BiochemProbe — Life Science Research Reagents

SKI2852 free base · Synonyms: SKI-2852 · SKI 2852

SKI2852 is a potent, selective and orally active 11β-hydroxysteroid dehydrogenase type 1 inhibitor.

For research use only. Not for human or veterinary use.

Target 11β-HSD
Research area Metabolic Disease
Purity >98% Stock Inquire

SKI2852 structure

CAS No.: 1346554-47-9

Download structure (.mol)

Pack sizes & pricing

Size Price SKU Stock
25 mg USD 420.00 BP-02187-25mg In stock Get quote
50 mg USD 670.00 BP-02187-50mg In stock Get quote
100 mg USD 1,060.00 BP-02187-100mg In stock Get quote
250 mg USD 2,150.00 BP-02187-250mg In stock Get quote
500 mg USD 3,400.00 BP-02187-500mg In stock Get quote

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Description

SKI2852 is a potent, selective and orally active 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor with IC50s of 1.6 nM and 2.9 nM against mHSD1 and hHSD1, respectively .

Biological activity

In Vitro SKI2852 inhibits 11β-HSD1 with an IC50 of 4.4 ± 0.5 nM in HEK293 cells stably transfected with human 11β-HSD1 cDNA. The amide carbonyl group of SKI2852 established a central hydrogen bond interaction with the hydroxyl side chain of Ser170, one of the key residues (Ser170, Tyr183, and Lys 187) that define the catalytic triad for 11β-HSD1 activity. In Vivo SKI2852 (20 mg/kg; oral; once daily for 25 days) significantly reduces blood glucose and HbA1c levels and improved the lipid profiles in ob/ob mice.

Identifiers

SMILES
O=C(C1=NC(N2[C@H](C)CN(C3=CC=C(S(=O)(C)=O)C=C3F)CC2)=NC=C1)N[C@@H]4[C@]5([H])C[C@@]6([H])C[C@](C5)(O)C[C@]4([H])C6
InChIKey
SSKKTEYBWOVEET-MYCXXBLFSA-N

Specifications

MW (average)
543.6530
Formula
C27H34FN5O4S
CAS No.
1346554-47-9
Physical state
Solid
Color
White to off-white
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage
Powder -20℃ 3 years; 4℃ 2 years; In solvent -20℃ 1 month;

Solubility

soluble in DMSO

References

[1]. Ryu JH, et al. Discovery of 2-((R)-4-(2-Fluoro-4-(methylsulfonyl)phenyl)-2-methylpiperazin-1-yl)-N-((1R,2s,3S,5S,7S)-5-hydroxyadamantan-2-yl)pyrimidine-4-carboxamide (SKI2852): A Highly Potent, Selective, and Orally Bioavailable Inhibitor of 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1). J Med Chem. 2016 Nov 23;59(22):10176-10189.

Same research area

Search Metabolic Disease