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Merck
CN

SMB01405

6-Hydroxydaidzein

≥95%

Synonym(s):

4′,6,7-Trihydroxyisoflavone, 6,7,4′-Trihydroxyisoflavone, Desmethylglycitein

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
1291621
MDL number:
NACRES:
NA.21
Assay:
≥95%
Form:
powder or crystals
Solubility:
DMF: soluble, DMSO: soluble, methanol: soluble
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InChI key

GYLUFQJZYAJQDI-UHFFFAOYSA-N

SMILES string

C1=CC(=CC=C1C2=COC3=CC(=C(C=C3C2=O)O)O)O

InChI

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

biological source

synthetic

assay

≥95%

form

powder or crystals

color

, Faint Yellow to Yellow to Brown

mp

320 °C

solubility

DMF: soluble, DMSO: soluble, methanol: soluble

application(s)

clinical research
general analytical
life science and biopharma
metabolomics

shipped in

2-8°C

storage temp.

−20°C

Quality Level

General description

6-Hydroxydaidzein, also known as 4′,6,7-trihydroxyisoflavone, is a hydroxylated derivative of daidzein, distinguished by an additional hydroxyl group at the 6th position. It belongs to the class of organic compounds called isoflavones, which are polycyclic structures featuring a 2-isoflavene core and a ketone group at the C4 carbon. This composition classifies 6-hydroxydaidzein as a flavonoid.

This compound has been detected in foods such as soybeans (Glycine max) and various pulses, suggesting its potential as a biomarker for the consumption of these plant-based products. As a primary metabolite, 6-hydroxydaidzein plays a vital role in an organism′s growth, development, and reproduction. Numerous studies have highlighted its pharmacological properties, including tyrosinase inhibition, anti-cancer activity, anti-obesity effects, and cognitive enhancement.

Current research has demonstrated that 6-hydroxydaidzein may inhibit enzyme activities and critical signaling pathways, although this effect may be reversed by coumarin derivatives. Research utilizing in vitro assays and molecular docking has also investigated its potential impact on antibiotic-resistant bacterial strains. Functionally, 6-hydroxydaidzein serves multiple roles, including acting as a PPARalpha and PPARgamma agonist, an anti-inflammatory agent, an antimutagen, and a tyrosinase inhibitor.

Application

6-hydroxydaidzein finds application in metabolomics, biochemical and life science related research.

Features and Benefits

Versatile and adaptable for wide variety of research and metabolomics applications.

pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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