[CAS NO. 537049-40-4] Tubacin
PRODUCTS SPECIFICATIONS [537049-40-4]
DESCRIPTION [537049-40-4]
Overview
| MDL | MFCD28144524 |
|---|---|
| Molecular Weight | 721.86 |
| Molecular Formula | C41H43N3O7S |
| SMILES | OCC(C=C1)=CC=C1[C@@H]2C[C@H](CSC3=NC(C4=CC=CC=C4)=C(C5=CC=CC=C5)O3)O[C@H](C6=CC=C(NC(CCCCCCC(NO)=O)=O)C=C6)O2 |
10 Publications Citing Use of MCE
- [1]Nat Commun. 2021 Jan 28;12(1):662.
- [2]Genes Dev. 2020 Feb 1;34(3-4):194-208.
- [3]JCI Insight. 2021 Dec 7;e153948.
- [4]J Cell Physiol. 2020 Oct;235(10):7030-7042.
- [5]Biomed Pharmacother. 2019 Jun;114:108805.
- [6]Apoptosis. 2020 Oct;25(9-10):697-714.
- [7]Int J Oncol. 2020 Jun;56(6):1429-1441.
- [8]J Pharmacol Exp Ther. 2019 Sep;370(3):490-503.
- [9]Università degli Studi di CAGLIARI. Dipartimento di Scienze Biomediche. 2021 May.
- [10]Biochemistry and Molecular Biology. Florida Southern College. 2019 May.
Summary
IC50 & Target
|
HDAC6 4 nM (IC 50 ) |
HDAC3 1.27 μM (IC 50 ) |
HDAC8 1.27 μM (IC 50 ) |
HDAC1 1.40 μM (IC 50 ) |
HDAC5 3.35 μM (IC 50 ) |
HDAC10 3.71 μM (IC 50 ) |
|
|
HDAC11 3.79 μM (IC 50 ) |
HDAC9 4.31 μM (IC 50 ) |
HDAC2 6.27 μM (IC 50 ) |
HDAC7 9.70 μM (IC 50 ) |
HDAC4 17.30 μM (IC 50 ) |
||
In Vitro
Tubacin preferentially induces α-tubulin hyperacetylation at a concentration of 2.5 µM, and induces α-tubulin acetylation at 5 µM and protects prostate cancer (LNCaP) cells from hydrogen peroxide-induced death at 8 µM via peroxiredoxin acetylation [1] . Tubacin (2.5 and 5 μM) specifically induces acetylation of α-tubulin in MM cells. Tubacin significantly inhibits both drug-sensitive and drug-resistant MM cell growth, with IC 50 5-20 μM at 72 h. Tubacin also induces apoptosis by activation of caspases. Moreover, Tubacin inhibits binding of HDAC6 with dynein, and it induces significant accumulation of polyubiquitinated proteins, when combined with bortezomib. Tubacin and bortezomib induce synergistic antitumor activity in MM cell lines, and inhibits paracrine MM Cell Growth. Tubacin (5 μM) synergistically enhances bortezomib-induced cytotoxicity in patient MM cells without cytotoxicity to PBMCs [2] . Tubacin can concentration-dependently inhibits JEV-induced cytopathic effect and apoptosis, as well as reduces virus yield in human cerebellar medulloblastoma cells. The IC 50 of virus yield is 0.26 μM for Tubacin. Tubacin also meaningfully blocks the production of intracellular infectious virus particles, with an IC 50 of 1.52 μM. Tubacin induces the hyperacetylation of a HDAC6 substrate Hsp90 and reduces the interaction of Hsp90 with JEV NS5 protein [3] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 100 mg/mL ( 138.53 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 1.3853 mL | 6.9266 mL | 13.8531 mL |
| 5 mM | 0.2771 mL | 1.3853 mL | 2.7706 mL |
| 10 mM | 0.1385 mL | 0.6927 mL | 1.3853 mL |
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1.
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2.
Add each solvent one by one: 10% DMSO >> 90% corn oil
Solubility: ≥ 2.5 mg/mL (3.46 mM); Clear solution
References
- [1] Butler KV, et al. Rational design and simple chemistry yield a superior, neuroprotective HDAC6 inhibitor, tubastatin A. J Am Chem Soc. 2010 Aug 11;132(31):10842-6.
- [2] Hideshima T, et al. Small-molecule inhibition of proteasome and aggresome function induces synergistic antitumor activity in multiple myeloma. Proc Natl Acad Sci U S A. 2005 Jun 14;102(24):8567-72. Epub 2005 Jun 3.
- [3] Lu CY, et al. Tubacin, an HDAC6 Selective Inhibitor, Reduces the Replication of the Japanese Encephalitis Virus via the Decrease of Viral RNA Synthesis. Int J Mol Sci. 2017 May 1;18(5).
- [4] Severin Lechner, et al. Target deconvolution of HDAC pharmacopoeia reveals MBLAC2 as common off-target. Nat Chem Biol. 2022 Apr 28.
Synonyms
