1. Immunology/Inflammation Metabolic Enzyme/Protease Apoptosis
  2. COX Lipoxygenase Apoptosis
  3. trans-2-Nonenal

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

Cat. No.: HY-W089800 Purity: 98.99%
Handling Instructions Technical Support

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..

For research use only. We do not sell to patients.

trans-2-Nonenal

trans-2-Nonenal Chemical Structure

CAS No. : 18829-56-6

Size Price Stock Quantity
Liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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10 mM * 1 mL in DMSO In-stock
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1 g In-stock
5 g In-stock
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Description

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.[1][2][3].

IC50 & Target

12-LOX

 

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.

Molecular Weight

140.22

Formula

C9H16O

CAS No.
Appearance

Liquid (Density: 0.846 g/cm3)

Color

Colorless to light yellow

SMILES

CCCCCC/C=C/C=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, stored under nitrogen

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

Solvent & Solubility
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)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 7.1316 mL 35.6583 mL 71.3165 mL
5 mM 1.4263 mL 7.1317 mL 14.2633 mL
View the Complete Stock Solution Preparation Table

* 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.

  • Molarity Calculator

  • Dilution Calculator

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

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

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

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.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • 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.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

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

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 98.99%

References

Complete Stock Solution Preparation Table

* 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.

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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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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