1. Metabolic Enzyme/Protease Apoptosis
  2. Endogenous Metabolite Apoptosis
  3. All-trans-retinal

All-trans-retinal is an vitamin A metabolite in the retina, and is produced following photo-isomerization of the visual chromophore 11-cis-Retinal. All-trans-retinal is cleared from photoreceptors by ATP-binding cassette transporter (ABCA4) and all-trans-retinol dehydrogenase (RDH). All-trans-retinal induces Bax activation via DNA damage to mediate retinal cell apoptosis.

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All-trans-retinal Chemical Structure

All-trans-retinal Chemical Structure

CAS No. : 116-31-4

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Based on 1 publication(s) in Google Scholar

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Description

All-trans-retinal is an vitamin A metabolite in the retina, and is produced following photo-isomerization of the visual chromophore 11-cis-Retinal. All-trans-retinal is cleared from photoreceptors by ATP-binding cassette transporter (ABCA4) and all-trans-retinol dehydrogenase (RDH). All-trans-retinal induces Bax activation via DNA damage to mediate retinal cell apoptosis[1].

IC50 & Target

Human Endogenous Metabolite

 

In Vitro

All-trans-retinal (10-30 μM; 16 h) displays a dose-dependent toxicity which included the morphological disruption of ARPE-19 cells and a decrease in their viability is observed to be time-dependent measured by LDH assay[1].
All-trans-retinal (10-30 μM; 30 mim) increases the phosphorylation of p53 at Ser 46 and 8-OHdG production[1].

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

Cell Viability Assay[1]

Cell Line: ARPE-19 cells
Concentration: 10 μM, 20 μM, 30 μM
Incubation Time: 16 h
Result: Displayed a dose-dependent toxicity which included the morphological disruption of ARPE-19 cells.

Western Blot Analysis[1]

Cell Line: ARPE-19 cells
Concentration: 10 μM, 30 μM
Incubation Time: 30 min
Result: The phosphorylation of p53 at Ser 46 were detected prior to Bax activation in ARPE-19 cells.
Molecular Weight

284.44

Formula

C20H28O

CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

CC(/C=C/C=C(/C=C/C1=C(CCCC(C)1C)C)C)=C\C=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°C, protect from light, stored under nitrogen

*The compound is unstable in solutions, freshly prepared is recommended.

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (351.57 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 3.5157 mL 17.5784 mL 35.1568 mL
5 mM 0.7031 mL 3.5157 mL 7.0314 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.

  • Molarity Calculator

  • Dilution Calculator

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

Mass
=
Concentration
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Volume
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Molecular Weight *

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

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

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: ≥ 2.08 mg/mL (7.31 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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: 2.08 mg/mL (7.31 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 2.08 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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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mg/kg

Animal weight
(per animal)

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Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
+
%
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%
Saline
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).

*The compound is unstable in solutions, freshly prepared is recommended.

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: 99.76%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.5157 mL 17.5784 mL 35.1568 mL 87.8920 mL
5 mM 0.7031 mL 3.5157 mL 7.0314 mL 17.5784 mL
10 mM 0.3516 mL 1.7578 mL 3.5157 mL 8.7892 mL
15 mM 0.2344 mL 1.1719 mL 2.3438 mL 5.8595 mL
20 mM 0.1758 mL 0.8789 mL 1.7578 mL 4.3946 mL
25 mM 0.1406 mL 0.7031 mL 1.4063 mL 3.5157 mL
30 mM 0.1172 mL 0.5859 mL 1.1719 mL 2.9297 mL
40 mM 0.0879 mL 0.4395 mL 0.8789 mL 2.1973 mL
50 mM 0.0703 mL 0.3516 mL 0.7031 mL 1.7578 mL
60 mM 0.0586 mL 0.2930 mL 0.5859 mL 1.4649 mL
80 mM 0.0439 mL 0.2197 mL 0.4395 mL 1.0986 mL
100 mM 0.0352 mL 0.1758 mL 0.3516 mL 0.8789 mL
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All-trans-retinal Related Classifications

Help & FAQs
  • 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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