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SML1270

Sigma-Aldrich

YZ9

≥98% (HPLC)

Synonym(s):

3-Carbethoxy-7-hydroxycoumarin, 7-hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C12H10O5
CAS Number:
6093-71-6
Molecular Weight:
234.20
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/C12H10O5/c1-2-16-11(14)9-5-7-3-4-8(13)6-10(7)17-12(9)15/h3-6,13H,2H2,1H3

InChI key

IETDBZQIWIJQJG-UHFFFAOYSA-N

Biochem/physiol Actions

YZ9 is a 5, 6, 7, 8-tetrahydroxy-2-(4-hydroxyphenyl) chromen-4-one (N4A) inhibitor.
YZ9 is a potent inhibitor of PFKFB3 (6-phosphfructo-2-kinase/fructose-2,6-bisphosphatase) with an IC50 = 183 nM. PFKFB3 is over expressed in many cancers and catalyzes the production of fructose-2,6-bisphosphate, which can potentiate PFK1 activity, enhancing glycolysis in tumor cells. YZ9 dose dependently inhibits proliferation of HeLa cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Minsuh Seo et al.
PloS one, 6(9), e24179-e24179 (2011-10-01)
Cancer cells adopt glycolysis as the major source of metabolic energy production for fast cell growth. The HIF-1-induced PFKFB3 plays a key role in this adaptation by elevating the concentration of Fru-2,6-BP, the most potent glycolysis stimulator. As this metabolic

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