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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12O5
Molecular Weight 284.2635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCITEIN

SMILES

COC1=CC2=C(OC=C(C2=O)C3=CC=C(O)C=C3)C=C1O

InChI

InChIKey=DXYUAIFZCFRPTH-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

HIDE SMILES / InChI

Description

Glycitein is an orally active flavonoid, which possesses estrogenic activity. It was discovered, that glycitein suppresses osteoclast generation and induces osteoclast apoptosis and exerts bone beneficial effects.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
dietary supplement containing high-dose purified soy isoflavones (genistein, 558 mg/day; daidzein, 296 mg/day; and glycitein, 44 mg/day) to 30 postmenopausal women for 84 days and collected peripheral lymphocytes at timed intervals
Route of Administration: Oral
In Vitro Use Guide
Bone marrow-derived osteoclasts were cultured with various concentrations (0.01-100 nM) of glycitein. Osteoclast generation was inhibited by glycitein in a biphasic-dose-dependent manner and showed the greatest inhibitory effects at 10 nM (-70%, p < 0.01). Glycitein increased caspase 3/7 activity by 15% at a concentration of 10 nM (p < 0.001). Further, 10 nM glycitein significantly decreased the expression of IL-6 (-53%, p < 0.05) and RANKL (-64%, p < 0.05) in osteoblasts but did not change mRNA levels of OPG.