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Names | |
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IUPAC name 7-(β-D-Glucopyranosyloxy)-4′-hydroxy-6-methoxyisoflavone | |
Systematic IUPAC name 3-(4-Hydroxyphenyl)-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one | |
Other names Glycitein 7-O-glucoside | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
KEGG | |
UNII | |
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Properties | |
C22H22O10 | |
Molar mass | 446.408 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). |
Glycitin (glycitein 7-O-glucoside) is anisoflavone found in soy, and remains to various degrees in soy products liketofu,soymilk[1] andsoy sauce.[2] Although glycitin has its own health associated properties (below), it can be transformed toglycitein by human intestinal flora by the action ofbeta-glucosidases.[3]
Some interesting effects of glycitin include humandermal fibroblast cell proliferation and migration viaTGF‐β signaling, glycitin treatment produces anti-photoaging effects such ascollagen type I andcollagen type III increase at both the mRNA and protein levels. Other noted effects decreasedelastase, and decreasedβ‐galactosidase activation.[4] In conjunction with 4′,6,7-trimethoxyisoflavone (TMF), an isoflavone that promotes fibroblast migration but not proliferation,wound healing and anti-scarring activity (reorganization and wound fibrosis inhibition) were significantly and synergistically boosted in bothin vivo mice andin vitro.[5]