yingweiwo

Oxyberberine (Ketoberberine)

Alias: Berlambine Ketoberberine Oxyberberine
Cat No.:V21443 Purity: ≥98%
Oxyberberine (Oxyberberin) is a naturally occurring alkaloid.
Oxyberberine (Ketoberberine)
Oxyberberine (Ketoberberine) Chemical Structure CAS No.: 549-21-3
Product category: New12
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
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Oxyberberine (Oxyberberin) is a naturally occurring alkaloid.
Oxyberberine (Ketoberberine) (CAS#: 549-21-3, molecular weight 337.32, molecular formula C20H17NO4) is a natural isoquinoline alkaloid derived from berberine. It is also known as 8-oxoberberine. Oxyberberine has been studied for its diverse pharmacological activities, including anti-inflammatory, antimicrobial, and anticancer properties. It is a metabolite of berberine and has been investigated for its potential therapeutic applications. The compound is a research tool for studying alkaloid pharmacology.
Biological Activity I Assay Protocols (From Reference)
Targets
Oxyberberine targets various cellular pathways and enzymes. As an isoquinoline alkaloid, it interacts with multiple molecular targets, including topoisomerases, protein kinases, and inflammatory mediators. Its anti-inflammatory activity is mediated through inhibition of NF-κB and other inflammatory signaling pathways. Its antimicrobial activity is attributed to its ability to interfere with bacterial DNA and protein synthesis. Its anticancer effects involve induction of apoptosis and cell cycle arrest.
ln Vitro
In vitro, oxyberberine exhibits anti-inflammatory, antimicrobial, and anticancer activities. It reduces the production of pro-inflammatory cytokines in various cell types. Its antimicrobial activity has been demonstrated against various bacteria and fungi. Its anticancer effects include induction of apoptosis and inhibition of cell proliferation in various cancer cell lines. These activities have been characterized in various in vitro systems.
ln Vivo
In vivo, oxyberberine has demonstrated anti-inflammatory and anticancer effects in animal models. The compound has been shown to reduce inflammation in models of inflammatory diseases. Its anticancer activity has been evaluated in tumor xenograft models. Its in vivo efficacy supports its potential for therapeutic applications. Specific dosing regimens and detailed efficacy data are available in the scientific literature.
Enzyme Assay
In vitro enzyme assays for oxyberberine involve measuring its effects on enzymes involved in inflammation and cancer. Topoisomerase inhibition is assessed using purified topoisomerase enzymes and DNA substrates. Kinase inhibition is assessed using kinase activity assays. Anti-inflammatory activity can be evaluated by measuring inhibition of COX-2 or iNOS. These assays provide mechanistic insights into the compound's activities.
Cell Assay
In vitro cell-based assays for oxyberberine involve treating various cell types with the compound to assess its effects on cell viability, inflammation, and signaling. Cytokine production is measured by ELISA. Cell viability is measured using MTT or similar assays. Apoptosis is quantified by flow cytometry or caspase activity assays. Signaling pathway modulation is analyzed by Western blotting. These assays characterize the compound's pharmacological activities.
Animal Protocol
In vivo animal experiments for oxyberberine have been conducted in models of inflammation and cancer. Animals are treated with oxyberberine orally or via injection. Anti-inflammatory effects are assessed by measuring inflammatory markers and tissue histology. Anticancer effects are evaluated in tumor xenograft models. Efficacy endpoints depend on the specific model being studied.
ADME/Pharmacokinetics
Oxyberberine has a molecular weight of 337.32 and a molecular formula of C20H17NO4. It is a natural isoquinoline alkaloid derived from berberine. It is also known as 8-oxoberberine. The compound is typically soluble in organic solvents. It is typically stored under recommended conditions for natural products. Its physical and chemical properties are consistent with isoquinoline alkaloids.
Toxicity/Toxicokinetics
Specific toxicity data for oxyberberine is not extensively reported. As a natural alkaloid, its safety profile is related to its biological activities. The compound may have cytotoxic effects at high concentrations. Comprehensive toxicological studies would be required for therapeutic development. Standard safety precautions should be taken when handling the compound.
References

[1]. Rapid screening for the adulterants of Berberis aristata using direct analysis in real-time mass spectrometry and principal component analysis for discrimination. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(6):799.

Additional Infomation
Oxyberberine has been reported in Arcangelisia gusanlung, Thalictrum foliolosum, and other organisms with available data.
Oxyberberine (8-oxoberberine) is a natural isoquinoline alkaloid derived from berberine. It has anti-inflammatory, antimicrobial, and anticancer properties. The compound is a metabolite of berberine. Oxyberberine has been investigated for its potential therapeutic applications. It is a research compound used in alkaloid pharmacology studies.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H17NO5
Molecular Weight
351.36
Exact Mass
351.11
CAS #
549-21-3
PubChem CID
11066
Appearance
Light yellow to yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
611.5±55.0 °C at 760 mmHg
Melting Point
200-201ºC
Flash Point
323.6±31.5 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.691
LogP
3.87
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
26
Complexity
607
Defined Atom Stereocenter Count
0
InChi Key
ZHYQCBCBTQWPLC-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H17NO5/c1-23-15-4-3-12-7-14-13-9-17-16(25-10-26-17)8-11(13)5-6-21(14)20(22)18(12)19(15)24-2/h3-4,7-9H,5-6,10H2,1-2H3
Chemical Name
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaen-14-one
Synonyms
Berlambine Ketoberberine Oxyberberine
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
DMSO : ~16.67 mg/mL (~47.45 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2 mg/mL (5.69 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2 mg/mL (5.69 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8461 mL 14.2304 mL 28.4608 mL
5 mM 0.5692 mL 2.8461 mL 5.6922 mL
10 mM 0.2846 mL 1.4230 mL 2.8461 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.
/

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.)
+
+
+

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.

Contact Us