glycitein
Sign in to saveAlso known as 7,4'-Dihydroxy-6-methoxyisoflavone, 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one
Glycitein is an O-methylated isoflavone which accounts for 5-10% of the total isoflavones in soy food products. Glycitein is a phytoestrogen with weak estrogenic activity, comparable to that of the other soy isoflavones. Like other isoflavonoids, glycitein is synthesized as a glycoside conjugate to a monosaccharide (typically glucose). The glycoside is hydrolyzed during digestion to the biologically-active free isoflavonoid.
Research
645 papers- Glycitein: A comprehensive review of its bioactivities, molecular mechanisms, and therapeutic potential.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2025
- Isoflavones.Molecules (Basel, Switzerland) · 2019
- Dietary-timing-induced gut microbiota diurnal oscillations modulate inflammatory rhythms in rheumatoid arthritis.Cell metabolism · 2024
- A balance between glycitein and glyceollins governed by isoflavone 6-hydroxylase confers soybean resistance to Phytophthora sojae.Proceedings of the National Academy of Sciences of the United States of America · 2025
- Glycitein prevents reserpine-induced depression and associated comorbidities in mice: modulation of lipid peroxidation and TNF-α levels.Naunyn-Schmiedeberg's archives of pharmacology · 2024
via PubMed
Wikidata facts
- Mass
- 284.068
Show 3 more facts
- canonical SMILES
- COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O
- chemical formula
- C₁₆H₁₂O₅
- Commons category
- Glycitein
via Wikidata · CC0
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Article
1 sectionsContents
- References
Glycitein is an O-methylated isoflavone which accounts for 5-10% of the total isoflavones in soy food products. Glycitein is a phytoestrogen with weak estrogenic activity, comparable to that of the other soy isoflavones. Like other isoflavonoids, glycitein is synthesized as a glycoside conjugate to a monosaccharide (typically glucose). The glycoside is hydrolyzed during digestion to the biologically-active free isoflavonoid.
Glycitein is synthesized from phenylalanine, similarly to other isoflavonoids. The biosynthesis involves 8 steps, resulting in free glycitein; a subsequent glucosyltransferase-catalyzed reaction results in the corresponding glucoside, glycitin. This product may be further malonylated to malonylglycitin.