Identification | Back Directory | [Name]
Tubacin | [CAS]
537049-40-4 | [Synonyms]
Tubacin BML-GR362 Tubacin, >=98% Tubacin (BML-GR362) N1-(4-((2R,4R,6S)-4-(((4,5-Diphenyloxazol-2-yl)thio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-di 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 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- 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- 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 | [Molecular Formula]
C41H43N3O7S | [MDL Number]
MFCD18452824 | [MOL File]
537049-40-4.mol | [Molecular Weight]
721.86 |
Chemical Properties | Back Directory | [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| |
Hazard Information | Back Directory | [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 | [storage]
Store at -20°C |
Questions And Answer | Back Directory | [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.
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