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SML1923

A-395 hydrochloride

≥98% (HPLC)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C26H35FN4O2S · xHCl
CAS Number:
2089148-72-9
Molecular Weight:
486.65 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD31563589
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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Quality Segment

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

InChI

1S/C26H35FN4O2S/c1-28(2)25-18-30(24-12-9-20-5-4-6-23(27)26(20)24)17-22(25)19-7-10-21(11-8-19)29-13-15-31(16-14-29)34(3,32)33/h4-8,10-11,22,24-25H,9,12-18H2,1-3H3/t22-,24?,25+/m1/s1

InChI key

REVJNSVNICWODC-KIDMSAQOSA-N

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
Potent and selective chemical probe for EED

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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