Trichostatin A Properties, Molecular Formula, Applications - WorldOfChemicals

Trichostatin A Properties

Trichostatin A

Molecule 3D Structure Image
Molecule Structure Image



Trichostatin A is an organic compound that serves as an antifungal antibiotic and selectively inhibits the class I and II mammalian histone deacetylase (HDAC) families of enzymes, but not class III HDACs. It inhibits the eukaryotic cell cycle during the beginning of the growth stage. It can be used to alter gene expression by interfering with the removal of acetyl groups from histones and therefore altering the ability of DNA transcription factors to access the DNA molecules inside chromatin. It is a member of a larger class of histone deacetylase inhibitors that have a broad spectrum of epigenetic activities. Thus, TSA has some potential as an anti-cancer drug. One suggested mechanism is that TSA promotes the expression of apoptosis-related genes, leading to cancerous cells surviving at lower rates, thus slowing the progression of cancer.

Chemical Properties

CAS Number 58880-19-6
ChEBI 46024
Density 1.139 g/cm3
IUPAC Name (2E,4E,6R)-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
InChI 1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1
Melting Point 140-143°C
Molar Mass 302.37 g/mol
Molecular Formula C17H22N2O3
RTECS Number MI5215000
Synonyms 2,4-Heptadienamide,7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-;2,4-Heptadienamide,7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, [R-(E,E)]-;(R)-Trichostatin A;TSA;Trichostatin A