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SML1571

Sigma-Aldrich

S14161

≥98% (HPLC)

Synonym(s):

8-Ethoxy-2-(4-fluorophenyl)-3-nitro-2H-1-benzopyran, 8-Ethoxy-2-(4-fluorophenyl)-3-nitro-2H-chromene, Pichromene

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About This Item

Empirical Formula (Hill Notation):
C17H14FNO4
CAS Number:
883046-50-2
Molecular Weight:
315.30
MDL number:
MFCD00112055
UNSPSC Code:
12352200
PubChem Substance ID:
329825969
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

storage temp.

−20°C

SMILES string

FC(C=C1)=CC=C1C2C([N+]([O-])=O)=CC3=CC=CC(OCC)=C3O2

InChI

1S/C17H14FNO4/c1-2-22-15-5-3-4-12-10-14(19(20)21)16(23-17(12)15)11-6-8-13(18)9-7-11/h3-10,16H,2H2,1H3

InChI key

BFZXDHIUPNWOMT-UHFFFAOYSA-N

Biochem/physiol Actions

S14161 inhibits D-cyclin transactivation by inhibition of phosphoinositide 3-kinase (PI3K) activity. S14161 is a pan-class I PI3K inhibitor. S14161 inhibited the activity of all 4 isoforms of the PI3K class I family, and unlike LY294002, had little effect on class IV enzymes mechanistic target of rapamycin (mTOR) and DNA-PKcs (DNA-dependent protein kinase, catalytic subunit), or on AKT-1, -2, or -3 or PDK1. S14161 inhibited the expression of cyclins D1, D2, and D3, leading to the arrest of cells at the G0/G1 phase, and has exhibited anti-myeloma and anti-leukemia activity with no gross toxicity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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Guo-Jiang Hou et al.
Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association, 125(10), 669-676 (2017-09-13)
EXf, a glucagon-like peptide 1 (GLP-1) receptor agonist, stimulates β-cell proliferation and reduces apoptosis in diabetic animal models, but the underlying mechanisms are not fully understood. We constructed a FoxO1-GFP fusion protein expression plasmid and transiently transfected it into NIT-1

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