyl 6-hydroxy-2,2-dimethyl-2H-benzo[h]chromene-5-carboxylate
InChi Key
VLGATXOTCNBWIT-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H16O4/c1-17(2)9-8-12-13(16(19)20-3)14(18)10-6-4-5-7-11(10)15(12)21-17/h4-9,18H,1-3H3
SMILES Code
O=C(C1=C(C=CC(C)(C)O2)C2=C3C=CC=CC3=C1O)OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO and chloroform
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Certificate of Analysis
View CoA: current batch, Lot#C20M02C18
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Rubimaillin induces S-phase arrest of HepG2 cells, and increased intracellular reactive oxygen species levels. Rubimaillin induces DNA damage in HepG2 cells, as well as an increase in the expression of p-H2AX. Rubimaillin shows anti-cancer effect by inhibiting TNF-α-induced NF-κB activation. Rubimaillin enhances the osteogenic action of BMP-2 (bone morphogenetic protein 2) via the p38-Smad signaling pathway.
In vitro activity:
Rubimaillin was shown to have a strong inhibitory effect on HepG2 cells, inducing the S-phase arrest of HepG2 cells and increasing intracellular ROS levels. Comet assay demonstrated that Rubimaillin induced DNA damage in HepG2 cells. Additionally, Rubimaillin induced changes in cyclin A2 and CDK2. Reference: Chem Biol Interact. 2022 Feb 1;353:109805. https://pubmed.ncbi.nlm.nih.gov/35007525/
In vivo activity:
Rubimaillin ameliorated allergic airway inflammation by inhibiting Th2 response and macrophage polarization. Rubimaillin mitigated shrimp tropomyosin (ST)-induced elevation of arginase-1 expression and macrophage levels in the lungs and bronchoalveolar lavage fluid, respectively. In ST-stimulated mouse primary splenocytes, Rubimaillin notably inhibited IL-4 and IL-5 production and downregulated PARP1 and PAR protein expression. Reference: Eur J Pharmacol. 2023 May 5;946:175630. https://pubmed.ncbi.nlm.nih.gov/36871665/
Solvent mg/mL mM comments
Solubility
Chloroform 30.0 105.52
DMSO 56.0 196.97
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 284.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Ke XG, Xiong YY, Yu B, Yuan C, Chen PY, Yang YF, Wu HZ. Mollugin induced oxidative DNA damage via up-regulating ROS that caused cell cycle arrest in hepatoma cells. Chem Biol Interact. 2022 Feb 1;353:109805. doi: 10.1016/j.cbi.2022.109805. Epub 2022 Jan 8. PMID: 35007525. 2. Cai F, Guo S, Huang S, Li J, Liu W. Rubimaillin suppresses proliferation, migration and invasion of prostate cancer cells via the Notch-1/MMP signaling pathway. Cell Mol Biol (Noisy-le-grand). 2020 May 15;66(2):130-134. PMID: 32415939. 3. Wang Z, Cui X, Yan W, Liu N, Shang J, Yi X, Guo T, Wei X, Sun Y, Hu H, Ma W, Cui W, Chen L. Mollugin activates GLP-1R to improve cognitive dysfunction in type 2 diabetic mice. Life Sci. 2023 Aug 21;331:122026. doi: 10.1016/j.lfs.2023.122026. Epub ahead of print. PMID: 37607641. 4. Li X, Hou R, Ding H, Gao X, Wei Z, Qi T, Fang L. Mollugin ameliorates murine allergic airway inflammation by inhibiting Th2 response and M2 macrophage activation. Eur J Pharmacol. 2023 May 5;946:175630. doi: 10.1016/j.ejphar.2023.175630. Epub 2023 Mar 4. PMID: 36871665.
In vitro protocol:
1. Ke XG, Xiong YY, Yu B, Yuan C, Chen PY, Yang YF, Wu HZ. Mollugin induced oxidative DNA damage via up-regulating ROS that caused cell cycle arrest in hepatoma cells. Chem Biol Interact. 2022 Feb 1;353:109805. doi: 10.1016/j.cbi.2022.109805. Epub 2022 Jan 8. PMID: 35007525. 2. Cai F, Guo S, Huang S, Li J, Liu W. Rubimaillin suppresses proliferation, migration and invasion of prostate cancer cells via the Notch-1/MMP signaling pathway. Cell Mol Biol (Noisy-le-grand). 2020 May 15;66(2):130-134. PMID: 32415939.
In vivo protocol:
1. Wang Z, Cui X, Yan W, Liu N, Shang J, Yi X, Guo T, Wei X, Sun Y, Hu H, Ma W, Cui W, Chen L. Mollugin activates GLP-1R to improve cognitive dysfunction in type 2 diabetic mice. Life Sci. 2023 Aug 21;331:122026. doi: 10.1016/j.lfs.2023.122026. Epub ahead of print. PMID: 37607641. 2. Li X, Hou R, Ding H, Gao X, Wei Z, Qi T, Fang L. Mollugin ameliorates murine allergic airway inflammation by inhibiting Th2 response and M2 macrophage activation. Eur J Pharmacol. 2023 May 5;946:175630. doi: 10.1016/j.ejphar.2023.175630. Epub 2023 Mar 4. PMID: 36871665.
1: Yang HS, Wang J, Guo C, Liu W, Chen YY, Wei JF, Kang WY. Simultaneous determination of alizarin and rubimaillin in Rubia cordifolia by ultrasound-assisted ionic liquid-reversed phase liquid chromatography. Zhongguo Zhong Yao Za Zhi. 2015 Jul;40(13):2617-23. PubMed PMID: 26697688. 2: Chen X, Wang K, Shan MQ, Ding AW. [Simultaneous determination of four quinone compounds in carbonized Rubiae Radix et Rhizoma by UPLC]. Zhongguo Zhong Yao Za Zhi. 2012 Oct;37(19):2922-5. Chinese. PubMed PMID: 23270235. 3: Matsuda D, Ohshiro T, Ohba M, Jiang W, Hong B, Si S, Tomoda H. The molecular target of rubimaillin in the inhibition of lipid droplet accumulation in macrophages. Biol Pharm Bull. 2009 Aug;32(8):1317-20. PubMed PMID: 19652367.