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Lycobetaine

Cat No.:V34446 Purity: ≥98%
Lycobetaine is natural product of the alkaloid class.
Lycobetaine
Lycobetaine Chemical Structure CAS No.: 72510-04-4
Product category: Natural Products
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
500mg
250mL
Other Sizes

Other Forms of Lycobetaine:

  • Lycobetaine acetate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Lycobetaine is natural product of the alkaloid class.
Lycobetaine (CAS 72510-04-4), also known as Ungeremine, is a natural alkaloid with diverse biological activities. It is a potential biofungicide against Penicillium roqueforti and Aspergillus niger. Lycobetaine has strong antibacterial activity against Flavobacterium columnare. It effectively targets mammalian as well as bacterial type I and type II topoisomerases. It shows strong acetylcholinesterase inhibitory activity with an IC50 value of 0.35 μM. It also has antiprotozoal activity against Trypanosoma brucei rhodesiense and T. cruzi.
Biological Activity I Assay Protocols (From Reference)
Targets
Lycobetaine targets multiple molecular targets. It effectively inhibits mammalian and bacterial type I and type II topoisomerases, enzymes essential for DNA replication and transcription. It shows strong acetylcholinesterase (AChE) inhibitory activity with an IC50 of 0.35 μM, making it relevant for neurological research. Its antimicrobial activity against fungi and bacteria suggests additional targets related to pathogen survival. The compound can inhibit mitochondrial membrane potential, which may be useful in treating viral infections and autoimmune diseases. Its diverse target profile underlies its broad-spectrum biological activities.
ln Vitro
In vitro, Lycobetaine has demonstrated potent antimicrobial and enzyme inhibitory activities. It is a potential biofungicide against Penicillium roqueforti and Aspergillus niger. It has strong antibacterial activity against Flavobacterium columnare. It shows strong acetylcholinesterase inhibitory activity with an IC50 value of 0.35 μM. It has antiprotozoal activity, showing good activity in vitro against Trypanosoma brucei rhodesiense and T. cruzi. Lycobetaine can inhibit mitochondrial membrane potential, which may contribute to its antimicrobial and potential antiviral effects.
ln Vivo
In vivo, Lycobetaine has been studied for its potential in treating various conditions. Its acetylcholinesterase inhibitory activity suggests potential for treating symptoms of Alzheimer's disease and other neurological disorders. Its ability to inhibit mitochondrial membrane potential may be useful in treating viral infections and autoimmune diseases. However, detailed in vivo efficacy and safety data are limited. The compound is primarily used in research applications. Further studies are needed to fully characterize its in vivo biological activity, therapeutic potential, and safety profile. The compound is intended for research use only.
Enzyme Assay
For in vitro biochemical assays, Lycobetaine is evaluated for its enzyme inhibitory and antimicrobial activities. Acetylcholinesterase inhibition is measured using Ellman's assay with acetylthiocholine as substrate, determining IC50 values (0.35 μM). Topoisomerase inhibition is assessed using enzyme activity assays with supercoiled DNA substrates. Antimicrobial activity is evaluated using broth microdilution or agar diffusion methods to determine minimum inhibitory concentrations (MIC) against fungi and bacteria. Antiprotozoal activity is assessed using parasite viability assays. Mitochondrial membrane potential can be measured using fluorescent dyes such as JC-1. These cell-free and cell-based assays help characterize the compound's multiple biological activities.
Cell Assay
In vitro cellular assays for Lycobetaine are performed using various cell types including cancer cells, neuronal cells, and pathogen cultures. Cells are cultured in standard media and treated with the compound at various concentrations. Acetylcholinesterase activity is measured in cell lysates using colorimetric assays. Cell viability is assessed using MTT or trypan blue exclusion assays. Apoptosis is evaluated by measuring caspase activity and mitochondrial membrane potential. Antimicrobial activity is tested against bacterial and fungal cultures. Antiprotozoal activity is assessed using parasite cultures. These cellular assays help validate the compound's enzyme inhibitory and antimicrobial activities.
Animal Protocol
In vivo animal experiments with Lycobetaine are limited. As a compound with acetylcholinesterase inhibitory activity, it could be studied in models of Alzheimer's disease or other neurological disorders. Its antimicrobial and antiprotozoal activities suggest potential for studying infection models. The compound could be administered via oral gavage, intraperitoneal injection, or intravenous injection. Efficacy endpoints would depend on the specific disease model and could include cognitive function improvement, pathogen load reduction, or survival. Researchers should consult the primary literature for any available in vivo protocols and data. The compound's safety and tolerability would be monitored through body weight, clinical signs, and histopathology.
ADME/Pharmacokinetics
Pharmacokinetic properties of Lycobetaine are not extensively documented. As an alkaloid with a molecular weight of 266.27, it is expected to have moderate oral bioavailability and good tissue distribution. The compound is soluble in ethanol (5 mg/mL). Detailed PK parameters such as half-life, Cmax, Tmax, AUC, and protein binding are not available in the literature. The compound should be stored as a powder at -20°C for up to three years and in solution at -80°C for up to one year. Researchers should consult the primary literature for any available pharmacokinetic data.
Toxicity/Toxicokinetics
The toxicological profile of Lycobetaine is not extensively characterized. As a natural alkaloid with diverse biological activities, it may have dose-dependent toxicity at high concentrations. The compound's ability to inhibit mitochondrial membrane potential suggests potential for cytotoxicity. Comprehensive toxicity studies including acute, subchronic, and chronic toxicity assessments are limited. The compound is intended for research use only and not for human therapeutic applications. Researchers should follow standard laboratory safety practices when handling Lycobetaine. Its effects at high concentrations and potential interactions with other drugs or compounds have not been fully investigated.
Additional Infomation
According to reports, snow lotus, sea pelt, and other organisms with available data contain ungeremine.
Lycobetaine is a valuable research tool for studying acetylcholinesterase inhibition, topoisomerase function, and antimicrobial activity. Its potent AChE inhibition (IC50 = 0.35 μM) makes it useful for investigating cholinergic signaling and developing treatments for neurological disorders such as Alzheimer's disease. Its ability to target both mammalian and bacterial topoisomerases provides opportunities for studying DNA replication and developing antimicrobial agents. The compound's broad-spectrum antimicrobial and antiprotozoal activities make it relevant for infectious disease research. Lycobetaine's effects on mitochondrial membrane potential are relevant for studies on mitochondrial function and cell death.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12NO3
Molecular Weight
266.2714
Exact Mass
266.081
CAS #
72510-04-4
Related CAS #
61221-41-8 (acetate salt)
PubChem CID
159646
Appearance
Typically exists as solid at room temperature
LogP
3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
20
Complexity
403
Defined Atom Stereocenter Count
0
SMILES
O1C([H])([H])OC2=C1C([H])=C1C(=C2[H])C([H])=[N+]2C([H])([H])C([H])([H])C3C([H])=C(C([H])=C1C2=3)O[H]
InChi Key
DFQOXFIPAAMFAU-UHFFFAOYSA-O
InChi Code
InChI=1S/C16H11NO3/c18-11-3-9-1-2-17-7-10-4-14-15(20-8-19-14)6-12(10)13(5-11)16(9)17/h3-7H,1-2,8H2/p+1
Chemical Name
5,7-dioxa-12-azoniapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-1(18),2,4(8),9,11,15(19),16-heptaen-17-ol
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 : PEG300Tween 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 : PEG300Tween 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 3.7556 mL 18.7779 mL 37.5559 mL
5 mM 0.7511 mL 3.7556 mL 7.5112 mL
10 mM 0.3756 mL 1.8778 mL 3.7556 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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