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Lucidin ethyl ether

Cat No.:V24490 Purity: ≥98%
Lucidin ω-ethyl ether (compound 17) is an anthraquinone metabolite extracted from the root part of Prismatomeris filamentosa tree.
Lucidin ethyl ether
Lucidin ethyl ether Chemical Structure CAS No.: 17526-17-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price
500mg
1g
Other Sizes
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Product Description
Lucidin ω-ethyl ether (compound 17) is an anthraquinone metabolite extracted from the root part of Prismatomeris filamentosa tree. It has certain anti-bacterial effect against Gram-positive (Gram+) and Gram-negative (Gram-) bacteria.
Lucidin ethyl ether is an anthraquinone metabolite isolated from the root part of Prismatomeris filamentosa and also found in Rubia extracts. Its chemical name is 1,3-dihydroxy-2-ethoxymethyl-9,10-anthracenedione, and it has a molecular formula of C17H14O5 and a molecular weight of 298.29. The compound is also known as ibericin. It demonstrates antibacterial activity against both Gram-positive and Gram-negative bacteria, making it a compound of interest for natural product research and antimicrobial development.
Biological Activity I Assay Protocols (From Reference)
Targets
Not definitively established. The compound demonstrates antibacterial activity against Gram-positive and Gram-negative bacteria, but the specific molecular target has not been identified. As an anthraquinone derivative, it may act through mechanisms common to this class, including DNA intercalation, inhibition of topoisomerase, or disruption of bacterial membrane function. No specific enzyme or receptor target has been reported in available literature.
ln Vitro
Lucidin ethyl ether demonstrates antibacterial activity against both Gram-positive and Gram-negative bacteria. In a direct comparative study, lucidin-ω-ethyl ether demonstrated a minimum inhibitory concentration (MIC) of 156 µg/mL against Staphylococcus aureus. The compound is an anthraquinone metabolite isolated from Prismatomeris filamentosa with some antibacterial activity. Quantitative potency data against other bacterial strains are not extensively reported in available literature.
ln Vivo
No specific in vivo efficacy data are reported for Lucidin ethyl ether in animal models. The compound has been characterized primarily for its in vitro antibacterial activity. No pharmacokinetic, toxicological, or efficacy data in animal models are available. Its primary utility is as a research tool for studying natural product-derived antimicrobial agents.
Enzyme Assay
Representative protocol: Antibacterial activity is assessed using the microdilution broth method. Test compound is serially diluted in Mueller-Hinton broth in 96-well plates. Bacterial inocula are prepared from overnight cultures and adjusted to a standard density (e.g., 5 × 10^5 CFU/mL). The inoculated plates are incubated at 37°C for 18–24 hours. The minimum inhibitory concentration (MIC) is defined as the lowest concentration of compound that completely inhibits visible bacterial growth, determined by optical density measurement at 600 nm. For Gram-positive bacteria, Staphylococcus aureus is commonly used; for Gram-negative bacteria, Escherichia coli is used.
Cell Assay
Representative protocol: For cell-based antibacterial assays, bacterial cells are cultured in appropriate media and treated with serial dilutions of test compound. Bacterial growth is monitored by measuring optical density at 600 nm at regular intervals over 18–24 hours. For mammalian cell cytotoxicity, cell lines such as HEK293 or HeLa are plated in 96-well plates and treated with serial dilutions of Lucidin ethyl ether for 24–72 hours. Cell viability is assessed using MTT or resazurin reduction assays. However, no specific mammalian cell assay data have been reported, and the compound's primary activity is antibacterial.
Animal Protocol
Representative protocol: No established in vivo protocol has been reported for Lucidin ethyl ether. A general approach for evaluating antibacterial compounds in vivo involves using mouse models of systemic or localized bacterial infection. Mice are infected with a lethal or sublethal dose of bacteria (e.g., Staphylococcus aureus or Escherichia coli) via intraperitoneal or intravenous injection. Test compound is administered at various doses and routes (e.g., oral, intraperitoneal) at specified time intervals after infection. Survival rates and bacterial burden in tissues (e.g., blood, liver, spleen) are monitored. However, no such studies have been reported for this compound.
References

[1]. New anthracene and anthraquinone metabolites from Prismatomeris filamentosa and their antibacterial activities. Nat Prod Res. 2021 May;35(10):1582-1589.

Additional Infomation
According to reports, madder, Indian thorn, and other organisms with available data contain leucine ether.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H14O5
Molecular Weight
298.29006
Exact Mass
298.084
CAS #
17526-17-9
PubChem CID
28578
Appearance
Typically exists as solid at room temperature
Density
1.409g/cm3
Boiling Point
540.6ºC at 760 mmHg
Flash Point
203.7ºC
Vapour Pressure
2.67E-12mmHg at 25°C
Index of Refraction
1.662
Source
Originated from plants: Rubiaceae Prismatomeris filamentosa Craib
LogP
2.409
tPSA
83.83
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
22
Complexity
448
Defined Atom Stereocenter Count
0
SMILES
CCOCC1C(O)=CC2C(C3=CC=CC=C3C(=O)C=2C=1O)=O
InChi Key
VRARPPQMEQUQET-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14O5/c1-2-22-8-12-13(18)7-11-14(17(12)21)16(20)10-6-4-3-5-9(10)15(11)19/h3-7,18,21H,2,8H2,1H3
Chemical Name
2-(ethoxymethyl)-1,3-dihydroxyanthracene-9,10-dione
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3524 mL 16.7622 mL 33.5244 mL
5 mM 0.6705 mL 3.3524 mL 6.7049 mL
10 mM 0.3352 mL 1.6762 mL 3.3524 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration: mg/mL;

Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution 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 stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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