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trans,trans-2,4-Decadienal ((2E,4E)-Deca-2,4-dienal)

Alias: Decadienealdehyde; DDA; trans-2,4-Decadien-1-al
Cat No.:V59887 Purity: ≥98%
trans,trans-2,4-Decadienal is the lipid peroxidation product of linoleic acid.
trans,trans-2,4-Decadienal ((2E,4E)-Deca-2,4-dienal)
trans,trans-2,4-Decadienal ((2E,4E)-Deca-2,4-dienal) Chemical Structure CAS No.: 25152-84-5
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
trans,trans-2,4-Decadienal is the lipid peroxidation product of linoleic acid.
trans,trans-2,4-Decadienal (CAS 25152-84-5), also known as (E,E)-2,4-Decadienal, is an aldehyde with a fat flavor aroma characteristic of chicken and a citrus odor at lower concentrations. It is found in various foods including butter, cooked beef, fish, potato chips, roasted peanut, buckwheat, and wheat bread crumb. It is used as a food additive and flavoring agent.
Biological Activity I Assay Protocols (From Reference)
Targets
trans,trans-2,4-Decadienal is not a therapeutic compound and does not have specific biological targets. It is a flavor compound and food additive. As an aldehyde, it may react with biological nucleophiles, but it is not used for pharmacological purposes. The compound is primarily of interest in food chemistry and flavor research.
ln Vitro
Trans,trans-2,4-Decadienal (tt-DDE) is biotransformed in vivo via two metabolic pathways: (i) in liver cells, tt-DDE is oxidized to the corresponding carboxylic acid, 2,4-decadienoic acid; (ii) in both liver and lung cells, glutathione (GHS) conjugation, GSH breakdown, and aldehyde reduction result in cysteine-conjugated 2,4-decadien-1-ol.
trans,trans-2,4-Decadienal is not evaluated for biological activity as it is a flavor compound rather than a therapeutic agent. It is used as a food additive and flavoring agent. The compound is found in various foods and contributes to their characteristic aromas.
ln Vivo
trans,trans-2,4-Decadienal is not used in vivo as it is not a therapeutic compound. It is a food flavoring agent and may be consumed as a component of various foods. No pharmacological in vivo studies have been reported.
Enzyme Assay
No biological assay protocols for trans,trans-2,4-Decadienal are reported. The compound is characterized by standard analytical chemistry methods including GC for purity assessment. It has a purity of ≥90.0% by GC and a molecular weight of 152.24 g/mol. The compound is a colorless to yellow clear liquid.
Cell Assay
trans,trans-2,4-Decadienal is not used in cellular assays as it is not a biologically active compound. It is a chemical used in flavor research and as a food additive. The compound has a molecular formula of C₁₀H₁₆O and a molecular weight of 152.24 g/mol. It should be stored at room temperature.
Animal Protocol
No in vivo protocols for trans,trans-2,4-Decadienal are reported. The compound is not used in animal studies.
ADME/Pharmacokinetics
Pharmacokinetic data for trans,trans-2,4-Decadienal are not applicable as it is not a therapeutic compound. The compound has a molecular formula of C₁₀H₁₆O and a molecular weight of 152.24 g/mol. It is a volatile liquid with a boiling point of 116°C/10 mmHg and a flash point of 100°C.
Toxicity/Toxicokinetics
trans,trans-2,4-Decadienal is a food additive and should be handled with appropriate safety precautions. It may cause irritation to skin, eyes, and respiratory tract. The compound is flammable. Standard laboratory safety practices should be followed, including the use of gloves, eye protection, and proper ventilation in a fume hood.
References

[1]. Identification of trans,trans-2,4-decadienal metabolites in mouse and human cells using liquid chromatography-mass spectrometry. Chem Res Toxicol. 2014 Oct 20;27(10):1707-19.

Additional Infomation
(2E,4E)-decano-2,4-dienal is a polyunsaturated aliphatic aldehyde, formed by the dehydrogenation of decanal, introducing trans double bonds at the 2-3 and 4-5 positions. It is a product of cell membrane lipid peroxidation and a component of cooking fumes. It has nematicidal and apoptosis-inducing effects. 2,4-Decanadienal has been reported to exist in Streptomyces, Citrus, and other organisms with relevant data. Trans-, trans-2,4-decadienal is a metabolite found or produced in Saccharomyces cerevisiae.
trans,trans-2,4-Decadienal is a flavor compound found in various foods with a characteristic chicken fat aroma. Molecular formula: C₁₀H₁₆O, molecular weight: 152.24. Used as a food additive. No clinical applications exist. For research use only as a flavor standard.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H16O
Molecular Weight
152.23
Exact Mass
152.12
Elemental Analysis
C, 78.90; H, 10.59; O, 10.51
CAS #
25152-84-5
PubChem CID
5283349
Appearance
Light yellow to green yellow liquid
Density
0.9±0.1 g/cm3
Boiling Point
244.6±0.0 °C at 760 mmHg
Flash Point
102.3±11.0 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.459
LogP
3.18
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
6
Heavy Atom Count
11
Complexity
134
Defined Atom Stereocenter Count
0
SMILES
O=C([H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
InChi Key
JZQKTMZYLHNFPL-BLHCBFLLSA-N
InChi Code
InChI=1S/C10H16O/c1-2-3-4-5-6-7-8-9-10-11/h6-10H,2-5H2,1H3/b7-6+,9-8+
Chemical Name
(2E,4E)-Deca-2,4-dienal
Synonyms
Decadienealdehyde; DDA; trans-2,4-Decadien-1-al
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

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: 100 mg/mL (656.90 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.42 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (16.42 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (16.42 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 25.0 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 6.5690 mL 32.8450 mL 65.6901 mL
5 mM 1.3138 mL 6.5690 mL 13.1380 mL
10 mM 0.6569 mL 3.2845 mL 6.5690 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.

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.)
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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.

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