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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O4
Molecular Weight 254.2375
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAIDZEIN

SMILES

OC1=CC=C(C=C1)C2=COC3=C(C=CC(O)=C3)C2=O

InChI

InChIKey=ZQSIJRDFPHDXIC-UHFFFAOYSA-N
InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

HIDE SMILES / InChI

Description

Daidzein, an isoflavonoid phytoestrogenic compound found in soybeans, possesses various biological properties. It may induce apoptosis of choriocarcinoma cells in a dose-dependent manner via the mitochondrial apoptotic pathway, in addition, it promotes proliferation and differentiation in osteoblastic OCT1 cells via activation of the BMP-2/Smads pathway. Daidzein exerts neuroprotective effects through the novel extranuclear GPR30 and the classical transcriptionally acting ERβ.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

Cmax

ValueDoseCo-administeredAnalytePopulation
0.31 μM
0.4 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens
0.71 μM
0.8 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
3.96 μM × h
0.4 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens
3.96 μM × h
0.8 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
8.17 h
0.4 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens
8.7 h
0.8 mg/kg bw single, oral
DAIDZEIN plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
In the presence of either 1 μM of daidzein or equol, the number of cells in S-phase, which was determined by detecting bromodeoxyuridine incorporated into replicated DNA, almost doubled. The total amounts of MCM7 protein and chromatin-bound MCM7 protein increased in the presence of daidzein. The data suggest that phytoestrogens facilitate cell cycle progression in G1-phase by increasing the level of MCM proteins.