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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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About This Item

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

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.

Storage Class

11 - Combustible Solids

wgk_germany

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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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
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.

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