Genistin

Source: Wikipedia, the free encyclopedia.
Not to be confused with Genistein.
Genistin
Names
IUPAC name
7-(β-D-Glucopyranosyloxy)-4′,5-dihydroxyisoflavone
Systematic IUPAC name
5-Hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names
Genistoside
Genistine
Genistein 7-glucoside
Genistein glucoside
Genistein-7-glucoside
Genisteol 7-monoglucoside
Glucosyl-7-genistein
Genistein 7-O-beta-D-glucoside
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.120.406 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1 checkY
    Key: ZCOLJUOHXJRHDI-CMWLGVBASA-N checkY
  • InChI=1/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
    Key: ZCOLJUOHXJRHDI-CMWLGVBABE
  • O=C3c4c(O)cc(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)cc4O/C=C3/c2ccc(O)cc2
Properties
C21H20O10
Molar mass 432.37 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Genistin is an

anticancer
effects are analogous.

Metabolism

When ingested along the diet, genistin is readily converted to its

mice can cause the complete conversion.[2]

Biological importance

Estrogenic activity

Genistin, like genistein, is a

tumors to regress.[3]

Antiviral activity

Genistin and other isoflavones are demonstrated to be bioactive within the neonatal intestine and may reduce the severity of rotavirus infections; genistin alone shows inhibition of the viral infectivity by 40-60%.[4]

Bone metabolism

In vitro study have shown that both genistin and

fructooligosaccharides.[6] The amount of new bone produced by grafting genistin in collagen matrix was compared to the bone produced by collagen matrix alone in New Zealand white rabbits, and was observed that genistin caused significant increase in bone formation.[7]

References

  1. doi:10.1021/ja01857a013
    .
  2. ^
    PMID 11820509
    .
  3. PMID 11577007
    .
  4. PMID 19906223
    .
  5. PMID 9546622
    .
  6. PMID 20132047
    .
  7. PMID 20036920
    .

External links
Retrieved from "https://en.wikipedia.org/w/index.php?title=Genistin&oldid=1173684706"