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Merck
CN

SML2340

SGC8158

≥98% (HPLC)

Synonym(s):

5′-S-[4-[(4′-Chlorobiphenyl-3-ylmethyl)amino]butyl]-5′-thioadenosine

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About This Item

Empirical Formula (Hill Notation):
C27H31ClN6O3S
Molecular Weight:
555.09
UNSPSC Code:
12352200
NACRES:
NA.77
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InChI

1S/C27H31ClN6O3S/c28-20-8-6-18(7-9-20)19-5-3-4-17(12-19)13-30-10-1-2-11-38-14-21-23(35)24(36)27(37-21)34-16-33-22-25(29)31-15-32-26(22)34/h3-9,12,15-16,21,23-24,27,30,35-36H,1-2,10-11,13-14H2,(H2,29,31,32)/t21-,23-,24-,27-/m1/s1

InChI key

UDFJXRJYAZANFF-VBHAUSMQSA-N

SMILES string

ClC(C=C1)=CC=C1C2=CC(CNCCCCSC[C@H]3O[C@@H](N(C=N4)C5=C4C(N)=NC=N5)[C@H](O)[C@@H]3O)=CC=C2

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

SGC8158 isthe active component produced by cell reductases from the prodrug, SGC3027, a selective and cell-active inhibitor of protein arginine N-methyltransferase (PRMT7). SGC8158 was shown to inhibit PRMT7 with an IC50 value < 2.5 nM for methylation of H2B (23-37) and greater than 40-fold selectivity over other histone methyltransferases and non-epigenetic targets. SGC3027 inhibited the methylation of HSP70 In cellular assays using C2C12 cells with an IC50 value of 1.3 microM. The closely related SGC3027N is significantly less active in the cellular assay, and is a control compound for cellular studies.
Selective and cell-active PRMT7 inhibitor

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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