9-cis-Retinoic acid
Based on 6 publication(s) in Google Scholar
9-cis-Retinoic acid (ALRT1057), a vitamin A derivative, is a potent RAR/RXR agonist. 9-cis-Retinoic acid induces apoptosis, regulates cell cycle and has anticancer, anti-inflammatory and neuroprotection activities.
For research use only. We do not sell to patients.
- Purity: 99.92%
- CAS No.: 5300-03-8
- Formula: C20H28O2
- Molecular Weight:300.44
-
Storage:
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Publications Citing Use of MedChemExpress (MCE) 9-cis-Retinoic acid
More-
WB
-
Others
-
Cell Imaging/Staining
All Endogenous Metabolite Isoforms
More
Biological Activity
|
Human Endogenous Metabolite |
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| CV-1 | EC50 |
0.2 μM
Compound: 36, 9cRA
|
Transactivation of Gal4-LBD fused mouse RXRalpha (218 to 467) transfected in african green monkey CV1 cells assessed as luciferase activity at after 6 hrs by Dual-light chemiluminescent assay
Transactivation of Gal4-LBD fused mouse RXRalpha (218 to 467) transfected in african green monkey CV1 cells assessed as luciferase activity at after 6 hrs by Dual-light chemiluminescent assay
|
[PMID: 19216008] |
| CV-1 | EC50 |
1.5 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR alpha
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR alpha
|
[PMID: 11428923] |
| CV-1 | EC50 |
100 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid X alpha receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid X alpha receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
124 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing mouse Retinoid X receptor RXR gamma
Transcriptional activation in CV-1 cells expressing mouse Retinoid X receptor RXR gamma
|
[PMID: 12482435] |
| CV-1 | EC50 |
128 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing mouse Retinoid X receptor RXR beta
Transcriptional activation in CV-1 cells expressing mouse Retinoid X receptor RXR beta
|
[PMID: 12482435] |
| CV-1 | EC50 |
140 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor gamma using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor gamma using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
140 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid X gamma receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid X gamma receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
191 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor alpha using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor alpha using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
191 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid alpha receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid alpha receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
195 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing human Retinoid X receptor RXR-alpha
Transcriptional activation in CV-1 cells expressing human Retinoid X receptor RXR-alpha
|
[PMID: 12482435] |
| CV-1 | EC50 |
200 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor beta using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor beta using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
200 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid X beta receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid X beta receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
200 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta
|
[PMID: 8709094] |
| CV-1 | EC50 |
21 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR alpha
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR alpha
|
[PMID: 11428923] |
| CV-1 | EC50 |
219 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamma
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamma
|
[PMID: 8709094] |
| CV-1 | EC50 |
220 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR alpha
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR alpha
|
[PMID: 12482435] |
| CV-1 | EC50 |
250 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor alpha using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoid X receptor alpha using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
29 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR beta
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR beta
|
[PMID: 11428923] |
| CV-1 | EC50 |
29 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR beta
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR beta
|
[PMID: 12482435] |
| CV-1 | EC50 |
3 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR beta
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR beta
|
[PMID: 11428923] |
| CV-1 | EC50 |
304 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR alpha
|
[PMID: 8709094] |
| CV-1 | EC50 |
316 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alpha
Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alpha
|
[PMID: 8709094] |
| CV-1 | EC50 |
4 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR gamma
Transcriptional activation in CV-1 cells expressing retinoic acid receptor RAR gamma
|
[PMID: 11428923] |
| CV-1 | EC50 |
4.5 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR gamma
Transcriptional activation in CV-1 cells expressing retinoid X receptor RXR gamma
|
[PMID: 11428923] |
| CV-1 | EC50 |
45 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor gamma using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor gamma using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
45 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid gamma receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid gamma receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
