Art. -Nr.: HY-W016969

2-Undecanone

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2-Undecanone is an orally active organic ketone. 2-Undecanone exerts antibacterial effects by inhibiting bacterial chaperone systems and interfering with the refolding of heat-inactivated proteins. 2-Undecanone also ameliorates asthmatic inflammation and airway remodeling by blocking the NF-κB pathway, and activates the Nrf2 pathway to reduce oxidative damage and prevent lung cancer induced by Benzo[a]pyrene (HY-107377). 2-Undecanone can be used in research related to cancer, asthma and infections.

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Reinheit: 99.90%
CAS. Nr.: 112-12-9
Formel: C₁₁H₂₂O
Molecular Weight:170.30

Speicherung:

Store at room temperature, keep dry and cool.

In solvent -80°C, 1 year , -20°C, 6 months

2-Undecanone Chemical Structure

CAS. Nr.: 112-12-9

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

Human Endogenous Metabolite

Alle Interleukin Related Isoform-spezifische Produkte anzeigen :

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In Vitro

2-Undecanone (6.25-200 μM; 48 h) exhibits low intrinsic cytotoxicity toward BEAS-2B cells, and reverses Benzo[a]pyrene (B[a]P) (HY-107377)-induced cytotoxicity in a dose-dependent manner^[1].
2-Undecanone (25-100 μM; 48 h) dose-dependently reverses B[a]P-induced G0/G1 cell cycle arrest in BEAS-2B cells and restores the expression of cyclin D1^[1].
2-Undecanone (25-100 μM; 48 h) reduces B[a]P-induced DNA strand breaks in BEAS-2B cells^[1].
2-Undecanone (25-100 μM; 48 h) dose-dependently reduces B[a]P-induced overexpression of p-H2A.X in BEAS-2B cells, indicating that it can alleviate DNA double-strand breaks^[1].
2-Undecanone (25-100 μM; 24 h) dose-dependently reduces B[a]P-induced overexpression of IL-1β and pro-IL-1β in BEAS-2B cells, indicating that it inhibits inflammatory responses^[1].
2-Undecanone (25-100 μM; 48 h) reduces the excessive intracellular ROS production induced by B[a]P in BEAS-2B cells^[1].
2-Undecanone (50 μM) activates the Nrf2-HO-1/NQO-1 signaling pathway in BEAS-2B cells and reverses the inhibitory effect of B[a]P on this pathway in BEAS-2B cells^[1].
2-Undecanone (50 μM; 24-48 h) exerts protective effects against B[a]P-induced cytotoxicity, excessive ROS production and DNA damage in BEAS-2B cells via the Nrf2-HO-1/NQO-1 signaling pathway^[1].
2-Undecanone (20 μmol; 0-90 min) almost completely inhibits the DnaK-ClpB-dependent refolding of heat-inactivated Photobacterium leiognathi luciferase in cell lysates of Escherichia coli JW3663 ibpB::kan (pLeo1)^[2].
2-Undecanone (12.5-50 μM; 48 h) inhibits PDGF-BB-induced proliferation of primary mouse airway smooth muscle cells in a dose-dependent manner when co-incubated with 20 ng/mL PDGF-BB^[3].
2-Undecanone (12.5-50 μM; 48 h) dose-dependently attenuates PDGF-BB-induced migration of primary mouse airway smooth muscle cells pretreated with 20 ng/mL PDGF-BB^[3].
When co-incubated with 20 ng/mL PDGF-BB, 2-Undecanone (12.5-50 μM; 48 h) dose-dependently reverses PDGF-BB-induced phenotypic switch of primary mouse airway smooth muscle cells from the contractile to the synthetic phenotype, restores calmodulin expression and reduces osteopontin expression^[3].
2-Undecanone (12.5-50 μM; 48 h) inhibits PDGF-BB-induced secretion of the proinflammatory cytokines IL-6 and TNF-α from primary mouse airway smooth muscle cells in a dose-dependent manner^[3].
2-Undecanone (50 μM; 48 h) inhibits PDGF-BB-induced activation of the NF-κB pathway in primary mouse airway smooth muscle cells during co-incubation with 20 ng/mL PDGF-BB, reduces the phosphorylation levels of IκBα and NF-κB p65, and blocks the nuclear translocation of NF-κB p65^[3].

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

Cell Cytotoxicity Assay^[1]

Cell Line:

BEAS-2B human lung epithelial cells
Concentration:

6.25, 12.5, 25, 50, 100 and 200 μM
Incubation Time:

48 h
Result:

Did not change or weakly decreased BEAS-2B cell viability when used alone at 6.25-200 μM for 48 h.
Effectively increased cell viability in a dose-dependent manner when cotreated with 5 μM B[a]P at 6.25-200 μM for 48 h.

Cell Cycle Analysis^[1]

Cell Line:

BEAS-2B human lung epithelial cells
Concentration:

25, 50, 100 μM
Incubation Time:

48 h
Result:

Significantly decreased the percentage of cells in G0/G1 phase and reversed the suppression of cyclin D1 protein levels in a dose-dependent manner.

Western Blot Analysis^[1]

Cell Line:

BEAS-2B human lung epithelial cells
Concentration:

25, 50, 100 μM
Incubation Time:

24 h
Result:

Significantly decreased B[a]P-induced increases in IL-1β protein levels in culture supernatants, and pro-IL-1β and IL-1β protein levels in cell lysates, in a dose-dependent manner (p < 0.001) when cotreated with 5 μM B[a]P at 25, 50, or 100 μM for 24 h compared with B[a]P treatment alone.

