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SML0947

Sigma-Aldrich

YN1

≥98% (HPLC)

Synonym(s):

7,8-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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10 MG
€88.80
50 MG
€271.00

€88.80

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10 MG
€88.80
50 MG
€271.00

About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
75187-63-2
Molecular Weight:
270.24
UNSPSC Code:
12352200
NACRES:
NA.77

€88.80

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

[o]1c2c([c](c(c1)c3ccc(cc3)O)=O)ccc(c2O)O

InChI

1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-15-10(13(11)18)5-6-12(17)14(15)19/h1-7,16-17,19H

InChI key

BMZFZTMWBCFKSS-UHFFFAOYSA-N

Biochem/physiol Actions

YN1 is a potent inhibitor of PFKFB3 (6-Phosphfructo-2-kinase/fructose-2,6-bisphosphatase: IC50 = 670 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. YN1 inhibits glycolysis and proliferation in HeLa cells.
YN1 is a potent inhibitor of PFKFB3.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
024M4721V

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S Funayama et al.
The Journal of antibiotics, 42(9), 1350-1355 (1989-09-01)
Structures of three antioxidant isoflavonoids isolated from the cultured broth of Streptomyces sp. OH-1049 were shown to be 4',7,8-trihydroxyisoflavone (1), 3',4',7-trihydroxyisoflavone (2) and 8-chloro-3',4',5,7-tetrahydroxyisoflavone (3), respectively. Among them, 3 is a novel isoflavonoid possessing a chlorine atom in the molecule.
K Komiyama et al.
The Journal of antibiotics, 42(9), 1344-1349 (1989-09-01)
Three antioxidant isoflavonoids characterized as 4',7,8-trihydroxyisoflavone (1), 3',4',7-trihydroxyisoflavone (2) and 8-chloro-3',4',5,7-tetrahydroxyisoflavone (3) were isolated from the cultured broth of Streptomyces sp. OH-1049. Among them, 3 is a novel isoflavonoid possessing a chlorine atom in the molecule. In in vitro studies
Li-Jun Tang et al.
Journal of inorganic biochemistry, 105(12), 1623-1629 (2011-11-11)
A new series of complexes of a ligand 4', 7, 8-trihydroxy-isoflavone with transition metal (zinc, copper, manganese, nickel, cobalt) and selenium have been synthesized and characterized with the aid of elemental analysis, IR, electron ionization mass spectrum (EI-MS) and (1)H
Fabiola Diniz et al.
Nature communications, 14(1), 7733-7733 (2023-11-26)
Nephron endowment at birth impacts long-term renal and cardiovascular health, and it is contingent on the nephron progenitor cell (NPC) pool. Glycolysis modulation is essential for determining NPC fate, but the underlying mechanism is unclear. Combining RNA sequencing and quantitative

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