Art. -Nr.: HY-N3544

Caryophyllene oxide

(Synonyms: (-)-Caryophyllene oxide)

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Caryophyllene oxide ((-)-Caryophyllene oxide) is a bicyclic sesquiterpene with anticancer effects. Caryophyllene oxide induces apoptosis of PC-3 cells. Caryophyllene oxide shows analgesic and anti-inflammatory activities. Caryophyllene oxide has insecticidal, antioxidant, antimicrobial, antifungal, and antiparasitic properties.

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Reinheit: 99.71%
CAS. Nr.: 1139-30-6
Formel: C₁₅H₂₄O
Molecular Weight:220.35

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Caryophyllene oxide Chemical Structure

CAS. Nr.: 1139-30-6

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Biologische Aktivität
- Beschreibung
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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In Vitro

Caryophyllene oxide shows IC₅₀ values of 22.86 µg/mL and 44.78 µg/mL in PC-3 and MRC5 normal cells, respectively^[2].
Caryophyllene oxide (103.7 μM; 24 h) induces early and late apoptosis, and blocks the cell in the G2/M phase^[2].
Caryophyllene oxide (103.7 μM; 6-48 h) depolarizes the mitochondrial membrane. Depolarization of the mitochondrial membrane releases the pro-apoptotic protein Bax from Bcl-xL. The apoptosis process is caspase-7 activation-dependent^[2].
Caryophyllene oxide inhibits Escherichia coli and Staphylococcus aureus^[3].
Caryophyllene oxide shows moderately cytotoxic against A-549, DLD-1, and WS1^[3].
Caryophyllene oxide also inhibits NO production induced by Lipopolysaccharides (HY-D1056) (LPS) with an IC₅₀ of 183 µg/mL^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Cycle Analysis^[2]

Cell Line:

PC3 cells
Concentration:

103.7 μM
Incubation Time:

24 h
Result:

Blocked the cell in the G2/M phase. The dense and compact damage around the nuclei, which were undergoing abnormal formations, which were undergoing abnormal formations.

Apoptosis Analysis^[2]

Cell Line:

PC3 cells
Concentration:

103.7 μM
Incubation Time:

24 h
Result:

The early apoptotic population increased from 13.02% (at 8 h) to 15.61% and the late apoptosis population from 6.14% to 28.02%.
Induced cell death through the mitochondrial-dependent apoptotic pathway.

Western Blot Analysis^[2]

Cell Line:

PC3 cells
Concentration:

103.7 μM
Incubation Time:

6, 16, 24, and 48 h
Result:

The Bax protein expression level increased at 24 h.
Induced a Bcl-2 protein decrease in a time-dependent manner, but Bcl-xL protein remained constant until 48 h.
Increased the cleaved-Caspase-7 in a time-dependent manner.

In Vivo

Caryophyllene oxide (12.5-25 mg/kg; i.p.; once) shows significant central as well as peripheral analgesic in mice and rats^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male Swiss albino mice (20-25 g) bearing hot plate test or Acetic acid-induced writhing test^[1].
Dosage:

12.5 mg/kg and 25 mg/kg
Administration:

i.p.; once
Result:

Did not produce any significant changes of paw licking time in the early phase of pain.
In the late phase, a dose-dependent and significant increase in licking time was observed in mice.
Significantly reduced the number of writhes.

Animal Model:

Albino rats of Wistar strain (150-200 g) by sub plantar injection of 0.1 ml of 1% suspension of carrageenan with 2% gum acacia in normal saline, in the right hind paw of rats^[1].
Dosage:

12.5 mg/kg and 25 mg/kg
Administration:

i.p.; once
Result:

Showed significant inhibition of inflammatory edema at the first and second hours after the carrageenan treatment.

Chemical Information

CAS. Nr. 1139-30-6
Appearance Solid
Molecular Weight 220.35
Formel C₁₅H₂₄O
Color White to off-white
SMILES

C=C1CC[C@@]2([H])O[C@]2(C)CC[C@@]3([H])C(C)(C)C[C@]13[H]
Synonyms

(-)-Caryophyllene oxide
Structure Classification
- Terpenoids
- Sesquiterpenes
Initial Source
- Endogenous metabolite
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (453.82 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 1 mg/mL (4.54 mM; ultrasonic and warming and heat to 80°C)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.5382 mL

22.6912 mL

45.3823 mL

5 mM

0.9076 mL

4.5382 mL

9.0765 mL

10 mM

0.4538 mL

2.2691 mL

4.5382 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (282 KB)
SDS (536 KB)
- English - EN (536 KB)
- Français - FR (536 KB)
- Deutsch - DE (536 KB)
- Norwegian - NO (536 KB)
- Español - ES (536 KB)
- Swedish - SV (536 KB)
- Italian - IT (536 KB)
- Korean - KR (536 KB)
- Portuguese - PT (536 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Chavan MJ, et al. Analgesic and anti-inflammatory activity of Caryophyllene oxide from Annona squamosa L. bark. Phytomedicine. 2010 Feb;17(2):149-51. [Content Brief]

[2]. Delgado C, et al. Caryophyllene Oxide, the Active Compound Isolated from Leaves of Hymenaea courbaril L. (Fabaceae) with Antiproliferative and Apoptotic Effects on PC-3 Androgen-Independent Prostate Cancer Cell Line. Molecules. 2021 Oct 12;26(20):6142. [Content Brief]

[3]. Coté H, et al. Anti-Inflammatory, Antioxidant, Antibiotic, and Cytotoxic Activities of Tanacetum vulgare L. Essential Oil and Its Constituents. Medicines (Basel). 2017 May 25;4(2):34. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
H₂O / DMSO	1 mM	4.5382 mL	22.6912 mL	45.3823 mL	113.4559 mL
DMSO	5 mM	0.9076 mL	4.5382 mL	9.0765 mL	22.6912 mL
	10 mM	0.4538 mL	2.2691 mL	4.5382 mL	11.3456 mL
	15 mM	0.3025 mL	1.5127 mL	3.0255 mL	7.5637 mL
	20 mM	0.2269 mL	1.1346 mL	2.2691 mL	5.6728 mL
	25 mM	0.1815 mL	0.9076 mL	1.8153 mL	4.5382 mL
	30 mM	0.1513 mL	0.7564 mL	1.5127 mL	3.7819 mL
	40 mM	0.1135 mL	0.5673 mL	1.1346 mL	2.8364 mL
	50 mM	0.0908 mL	0.4538 mL	0.9076 mL	2.2691 mL
	60 mM	0.0756 mL	0.3782 mL	0.7564 mL	1.8909 mL
	80 mM	0.0567 mL	0.2836 mL	0.5673 mL	1.4182 mL
	100 mM	0.0454 mL	0.2269 mL	0.4538 mL	1.1346 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Caryophyllene oxide

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Alle Parasite Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Caryophyllene oxide Related Classifications

HY-N3544 Related Classifications