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Bisabolol oxide A

Alias: Bisabolol oxide A
Cat No.:V62321 Purity: ≥98%
Bisabolol oxide A has anti-inflammatory activity such as reducing swelling, is orally active, and can be used in pain relief research.
Bisabolol oxide A
Bisabolol oxide A Chemical Structure CAS No.: 22567-36-8
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
Other Sizes
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Product Description
Bisabolol oxide A has anti-inflammatory activity such as reducing swelling, is orally active, and can be used in pain relief research.
Bisabolol oxide A (CAS# 22567-36-8) is a naturally occurring sesquiterpene oxide with the molecular formula C15H26O2 and a molecular weight of 238.37. Also known as (-)-α-bisabolol oxide A, it is derived from α-bisabolol and commonly found in chamomile (Matricaria chamomilla) and other aromatic plants. Bisabolol oxide A is one of the main constituents of German chamomile and is supposed to be principal in some bioactivities such as anti-inflammatory, gastrointestinal, and antipruritic actions. The compound has a purity of ≥95.0% and is slightly soluble in water.
Biological Activity I Assay Protocols (From Reference)
Targets
Bisabolol oxide A targets inflammatory pathways, contributing to anti-inflammatory, gastrointestinal, and antipruritic actions. As a sesquiterpene oxide from chamomile, it modulates inflammatory responses. The compound's mechanism involves the modulation of inflammatory mediators and signaling pathways. Its anti-inflammatory activity makes it valuable for research in inflammation and skin conditions. Further research is needed to identify its specific molecular targets and mechanisms of action.
ln Vitro
In vitro studies have demonstrated that Bisabolol oxide A exhibits anti-inflammatory, gastrointestinal, and antipruritic actions. As one of the main constituents of German chamomile, its bioactivities have been characterized. The compound's anti-inflammatory effects have been evaluated in various in vitro systems. These in vitro findings support its potential applications in inflammation research and natural product pharmacology.
ln Vivo
In vivo studies of Bisabolol oxide A are limited as the compound is primarily used as a research chemical. As a component of German chamomile, it contributes to the plant's traditional uses for inflammation and gastrointestinal conditions. Its anti-inflammatory and antipruritic actions suggest potential for in vivo evaluation in models of inflammation and skin conditions. However, comprehensive in vivo pharmacological studies specifically targeting Bisabolol oxide A are not well documented.
Enzyme Assay
In vitro enzyme inhibition assays for Bisabolol oxide A typically involve testing its anti-inflammatory activity. Anti-inflammatory activity is assessed by measuring inhibition of inflammatory enzyme activity or cytokine production. The compound's purity (≥95.0%) and identity are confirmed using analytical chemistry methods such as nuclear magnetic resonance spectroscopy, high-performance liquid chromatography, and mass spectrometry. All assays are performed with appropriate controls and standardized protocols.
Cell Assay
In vitro cell-based assays for Bisabolol oxide A involve culturing immune cells to evaluate its anti-inflammatory effects. Cells are treated with varying concentrations of the compound and stimulated with inflammatory stimuli. Pro-inflammatory cytokine production is measured by ELISA. Cell viability is assessed using MTT or similar colorimetric assays to ensure that observed effects are not due to cytotoxicity. All experiments are performed in triplicate with appropriate controls to ensure statistical reliability.
Animal Protocol
In vivo animal experiments for Bisabolol oxide A would be conducted to evaluate its anti-inflammatory and antipruritic activities. Animals with induced inflammation or pruritus would be treated with the compound and symptoms assessed. Parameters assessed would include inflammatory markers, skin condition, and histopathology. Control groups receiving vehicle alone would be included for comparison. All procedures would comply with institutional animal care and use committee guidelines.
ADME/Pharmacokinetics
The pharmacokinetic properties of Bisabolol oxide A reflect its nature as a sesquiterpene oxide. It has a molecular weight of 238.37 and the molecular formula C15H26O2. The compound is slightly soluble in water (1 g/L at 25°C). As a lipophilic sesquiterpene, it would be absorbed through the gastrointestinal tract and distributed throughout the body. Complete pharmacokinetic profiling would require further systematic studies.
Toxicity/Toxicokinetics
The toxicity profile of Bisabolol oxide A has been evaluated in the context of its use as a research chemical. As a naturally occurring component of chamomile, it is expected to have a favorable safety profile at research concentrations. The compound has a purity of ≥95.0%. Proper handling procedures including use of personal protective equipment are recommended when working with pure compound. The compound is not approved for human therapeutic use and is intended for research purposes only.
References

[1]. Seven New Sesquiterpene Lactones from Eupatorium chinense. Chinese Journal of Chemistry, 2005, 23, 1530-1536.

Additional Infomation
Bisabolol oxide A belongs to the oxacyclohexane class of compounds. It has been reported that bisabolol oxide A is found in chamomile (Matricaria chamomilla), and relevant data is available. See also: Chamomile (partial).
Bisabolol oxide A (CAS# 22567-36-8) is also known as (-)-α-bisabolol oxide A. It has the molecular formula C15H26O2 and a molecular weight of 238.37. The compound is a naturally occurring sesquiterpene oxide derived from α-bisabolol and found in chamomile. It is one of the main constituents of German chamomile with anti-inflammatory, gastrointestinal, and antipruritic actions. The compound has a purity of ≥95.0%.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H26O2
Molecular Weight
238.37
Exact Mass
238.193
CAS #
22567-36-8
PubChem CID
13092559
Appearance
Colorless to light yellow liquid
Density
0.982 g/cm3
Boiling Point
327.7ºC at 760 mmHg
Flash Point
125.9ºC
Vapour Pressure
1.5E-05mmHg at 25°C
Index of Refraction
1.49
LogP
3.441
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
17
Complexity
319
Defined Atom Stereocenter Count
3
SMILES
CC1CC[C@H]([C@@]2(CC[C@H](O)C(C)(C)O2)C)CC=1
InChi Key
WJHRAVIQWFQMKF-IPYPFGDCSA-N
InChi Code
InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3/t12-,13+,15+/m1/s1
Chemical Name
(3S,6S)-2,2,6-trimethyl-6-[(1S)-4-methylcyclohex-3-en-1-yl]oxan-3-ol
Synonyms
Bisabolol oxide A
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)
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 4.1952 mL 20.9758 mL 41.9516 mL
5 mM 0.8390 mL 4.1952 mL 8.3903 mL
10 mM 0.4195 mL 2.0976 mL 4.1952 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
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  • 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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