Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Glycitin

From Wikipedia, the free encyclopedia
Not to be confused withglycitein.
Glycitin
Names
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
  • InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
    Key: OZBAVEKZGSOMOJ-MIUGBVLSSA-N
  • COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Properties
C22H22O10
Molar mass446.408 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

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]

Properties

[edit]

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]

References

[edit]
  1. ^Hsiao, Yu-Hsuan; Yu, Chia-Jung; Li, Wen-Tai; Hsieh, Jung-Feng (2015)."Coagulation of β-conglycinin, glycinin and isoflavones induced by calcium chloride in soymilk".Scientific Reports.5: 13018.Bibcode:2015NatSR...513018H.doi:10.1038/srep13018.PMC 4542527.PMID 26260443.
  2. ^"Health Benefits of Naturally Brewed Soy Sauce". 2018-04-04.
  3. ^"Human Metabolome Database: Showing metabocard for Glycitin (HMDB0002219)".
  4. ^Kim, Young Mee; Huh, Jung Sik; Lim, Yoongho; Cho, Moonjae (2015). "Soy Isoflavone Glycitin (4'-Hydroxy-6-Methoxyisoflavone-7-D-Glucoside) Promotes Human Dermal Fibroblast Cell Proliferation and Migration via TGF-β Signaling".Phytotherapy Research.29 (5):757–769.doi:10.1002/ptr.5313.PMID 25758427.S2CID 206430410.
  5. ^Kim, Joungmok; Yang, Goowon; Kim, Yeji; Kim, Jin; Ha, Joohun (2016)."AMPK activators: Mechanisms of action and physiological activities".Experimental & Molecular Medicine.48 (4): e224.doi:10.1038/emm.2016.16.PMC 4855276.PMID 27034026.
Isoflavones and theirglycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
Soy (Glycine max)
General
Soy-based
dishes
Plant milk
Meat analogues
Sauces and
condiments
Soy sauce based
Pastes
Fermented bean
Other foods
Biochemicals
Phytoestrogens
Globulins (proteins)
PHAs (lectins)
Enzymes
Trypsin inhibitors
Other
Companies
Other
Retrieved from "https://en.wikipedia.org/w/index.php?title=Glycitin&oldid=1267038299"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp