Vorinostat (SAHA, MK0683)
Vorinostat (SAHA, suberoylanilide hydroxamic acid, CAS 149647-78-9) is a small-molecule histone deacetylase (HDAC) inhibitor, commonly utilized as a tool compound for epigenetic studies and cancer biology research. By inhibiting HDAC activity, vorinostat promotes histone acetylation, thereby inducing alterations in chromatin structure and gene expression. Mechanistically, it triggers apoptosis through activation of intrinsic apoptotic pathways, specifically influencing Bcl-2 family protein expression and prompting mitochondrial release of cytochrome C. Vorinostat has demonstrated activities in vitro and in vivo across diverse cancer cell lines, making it broadly applicable in experimental oncology, molecular signaling research, and investigations into epigenetic modulation. Reported IC50 values against HDAC range between 10–50 nM, depending on assay conditions and cell models employed.
Reference
[1] Hui-ming Z, Qian-hai D, Wei-ping C, Ru-bin L. Vorinostat, a HDAC inhibitor, showed anti-osteoarthritic activities through inhibition of iNOS and MMP expression, p38 and ERK phosphorylation and blocking NF-kB nuclear translocation. International Immunopharmacology. 2013, 17. 329-335.
[2] Norihisa U, Sayaka K, Hisanori M, Katsuhiko Y, Airo T. Requirement of p38 MAPK for a cell-death pathway triggered by vorinostat in MDA-MB-231 human breast cancer cells. Cancer Letters. 2012, 315. 112-121.
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| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 264.3 |
| Cas No. | 149647-78-9 |
| Formula | C14H20N2O3 |
| Synonyms | SAHA, suberoylanilide hydroxamic acid, Suberanilohydroxamic acid, SAHA cpd |
| Solubility | insoluble in EtOH; insoluble in H2O; ≥4.41 mg/mL in DMSO |
| Chemical Name | N'-hydroxy-N-phenyloctanediamide |
| SDF | Download SDF |
| Canonical SMILES | C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment: [1] | |
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Cell lines |
Human cutaneous T-cell lymphomas (CTCL) cell lines |
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Preparation method |
The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37°C for 10 minutes and/or shake it in the ultrasonic bath for a while.Stock solution can be stored below -20°C for several months. |
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Reaction Conditions |
IC50: 0.146 μM (HH)、2.062 μM (HuT)、78 2.697 μM (MJ)、1.375 μM (MylA)、1.510 μM (SeAx); 72h |
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Applications |
Vorinostat dose-dependently reduced cell proliferation with IC50 values of 0.146 μM, 2.062 μM, 2.697 μM, 1.375 μM and 1.510 μM in HH, HuT78, MJ, MylA and SeAx cells, respectively. |
| Animal experiment : [2] | |
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Animal models |
C57BL/6 mice bearing Eμ-myc lymphomas |
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Dosage form |
C57BL/6 mice bearing Eμ-myc lymphomas were injected with vorinostat (200 mg/kg i.p.) and lymphoma cells were harvested after the indicated time points. The percentage of tumor cells in the lymph node of C57BL/6 mice bearing Eμ-myc lymphomas treated with vorinostat was determined by FACS analysis. |
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Applications |
Vorinostat induced a marked accumulation of Eμ-myc lymphomas displaying DNA fragmentation in vivo. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1] Wozniak M B, Villuendas R, Bischoff J R, et al. Vorinostat interferes with the signaling transduction pathway of T cell receptor and synergizes with PI3K inhibitors in cutaneous T-cell lymphoma. haematologica, 2010: haematol. 2009.013870. [2] Lindemann R K, Newbold A, Whitecross K F, et al. Analysis of the apoptotic and therapeutic activities of histone deacetylase inhibitors by using a mouse model of B cell lymphoma. Proceedings of the National Academy of Sciences, 2007, 104(19): 8071-8076. |
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| Description | Vorinostat (suberoylanilide hydroxamic acid, SAHA) is an inhibitor of HDAC with IC50 of ~10 nM. | |||||
| Targets | HDAC | |||||
| IC50 | ~10 nM | |||||
Quality Control & MSDS
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