Description
Key facts
CAS number:940943-37-3,
Purity:>96%,
Form:SolidSee storage information,
Molecular weight:451.6 Da,
Molecular formula:C20H25N3O5S2,
PubChem:17754557,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mMSoluble in 1eq. HCl to 100 mM,
Biochemical name:S-(2-(6-(4-(3-(Dimethylamino)propoxy)phenylsulfonamido)pyridin-3-yl)-2-oxoethyl) ethanethioate,
Biological description:Potent, non-selective HDAC inhibitor (IC50 values are 14, 20, 26 and 75 nM for HDAC6, 1, 4, and 3, respectively and 2 μM for HDAC2). Antiproliferative agent. Induces oxidative stress and oxidative DNA damage. Shows antitumor effects in vivo. Orally active.,
Canonical smiles:CC(=O)SCC(=O)C1=CN=C(C=C1)NS(=O)(=O)C2=CC=C(C=C2)OCCCN(C)C,
InChi:InChI=1S/C20H25N3O5S2/c1-15(24)29-14-19(25)16-5-10-20(21-13-16)22-30(26,27)18-8-6-17(7-9-18)28-12-4-11-23(2)3/h5-10,13H,4,11-12,14H2,1-3H3,(H,21,22),
InChiKey:KXWBUKMWZKTHCV-UHFFFAOYSA-N,
IUPAC Name:S-[2-[6-[[4-[3-(dimethylamino)propoxy]phenyl]sulfonylamino]pyridin-3-yl]-2-oxoethyl] ethanethioate
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
HDACs (Histone Deacetylases) refer to a family of enzymes that includes HDAC1 HDAC2 HDAC3 HDAC4 HDAC5 HDAC6 HDAC7 HDAC9 HDAC10 and HDAC11. These proteins function mechanically by removing acetyl groups from lysine residues on histone proteins resulting in chromatin condensation and transcriptional repression. They exist in different mass forms typically around 50-70 kDa depending on the isoform. Expression of HDACs is found in various tissues throughout the body making them widespread in cellular processes.
Biological function summary
Histone deacetylases work to regulate gene expression by modulating chromatin structure. HDACs often function as part of larger multiprotein complexes such as the NuRD (Nucleosome Remodeling and Deacetylase) and the SIN3 complexes that coordinate chromatin modifications. Through their role in chromatin remodeling they influence critical biological processes like cell cycle progression and differentiation. HDAC inhibitors including compounds like 4-phenylbutyrate are investigated for their ability to reverse the effects of HDAC activity therefore impacting gene expression.
Pathways
Acetylation and deacetylation play important roles in regulating gene expression in pathways like the Notch and Hedgehog signaling pathways. HDACs interact with various proteins like the REST (RE1-Silencing Transcription Factor) to modulate neuronal gene expression. They often work in opposition to HATs (Histone Acetyltransferases) which add acetyl groups reflecting a balance critical for cellular function and development.
HDACs are linked to cancer and neurodegenerative conditions like Alzheimer's disease. HDAC overexpression or dysfunction can lead to altered gene expression patterns that are characteristic of cancer pathways. In cancer HDACs interact with oncogenic transcription factors like c-Myc to drive cancer progression. Similarly in neurodegenerative diseases aberrant HDAC activity has been connected to dysfunctional neuronal gene regulation with connections to proteins involved in neurodegenerative disorders. HDAC inhibitors such as phenylbutyrate show promise in research as therapeutic agents to target these conditions by altering protein and gene functions.
