Art. -Nr.: HY-W089800

trans-2-Nonenal

(Synonyms: trans-2-Nonen-1-al)

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trans-2-Nonenal (trans-2-Nonen-1-al) is an endogenous peroxidation product of polyunsaturated fatty acids, acting as an inhibitor of COX and 12-LOX, as well as an inducer of apoptosis. trans-2-Nonenal is also a malodorous compound secreted by the human body, and its content gradually increases with aging. trans-2-Nonenal inhibits the activities of multiple enzymes such as platelet membrane-bound PTPase, preferentially covalently modifies proteins at lysine residues to form immunogenic adducts, and regulates platelet Arachidonic acid (HY-109590) metabolism. trans-2-Nonenal also exhibits significant cytotoxicity, reduces the viability of keratinocytes, promotes their apoptosis, and effectively decreases the thickness of epidermal models and the number of proliferating cells. trans-2-Nonenal is commonly used in studies of thrombotic, atherosclerotic diseases, renal adenocarcinoma, etc..

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Reinheit: 98.99%
CAS. Nr.: 18829-56-6
Formel: C₉H₁₆O
Molecular Weight:140.22

Speicherung:

4°C, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

trans-2-Nonenal Chemical Structure

CAS. Nr.: 18829-56-6

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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

12-LOX

Alle COX Isoform-spezifische Produkte anzeigen :

Alle Lipoxygenase Isoform-spezifische Produkte anzeigen :

In Vitro

trans-2-Nonenal (0.25-2 μM; 5 min) potently inhibits COX and 12-LOX activities in washed rabbit platelets, with an IC₅₀ of approximately 0.25 μM for suppressing the production of TXB₂, HHT and 12-HETE from exogenous arachidonic acid^[1].
trans-2-Nonenal (200 mM; 72 h) reacts with Nα-acetyl-L-lysine in vitro, producing two novel pyridinium-containing adducts, cis- and trans-Nα-acetyl-HHP-lysine, at a ratio of 1:1.4^[2].
trans-2-Nonenal (5-50 μM; 24 h) reduces the viability of normal human epidermal keratinocytes (NHEKs) derived from neonatal foreskins in a dose-dependent manner^[3].
trans-2-Nonenal (5-50 μM; 6 h) promotes apoptosis in normal human epidermal keratinocytes (NHEKs) derived from neonatal foreskin. Specifically, concentrations of 5 μM and 25 μM induce apoptosis, while 50 μM induces late apoptosis or necrosis^[3].

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

Cell Viability Assay^[3]

Cell Line:

normal human epidermal keratinocytes (NHEKs) from neonatal foreskin
Concentration:

5 μM, 25 μM, 50 μM
Incubation Time:

24 h
Result:

Reduced NHEK viability to 66.2% of control at 5 μM.
Reduced NHEK viability to 39.6% of control at 25 μM.
Reduced NHEK viability to 17.4% of control at 50 μM.
Exhibited a significant and dose-dependent reduction effect.

Apoptosis Analysis^[3]

Cell Line:

normal human epidermal keratinocytes (NHEKs) from neonatal foreskin
Concentration:

5 μM, 25 μM, 50 μM
Incubation Time:

6 h
Result:

Increased the rate of apoptosis relative to control at 5 μM and 25 μM.
Did not increase necrosis rate relative to control at 5 μM and 25 μM.
Increased the rate of late apoptosis or necrosis relative to control at 50 μM.

In Vivo

trans-2-Nonenal covalently binds to renal proximal tubular cell proteins to form detectable HHP-lysine adducts in Fe³⁺-NTA-induced oxidative renal injury in male Wistar rats, with immunoreactivity persisting up to 48 h post-injection^[2].

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

Chemical Information

CAS. Nr. 18829-56-6
Appearance Liquid (Density: 0.846 g/cm³)
Molecular Weight 140.22
Formel C₉H₁₆O
Color Colorless to light yellow
SMILES

CCCCCC/C=C/C=O
Synonyms

trans-2-Nonen-1-al
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 200 mg/mL (1426.33 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

7.1316 mL

35.6583 mL

71.3165 mL

5 mM

1.4263 mL

7.1317 mL

14.2633 mL

10 mM

0.7132 mL

3.5658 mL

7.1317 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, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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: ≥ 5 mg/mL (35.66 mM); Clear solution

This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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: ≥ 5 mg/mL (35.66 mM); Clear solution

This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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: ≥ 5 mg/mL (35.66 mM); Clear solution

This protocol yields a clear solution of ≥ 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 (50.0 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 (273 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 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]. Sakuma S, et al. Effects of nonanal, trans-2-nonenal and 4-hydroxy-2,3-trans-nonenal on cyclooxygenase and 12-lipoxygenase metabolism of arachidonic acid in rabbit platelets. J Pharm Pharmacol. 1997;49(2):150-153. [Content Brief]

[2]. Ishino K, Wakita C, Shibata T, et al. Lipid peroxidation generates body odor component trans-2-nonenal covalently bound to protein in vivo[J]. Journal of Biological Chemistry, 2010, 285(20): 15302-15313.

[3]. Nakanishi S, Makita M, Denda M. Effects of trans-2-nonenal and olfactory masking odorants on proliferation of human keratinocytes[J]. Biochemical and biophysical research communications, 2021, 548: 1-6.

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

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	7.1317 mL	35.6583 mL	71.3165 mL	178.2913 mL
	5 mM	1.4263 mL	7.1317 mL	14.2633 mL	35.6583 mL
	10 mM	0.7132 mL	3.5658 mL	7.1317 mL	17.8291 mL
	15 mM	0.4754 mL	2.3772 mL	4.7544 mL	11.8861 mL
	20 mM	0.3566 mL	1.7829 mL	3.5658 mL	8.9146 mL
	25 mM	0.2853 mL	1.4263 mL	2.8527 mL	7.1317 mL
	30 mM	0.2377 mL	1.1886 mL	2.3772 mL	5.9430 mL
	40 mM	0.1783 mL	0.8915 mL	1.7829 mL	4.4573 mL
	50 mM	0.1426 mL	0.7132 mL	1.4263 mL	3.5658 mL
	60 mM	0.1189 mL	0.5943 mL	1.1886 mL	2.9715 mL
	80 mM	0.0891 mL	0.4457 mL	0.8915 mL	2.2286 mL
	100 mM	0.0713 mL	0.3566 mL	0.7132 mL	1.7829 mL

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trans-2-Nonenal

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Alle COX Isoform-spezifische Produkte anzeigen

Alle Lipoxygenase Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

trans-2-Nonenal Related Classifications

HY-W089800 Related Classifications