yingweiwo

Incensole

Cat No.:V34496 Purity: ≥98%
Incensole is a 14-membered diterpenoid extracted from the essential oils and frankincense resin of the genus olefin.
Incensole
Incensole Chemical Structure CAS No.: 22419-74-5
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
5mg
10mg
100mg
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
Incensole is a 14-membered diterpenoid extracted from the essential oils and frankincense resin of the genus olefin. Incensole has anti~inflammatory and antidepressant effects due to its ability to activate ion channels in the brain to reduce anxiety or depression.
Incensole is a 14-membered macrocyclic diterpenoid (cembrane-type) first isolated in 1967 from Boswellia species. It occurs naturally in the essential oils and resins of frankincense, particularly in Boswellia papyrifera and Boswellia elongata. Incensole and its acetate derivative have demonstrated anti-inflammatory and anti-depressant activities, partly by activating ion channels in the brain. The compound has served as a precursor for several synthetic transformations, and its biosynthetic pathway from geranylgeranyl pyrophosphate (GGPP) via cyclization and epoxidation has been proposed. Incensole contributes to the overall pharmacological action of frankincense, which has been used traditionally for rheumatoid arthritis, ulcerative colitis, bronchial asthma, and multiple sclerosis. [1]
Biological Activity I Assay Protocols (From Reference)
Targets
- Nuclear factor-κB (NF-κB) ( Incensole is reported as an NF-κB inhibitor) [1]
- Signal transducer and activator of transcription 3 (STAT3): IC50 = 15.8 ± 2.88 μM (inhibition of IL-6-induced STAT3 activation) [1]
- Transient receptor potential vanilloid 3 (TRPV3) channel: EC50 = 2.1 ± 0.2 μM (stimulation of TRPV3-mediated calcium influx) [1]
ln Vitro
- In a TRPV3-mediated calcium influx assay, Incensole showed moderate potency with an EC50 value of 2.1 ± 0.2 μM; its efficacy was higher than that of incensole acetate. [1]
- Incensole potently inhibited IL-6-induced STAT3 activation in vitro with an IC50 of 15.8 ± 2.88 μM, whereas incensole acetate was inactive in this assay. [1]
- In HeLa cells stimulated with tumor necrosis factor α (TNFα), Incensole (along with incensole acetate) was identified as a nuclear factor-κB (NF-κB) inhibitor via bioassay-guided fractionation, though specific IC50 values for Incensole were not reported. [1]
- Incensole (1) was found to be a more potent inhibitor of STAT3 and NF-κB in cellular models compared to incensole acetate, suggesting that in vivo deacetylation of incensole acetate yields the active Incensole form. [1]
Enzyme Assay
- TRPV3-mediated calcium influx assay: Human TRPV3-expressing cells were loaded with a calcium-sensitive fluorescent dye. Incensole was added at various concentrations, and fluorescence changes (indicating intracellular calcium increase) were recorded. The EC50 value (2.1 ± 0.2 μM) was calculated from concentration-response curves. [1]
- STAT3 inhibition assay: Cells were stimulated with interleukin-6 (IL-6) to induce STAT3 activation. Incensole was incubated with the cells, and STAT3 phosphorylation or transcriptional activity was measured. The IC50 for inhibition of IL-6-induced STAT3 activation was determined as 15.8 ± 2.88 μM. [1]
Cell Assay
- HeLa cell NF-κB inhibition assay: HeLa cells were stimulated with TNFα in the presence or absence of Incensole. NF-κB activation was assessed by measuring IκBα degradation or NF-κB-driven reporter gene expression. Incensole was identified as an NF-κB inhibitor through bioassay-guided fractionation of Boswellia resin. [1]
- STAT3 activation assay: Cells were treated with IL-6 to induce STAT3 phosphorylation. Incensole was added at varying concentrations, and the level of STAT3 activation (e.g., by Western blot or reporter assay) was quantified to determine the IC50 of 15.8 ± 2.88 μM. [1]
ADME/Pharmacokinetics
- The reference indicates that incensole acetate is rapidly deacetylated in vivo to yield Incensole, suggesting that Incensole is the active metabolite responsible for the observed in vivo activities. No specific pharmacokinetic parameters (e.g., half-life, bioavailability, protein binding) for Incensole are provided. [1]
References

[1]. Distribution of the anti-inflammatory and anti-depressant compounds: Incensole and incensole acetate in genus Boswellia. Phytochemistry. 2019 May;161:28-40.

Additional Infomation
It has been reported that Boswellia sacra and Sarcophyton glaucum contain (1R,2S,5E,9E,12S)-1,5,9-trimethyl-12-propyl-2-yl-15-oxabicyclo[10.2.1]pentadecano-5,9-dien-2-ol, and there is relevant data.
- Incensole is a cembrane-type diterpene found predominantly in Boswellia papyrifera and Boswellia elongata, while other Boswellia species (e.g., Boswellia sacra, Boswellia carteri, Boswellia serrata) contain only trace amounts or none. [1]
- The biosynthetic pathway of Incensole is proposed to start from geranylgeranyl pyrophosphate (GGPP) via 1,14-cyclization to form a 14-membered ring, followed by epoxidation and intramolecular cyclization. Serratol is suggested as a biosynthetic precursor. [1]
- Incensole has been used as a precursor for synthetic transformations, including acylation, epoxidation, and oxidation to generate analogs with modified biological activities. [1]
- The compound contributes to the anti-inflammatory and antidepressant effects of frankincense, alongside boswellic acids. Its mechanism involves inhibition of NF-κB and STAT3, as well as activation of TRPV3 channels. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H34O2
Molecular Weight
306.4828
Exact Mass
306.256
CAS #
22419-74-5
PubChem CID
44583885
Appearance
Colorless to light yellow liquid
LogP
5.167
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
22
Complexity
449
Defined Atom Stereocenter Count
3
SMILES
O1[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])C(C([H])([H])[H])=C([H])C([H])([H])C([H])([H])C(C([H])([H])[H])=C([H])C([H])([H])[C@]1(C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C2([H])[H])O[H] |t:18,31|
InChi Key
SSBZLMMXFQMHDP-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H34O2/c1-15(2)20-12-11-17(4)8-6-7-16(3)9-10-18(21)19(5,22-20)13-14-20/h7,11,15,18,21H,6,8-10,12-14H2,1-5H3
Chemical Name
1,5,9-trimethyl-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-2-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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 : ~250 mg/mL (~815.71 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.79 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 20.8 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.

Solubility in Formulation 2: ≥ 2.08 mg/mL (6.79 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2629 mL 16.3143 mL 32.6286 mL
5 mM 0.6526 mL 3.2629 mL 6.5257 mL
10 mM 0.3263 mL 1.6314 mL 3.2629 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