50 nM
Compound: 9-cis-RA
|
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor beta using transactivation assay
Compound was tested for functional activity in CV-1 cells transfected with an expression vector for retinoic acid receptor beta using transactivation assay
|
10.1016/0960-894X(95)00588-K |
| CV-1 | EC50 |
50 nM
Compound: 9-cis RA
|
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR gamma
Transcriptional activation in CV-1 cells expressing human Retinoic acid receptor RAR gamma
|
[PMID: 12482435] |
| CV-1 | EC50 |
50 nM
Compound: 9-cis-RA
|
Binding affinity against retinoic Acid beta receptors co-transfected into CV-1 cells
Binding affinity against retinoic Acid beta receptors co-transfected into CV-1 cells
|
[PMID: 8308867] |
| CV-1 | EC50 |
52 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR beta
|
[PMID: 8709094] |
| CV-1 | EC50 |
74 nM
Compound: 9-cis-RA
|
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma
Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR gamma
|
[PMID: 8709094] |
| HEK293 | EC50 |
10 nM
Compound: 9CisRA
|
Agonist activity at human RXRalpha expressed in HEK293 cells by luciferase reporter gene assay
Agonist activity at human RXRalpha expressed in HEK293 cells by luciferase reporter gene assay
|
[PMID: 25305688] |
| HEK293 | EC50 |
120 nM
Compound: 9cRA
|
Agonist activity at Gal4-fused human RXR-alpha expressed in HEK293 cells assessed as receptor-mediated transcriptional activity treated 24 hrs after transfection measured 48 hrs post-transfection by dual luciferase reporter assay
Agonist activity at Gal4-fused human RXR-alpha expressed in HEK293 cells assessed as receptor-mediated transcriptional activity treated 24 hrs after transfection measured 48 hrs post-transfection by dual luciferase reporter assay
|
[PMID: 24801499] |
| HEK-293T | EC50 |
1.09 μM
Compound: 13
|
Partial agonist activity at recombinant human GAL4-DBD-fused LXRalpha-LBD expressed in HEK293T cells measured after 12 to 14 hrs by dual-glo luciferase reporter gene assay
Partial agonist activity at recombinant human GAL4-DBD-fused LXRalpha-LBD expressed in HEK293T cells measured after 12 to 14 hrs by dual-glo luciferase reporter gene assay
|
[PMID: 28169169] |
| HEK-293T | EC50 |
1.73 μM
Compound: 13
|
Partial agonist activity at recombinant human GAL4-DBD-fused LXRbeta-LBD expressed in HEK293T cells measured after 12 to 14 hrs by dual-glo luciferase reporter gene assay
Partial agonist activity at recombinant human GAL4-DBD-fused LXRbeta-LBD expressed in HEK293T cells measured after 12 to 14 hrs by dual-glo luciferase reporter gene assay
|
[PMID: 28169169] |
| HL-60 | EC50 |
2 nM
Compound: 9-cis RA
|
Transglutaminase activity in HL-60 cdm-1 cells
Transglutaminase activity in HL-60 cdm-1 cells
|
[PMID: 7636843] |
| HL-60 | EC50 |
2 nM
Compound: 9-cis-RA
|
Induction of transglutaminase (TGase) activity in HL-60 cells
Induction of transglutaminase (TGase) activity in HL-60 cells
|
[PMID: 8784454] |
9-cis-Retinoic acid (1-10 μM; 0-5 days; CA 9-22 and NA cells) treatment significantly decreases proliferation in a dose-dependent manner in CA 9-22 and NA cells[1].
9-cis-Retinoic acid (1 μM; 24 hours) treatment significantly increases PPARγ functional activity by >200% in CA 9-22 and NA aerodigestive cells[1].
9-cis-Retinoic acid treatment results in the formation of a nuclear PPARγ-RXRα heterodimer supershift complex in CA 9-22 cells[1].
9-cis-Retinoic acid inhibits proliferation and induces apoptosis in cutaneous T-cell lymphoma (CTCL) in a dose-dependent and time-dependent manner. 9-cis-Retinoic acid also induces G0/G1 cell cycle arrest by downregulation of cyclin D1. 9-cis-Retinoic acid significantly decreases phosphorylation of JAK1, STAT3, and STAT5 and downregulated Bcl-xL and cyclin D1[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:CA 9-22 and NA cells
-
Concentration:1 μM, 10 μM
-
Incubation Time:0 day, 1 day, 3 days, 5 days
-
Result:Significantly decreased proliferation.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:Male C57BL/6J mice (6-8 weeks; 19-22 g) treatment with bile duct ligated[3]
-
Dosage:1 mg/kg
-
Administration:Intravenous injection; daily; for 10 days
-
Result:Significantly decreased the serum ALT and AST level, alleviated hepatic necrosis.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
-
CAS No. 5300-03-8
-
Appearance Solid
-
Molecular Weight 300.44
-
Formula C20H28O2
-
Color White to yellow
-
SMILES
CC(/C=C/C(C(C)(CCC1)C)=C1C)=C/C=C/C(C)=C/C(O)=O
-
Synonyms
Alitretinoin
-
Structure Classification
-
Initial Source
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Publications (6)
-
Journal Impact Factor
-
Most Recent
-
Nat Commun
Cholesterol efflux from C1QB-expressing macrophages is associated with resistance to chimeric antigen receptor T cell therapy in primary refractory diffuse large B cell lymphoma. [Abstract]2024 Jun 18;15(1):5183. PMID: 38890370 -
-
Mar Drugs
Synthesis and Biological Evaluation of Marine-Inspired Benzothiazole Derivatives as Retinoid X Receptor-α Antagonists with Anti-Cancer Activities. [Abstract]2025 Sep 21;23(9):368. PMID: 41003337 -
J Biol Chem
A cell-based assay for retinaldehyde dehydrogenase activity: Retinoid quantification as an alternative to current fluorescence-based approaches. [Abstract]2026 Jan 29;302(3):111211. PMID: 41617028
9-cis-Retinoic acid purchased from MedChemExpress. Usage Cited in: J Biol Chem. 2026 Jan 29;302(3):111211. [Abstract]
MutuDC1940 cells were treated for 20 h with 1 μM 9-cis-Retinoic acid (9cRA), then subjected to Western blotting.
