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SML1923 Sigma-Aldrich

A-395 hydrochloride

≥98% (HPLC)

Synonym: (3R,4S)-1-(7-Fluoro-2,3-dihydro-1H-inden-1-yl)-4-{4-[4-(methanesulfonyl)piperazin-1-yl]phenyl}-N,N-dimethylpyrrolidin-3-amine hydrochloride

  • Empirical Formula (Hill Notation) C26H35FN4O2S · xHCl

  • Molecular Weight 486.65 (free base basis)

  •  MDL number MFCD31563589

  •  NACRES NA.77



Related Categories A-AM, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   white to light brown
solubility   H2O: 10 mg/mL, clear
storage temp.   2-8°C
SMILES string   FC1=CC=CC2=C1C(N3C[C@H](C(C=C4)=CC=C4N5CCN(S(C)(=O)=O)CC5)[C@@H](N(C)C)C3)CC2


Biochem/physiol Actions

A-395 is a potent and selective chemical probe for the polycomb protein EED (embryonic ectoderm development), an essential component of Polycomb repressive complex 2 (PRC2), involved in transcriptional repression through methylation of histone H3K27. A-395 has been found to bind to EED in vitro with a Ki value of 0.4 nM, inhibit the PRC2 complex with an IC50 value 34 nM for methylation of H3K27, and have >100-fold selectivity over other histone methyltransferases and non-epigenetic targets. In RD rhabdoid tumor cell line A-395 inhibited the PRC2 complex with an IC50 value of 90 nM, inhibiting the formation of H3K27me3. For characterization details of A-395, please visit the A-395 probe summary on the Structural Genomics Consortium (SGC) website.

A-395N is the negative control for the active enantiomer, A-395. A-395N is available from Sigma. To learn more about and purchase A-395N, click here.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

A-395 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.

Safety & Documentation

Safety Information

GHS06  GHS06
Signal word 
Hazard statements 
UN 2811 6.1 / PGIII
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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