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Alizarin P450 (e.g. CYP17) inhibitor

Cat.No.S2526

Alizarin is a red coloring mordant dye extracted from the roots of madder plants (Rubia tinctorum L). This compound strongly inhibits P450 isoform CYP1A1, CYP1A2, and CYP1B1 with IC50 of 6.2 μM, 10.0 μM, and 2.7 μM, respectively in an enzymatic assay. There are also literature reports this chemical increases the CYP1A1 enzymatic activity and acts as an agonist to the AHR receptor in HepG2 cells.
Alizarin P450 (e.g. CYP17) inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 240.21

Quality Control

Batch: S252601 DMSO]48 mg/mL]false]Water]Insoluble]false]Ethanol]Insoluble]false Purity: 99.19%
99.19

Chemical Information, Storage & Stability

Molecular Weight 240.21 Formula

C14H8O4

Storage (From the date of receipt)
CAS No. 72-48-0 Download SDF Storage of Stock Solutions

Synonyms Anthraquinonic Smiles C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)O

Solubility

In vitro
Batch:

DMSO : 48 mg/mL ( (199.82 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : Insoluble

Ethanol : Insoluble

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
Batch:

In vivo Formulation Calculator (Clear solution)

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Mechanism of Action

Targets/IC50/Ki
AhR [2]
CYP1B1 [1]
2.7 μM
CYP1A1 [1]
6.2 μM
CYP1A2 [1]
10.0 μM
In vitro
Alizarin weakly inhibits CYP2A6 and CYP2E1. This compound shows competitive inhibition against CYP1B1 with Ki of 0.5 μM. It reduces the mutagenicity of MeIQx, which induced by each CYP1A2 or CYP1B1, while does not effectively reduce the mutation induced by B[a]P. [1] This chemical exhibits antioxidants against iodophenol-derived phenoxyl radicals, superoxide anion radicals and lipid peroxidation in rat liver microsomes. [2]
In vivo
Alizarin also reduces the hepatic content of thiobarbituric acid-reactive substances and the serum level of alanine aminotransferase in poisoned animals. [2]
References

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