Lucidin

Natural component of Rubia tinctorum L CAS# 478-08-0

Lucidin

2D Structure

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3D structure

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Lucidin

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Chemical Properties of Lucidin

Cas No. 478-08-0 SDF Download SDF
PubChem ID 10163 Appearance Yellow powder
Formula C15H10O5 M.Wt 270.24
Type of Compound Anthraquinones Storage Desiccate at -20°C
Synonyms NSC 30546
Solubility DMSO : 6.67 mg/mL (24.68 mM; Need ultrasonic)
H2O : < 0.1 mg/mL (insoluble)
Chemical Name 1,3-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
SMILES C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)CO)O
Standard InChIKey AMIDUPFSOUCLQB-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H10O5/c16-6-10-11(17)5-9-12(15(10)20)14(19)8-4-2-1-3-7(8)13(9)18/h1-5,16-17,20H,6H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Lucidin

The root of Rubia cordifolia

Biological Activity of Lucidin

Description1. Lucidin and its derivatives are genotoxic, it is mutagenic at the hypoxanthine-guanine phosphoribosyl transferase gene locus.
TargetsDNA/RNA Synthesis

Lucidin Dilution Calculator

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Lucidin Molarity Calculator

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Preparing Stock Solutions of Lucidin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7004 mL 18.5021 mL 37.0041 mL 74.0083 mL 92.5104 mL
5 mM 0.7401 mL 3.7004 mL 7.4008 mL 14.8017 mL 18.5021 mL
10 mM 0.37 mL 1.8502 mL 3.7004 mL 7.4008 mL 9.251 mL
50 mM 0.074 mL 0.37 mL 0.7401 mL 1.4802 mL 1.8502 mL
100 mM 0.037 mL 0.185 mL 0.37 mL 0.7401 mL 0.9251 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Lucidin

Lucidin (NSC 30546) is a natural component of Rubia tinctorum L., which is mutagenic in bacteria and mammalian cells [1].

Hydroxyanthraquinones (HAs) are special organic compounds widely distributed in the plant kingdom. The HA plants have been used as laxatives and colorant for thousands of years. In the last century, HAs were also employed as medicine for the treatment of kidney stone. Lucidin is a HA extracted from the root of Rubia tinctorum L. that also known as madder. It was thought to be genotoxic in bacteria and mammalian cells [1].

Lucidin was found to be mutagenic in five Salmonella typhimurium strains without metabolic activation. Additionally, in Chinese hamster fibroblast V79 cells, lucidin was found to be mutagenic at the hypoxanthine-guanine phosphoribosyl transferase gene locus, which induced DNA single-strand breaks and DNA-protein cross-link. In primary rat hepatocytes and transformed C3H/ M2-mouse fibroblasts, it was observed lucidin might induce DNA repair synthesis [1].

In mouse model, when ACI rats were treated with 1-10% madder roots in the diet and control group without madder roots for 780 days, the dose-dependent increase of benign and malignant tumors were observed in liver and kidney. Additionally, DNA adducts were observed in liver, kidney and colon when treated with 10% madder root for two weeks. The formation of DNA adducts and mutagenicity was thought to be associated with lucidin which was contained in the madder roots [2].

References:
[1] Westendorf J et al. , The genotoxicity of lucidin, a natural component of Rubia tinctorum L., and lucidinethylether, a component of ethanolic Rubia extracts. Cell Biol Toxicol. 1988, 4(2):225-239.
[2] Westendorf J et al. , Carcinogenicity and DNA adduct formation observed in ACI rats after long-term treatment with madder root, Rubia tinctorum L. Carcinogenesis. 1998, 19(12):2163-2168.

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References on Lucidin

The genotoxicity of lucidin, a natural component of Rubia tinctorum L., and lucidinethylether, a component of ethanolic Rubia extracts.[Pubmed:3069188]

Cell Biol Toxicol. 1988 Jun;4(2):225-39.

The genotoxic activity of Lucidin (1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone), a natural component of Rubia tinctorum L., was tested in a battery of short-term tests. The compound was mutagenic in five Salmonella typhimurium strains without metabolic activation, but the mutagenicity was increased after addition of rat liver S9 mix. In V79 cells, Lucidin was mutagenic at the hypoxanthine-guanine phosphoribosyl transferase gene locus and active at inducing DNA single-strand breaks and DNA-protein cross-links as assayed by the alkaline elution method. Lucidin also induced DNA repair synthesis in primary rat hepatocytes and transformed C3H/M2-mouse fibroblasts in culture. We also investigated Lucidinethylether, which is formed from Lucidin by extraction of madder roots with boiling ethanol. This compound was also mutagenic in Salmonella, but only after addition of rat liver S9 mix. Lucidinethylether was weakly mutagenic to V79 cells which were cocultivated with rat hepatocytes. The compound did not induce DNA repair synthesis in hepatocytes from untreated rats, but positive results were obtained when hepatocytes from rats pretreated with phenobarbital were used. We conclude that Lucidin and its derivatives are genotoxic.

Description

Lucidin (NSC 30546) is a natural component of Rubia tinctorum L. lucidin is mutagenic in bacteria and mammalian cells.

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