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Tubacin

Found
Product Name
Tubacin
CAS No.
537049-40-4
Chemical Name
Tubacin
Synonyms
Tubacin;BML-GR362;4R,​6S)​N8-​[(2R,​dioxan-​Tubacin, >=98%;diphenyl-​oxazolyl)​
CBNumber
CB32519138
Molecular Formula
C41H43N3O7S
Formula Weight
721.86
MOL File
537049-40-4.mol
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Tubacin Property

Melting point:
155 - 157°C
storage temp. 
-20°C
solubility 
DMSO: ≥10mg/mL
form 
powder
color 
white to tan
InChIKey
BHUZLJOUHMBZQY-UHHSDZQINA-N
SMILES
C(NC1=CC=C([C@H]2O[C@@H](CSC3=NC(C4=CC=CC=C4)=C(C4=CC=CC=C4)O3)C[C@@H](C3=CC=C(CO)C=C3)O2)C=C1)(=O)CCCCCCC(NO)=O |&1:6,8,29,r|
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0065
Product name
Tubacin
Purity
≥98% (HPLC)
Packaging
1mg
Price
$239
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0065
Product name
Tubacin
Purity
≥98% (HPLC)
Packaging
5mg
Price
$631
Updated
2024/03/01
Cayman Chemical
Product number
13691
Product name
Tubacin
Purity
≥90%
Packaging
1mg
Price
$106
Updated
2024/03/01
Cayman Chemical
Product number
13691
Product name
Tubacin
Purity
≥90%
Packaging
5mg
Price
$336
Updated
2024/03/01
Tocris
Product number
3402
Product name
Tubacin
Purity
≥96%(HPLC)
Packaging
1
Price
$287
Updated
2021/12/16
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Tubacin Chemical Properties,Usage,Production

Found

Tubacin was first discovered by Stuart Schreiber's laboratory through a multidimensional chemical genetic screen of 7392 small molecules. Tubacin induces acetylation of α-tubulin (EC50 = 2.9 μM) without causing a marked increase in acetylation of histones (EC50 = 217 μM). Also, tubacin does not induce HSP90 acetylation. Tubacin does not affect global histone deacetylation, gene expression profiling, or cell cycle progression.

Description

Tubacin: an HDAC6 Selective Inhibitor.
Tubacin (tubulin acetylation inducer) is a highly potent and selective, reversible, cell-permeable inhibitor of HDAC6 (IC50=0.004μM). It dose-dependently boosted the release of influenza A virus (IAV) progeny through the increase of acetylated microtubules to effectively move viral components to the plasma membrane. It could reduce the Replication of the Japanese Encephalitis Virus via the Decrease of Viral RNA Synthesis. Tubacin was demonstrated as a host-targeting agent with preventive and therapeutic activities against the Japanese encephalitis virus. Concentration in cell culture experiments typically ranges from 2-50μM[1].

Uses

Tubacin is tubulin acetylation inducer that selectively inhibits histone deacetylase (HDAC6).

Definition

ChEBI: N-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N'-hydroxyoctanediamide is a member of 1,3-oxazoles.

Biochem/physiol Actions

Tubacin triggers the release of reactive oxygen species and mediates caspase-3-independent apoptosis of Epstein-Barr virus (EBV)-positive Burkitt lymphoma cells. It suppresses the proliferation of acute lymphoblastic leukemia (ALL) cells and enhances the effect of chemotherapy to treat ALL cells. Tubacin prevents the epileptic activity and neuronal migration defects caused due to lowered expression of Srpx2 in rats.

target

HDAC6

References

[1] Chien-Yi Lu. “Tubacin, an HDAC6 Selective Inhibitor, Reduces the Replication of the Japanese Encephalitis Virus via the Decrease of Viral RNA Synthesis.” International Journal of Molecular Sciences 18 5 (2017).

Tubacin Preparation Products And Raw materials

Raw materials

Preparation Products

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537049-40-4, TubacinRelated Search:


  • Tubacin
  • N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide
  • N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-octanediamide Tubacin
  • N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-octanediamide
  • Tubacin, >=98%
  • BML-GR362
  • N1-(4-((2R,4R,6S)-4-(((4,5-Diphenyloxazol-2-yl)thio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-di
  • Tubacin (BML-GR362)
  • Octanediamide, N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-, rel-
  • Octanediamide,N-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N'-hydroxy-, rel-
  • Tubacin (tubulin acetylation inducer)
  • rel-N1-(4-((2R,4R,6S)-4-(((4,5-Diphenyloxazol-2-yl)thio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide
  • Tubacin,Inhibitor,HDAC,Virus Protease,inhibit,Histone deacetylases
  • (hydroxymethyl)&#8203
  • [(2R,&#8203
  • 4R,&#8203
  • 6S)&#8203
  • dioxan-&#8203
  • diphenyl-&#8203
  • N8-&#8203
  • Octanediamide, N1-&#8203
  • oxazolyl)&#8203
  • Tubacin, 10 mM in DMSO
  • 537049-40-4
  • C41H43N3O7S
  • Inhibitors