9-cis-Retinoic acid purchased from MedChemExpress. Usage Cited in: J Biol Chem. 2026 Jan 29;302(3):111211. [Abstract]
MutuDC1940 cells were treated for 20 h with 1 μM 9-cis-Retinoic acid (9cRA), then assayed for RALDH activity in the suspension cell format, utilising the indicated RAL concentrations for 20 min.
9-cis-Retinoic acid purchased from MedChemExpress. Usage Cited in: J Biol Chem. 2026 Jan 29;302(3):111211. [Abstract]
mutuDC1940 cells were treated with 1 μM 9-cis-Retinoic acid (9cRA) for 20 hours (with or without), and then AldeRed retention assays were performed with or without 1 μM Win446 or 10 μM DEAB.
-
-
Solvent & Solubility
DMSO : 25 mg/mL (83.21 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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 (protect from light, 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.
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 (protect from light, 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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: 2.5 mg/mL (8.32 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 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 (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.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: 2.5 mg/mL (8.32 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 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 (25.0 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.
Please enter the basic information of animal 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
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 (protect from light, stored under nitrogen)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
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
-
Data Sheet (278 KB)
-
SDS (557 KB)
- English - EN (557 KB)
- Français - FR (557 KB)
- Deutsch - DE (557 KB)
- Norwegian - NO (557 KB)
- Español - ES (557 KB)
- Swedish - SV (557 KB)
- Italian - IT (557 KB)
- Korean - KR (557 KB)
- Portuguese - PT (557 KB)
-
Handling Instructions (2659 KB)
References
[1]. Raul Rosas, et al. Retinoids Augment Thiazolidinedione PPARγ Activation in Oral Cancer Cells. Anticancer Res. 2020 Jun;40(6):3071-3080. [Content Brief]
[2]. Hua Yang, et al. Effects of 9-cis-retinoic Acid on the Proliferation and Apoptosis of Cutaneous T-cell Lymphoma Cells. Anticancer Drugs. 2019 Jan;30(1):56-64. [Content Brief]
[3]. Zhiqing Yuan, et al. 9-cis-retinoic Acid Elevates MRP3 Expression by Inhibiting Sumoylation of RXRα to Alleviate Cholestatic Liver Injury. Biochem Biophys Res Commun. 2018 Sep 3;503(1):188-194. [Content Brief]
[4]. V M Manzano, et al. Human Renal Mesangial Cells Are a Target for the Anti-Inflammatory Action of 9-cis Retinoic Acid. Br J Pharmacol. 2000 Dec;131(8):1673-83. [Content Brief]
[5]. Gro H Mathisen, et al. Delayed Translocation of NGFI-B/RXR in Glutamate Stimulated Neurons Allows Late Protection by 9-cis Retinoic Acid. Biochem Biophys Res Commun. 2011 Oct 14;414(1):90-5. [Content Brief]
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 (protect from light, 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 | 3.3285 mL | 16.6423 mL | 33.2845 mL | 83.2113 mL |
| 5 mM | 0.6657 mL | 3.3285 mL | 6.6569 mL | 16.6423 mL | |
| 10 mM | 0.3328 mL | 1.6642 mL | 3.3285 mL | 8.3211 mL | |
| 15 mM | 0.2219 mL | 1.1095 mL | 2.2190 mL | 5.5474 mL | |
| 20 mM | 0.1664 mL | 0.8321 mL | 1.6642 mL | 4.1606 mL | |
| 25 mM | 0.1331 mL | 0.6657 mL | 1.3314 mL | 3.3285 mL | |
| 30 mM | 0.1109 mL | 0.5547 mL | 1.1095 mL | 2.7737 mL | |
| 40 mM | 0.0832 mL | 0.4161 mL | 0.8321 mL | 2.0803 mL | |
| 50 mM | 0.0666 mL | 0.3328 mL | 0.6657 mL | 1.6642 mL | |
| 60 mM | 0.0555 mL | 0.2774 mL | 0.5547 mL | 1.3869 mL | |
| 80 mM | 0.0416 mL | 0.2080 mL | 0.4161 mL | 1.0401 mL |