In Vivo

2-Undecanone (100-200 mg/kg; p.o.; five times weekly; 38 weeks) significantly inhibits B[a]P-induced lung tumorigenesis in A/J mice with tumor inhibition rates of 33.62 ± 14.60% and 38.26 ± 13.59%, respectively, while also reducing DNA damage and systemic inflammation^[1].
2-Undecanone (100-400 mg/kg; i.g.; once daily; 7 days) dose-dependently alleviates OVA-induced asthma in female BALB/c mice by reducing airway inflammation, histopathological lung changes, and activation of the NF-κB pathway^[3].

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

Animal Model:

A/J mice (male, 4-6 weeks old, 18-22 g, intraperitoneal injection of 100 mg/kg benzo(a)pyrene to induce lung adenocarcinoma)^[1]
Dosage:

100 mg/kg; 200 mg/kg
Administration:

p.o.; five times weekly; 38 weeks
Result:

Reduced visible lung tumor numbers.
Downregulated phosphorylated H2A.X (p-H2A.X) protein levels in mouse lung tissue.
Reduced plasma interleukin-1β (IL-1β) levels.
Showed no significant differences in body weight or organ indexes (heart, liver, spleen, kidney, thymus) compared to control mice.

Animal Model:

BALB/c (female, 6 weeks old, 18-22 g, OVA-induced allergic airway inflammation)^[3]
Dosage:

100 mg/kg; 200 mg/kg; 400 mg/kg
Administration:

i.g.; once daily; 7 days
Result:

Reduced OVA-induced inflammatory cell infiltration with dose-dependent reduction in lung inflammation scores, goblet cell hyperplasia with dose-dependent reduction in PAS-positive cell counts, and airway smooth muscle thickness with dose-dependent reduction in α-SMA-positive staining and smooth muscle thickness measurements in lung tissues.
Dose-dependently reduced total inflammatory cell counts, eosinophil counts, neutrophil counts, lymphocyte counts, and macrophage counts in BALF.
Dose-dependently decreased BALF levels of IL-4, IL-5, and IL-13, as well as OVA-specific IgE levels in both BALF and serum.
Inhibited OVA-induced phosphorylation of IκBα and NF-κB p65, and reduced nuclear translocation of NF-κB p65 in lung tissues (400 mg/kg dose).

Chemical Information

CAS. Nr. 112-12-9
Appearance Liquid (Density: 0.825 g/cm³ )
Molecular Weight 170.30
Formel C₁₁H₂₂O
Color Colorless to light yellow
SMILES

CC(CCCCCCCCC)=O
Structure Classification
- Phenols
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Store at room temperature, keep dry and cool

In solvent	-80°C	1 year
	-20°C	6 months

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (587.20 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

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

5.8720 mL

29.3600 mL

58.7199 mL

5 mM

1.1744 mL

5.8720 mL

11.7440 mL

10 mM

0.5872 mL

2.9360 mL

5.8720 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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

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 (14.68 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 (14.68 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 (14.68 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 (284 KB)
SDS (458 KB)
- English - EN (458 KB)
- Français - FR (458 KB)
- Deutsch - DE (458 KB)
- Norwegian - NO (458 KB)
- Español - ES (458 KB)
- Swedish - SV (458 KB)
- Italian - IT (458 KB)
- Korean - KR (458 KB)
- Portuguese - PT (458 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]. Lou Y, et al. Houttuynia cordata Thunb. and its bioactive compound 2-undecanone significantly suppress benzo(a)pyrene-induced lung tumorigenesis by activating the Nrf2-HO-1/NQO-1 signaling pathway. J Exp Clin Cancer Res. 2019;38(1):242. Published 2019 Jun 7. [Content Brief]

[2]. Melkina OE, et al. Ketones 2-heptanone, 2-nonanone, and 2-undecanone inhibit DnaK-dependent refolding of heat-inactivated bacterial luciferases in Escherichia coli cells lacking small chaperon IbpB. Appl Microbiol Biotechnol. 2017;101(14):5765-5771. [Content Brief]

[3]. Song G, et al. 2-Undecanone alleviates asthma by inhibiting NF-κB pathway. Biochem Cell Biol. 2023;101(1):101-111. [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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	5.8720 mL	29.3600 mL	58.7199 mL	146.7998 mL
	5 mM	1.1744 mL	5.8720 mL	11.7440 mL	29.3600 mL
	10 mM	0.5872 mL	2.9360 mL	5.8720 mL	14.6800 mL
	15 mM	0.3915 mL	1.9573 mL	3.9147 mL	9.7867 mL
	20 mM	0.2936 mL	1.4680 mL	2.9360 mL	7.3400 mL
	25 mM	0.2349 mL	1.1744 mL	2.3488 mL	5.8720 mL
	30 mM	0.1957 mL	0.9787 mL	1.9573 mL	4.8933 mL
	40 mM	0.1468 mL	0.7340 mL	1.4680 mL	3.6700 mL
	50 mM	0.1174 mL	0.5872 mL	1.1744 mL	2.9360 mL
	60 mM	0.0979 mL	0.4893 mL	0.9787 mL	2.4467 mL
	80 mM	0.0734 mL	0.3670 mL	0.7340 mL	1.8350 mL
	100 mM	0.0587 mL	0.2936 mL	0.5872 mL	1.4680 mL

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2-Undecanone

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Alle Interleukin Related Isoform-spezifische Produkte anzeigen

Alle NF-κB Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs