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G1296

Sigma-Aldrich

Glycitin

≥98% (HPLC)

Synonym(s):

4′,7-Dihydroxy 6-methoxyisoflavone 7-O-glucoside, 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-6-methoxy-, Glycitein 7-O-β-glucoside

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About This Item

Empirical Formula (Hill Notation):
C22H22O10
CAS Number:
40246-10-4
Molecular Weight:
446.40
MDL number:
MFCD00800711
UNSPSC Code:
12352201
NACRES:
NA.25

biological source

plant (Pueraria thunbergianaI)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to faint beige

mp

203 - 204  °C ((397 - 399 °F ))

solubility

10 mg, clear, colorless to faintly yellow

storage temp.

room temp

SMILES string

O=C1C2=CC(OC)=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=C2OC=C1C4=CC=C(O)C=C4

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

InChI key

OZBAVEKZGSOMOJ-MIUGBVLSSA-N

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General description

Glycitin is an isoflavonoid recently found in flowers of Pueraria thunbergianaI. Glycitin can be modified into the metabolite glycitein which has anti-inflammatory properties.

Application


  • The antioxidant Glycitin protects against intervertebral disc degeneration through antagonizing inflammation and oxidative stress in nucleus pulposus cells.: This study highlights Glycitin′s therapeutic potential in mitigating intervertebral disc degeneration by counteracting inflammatory and oxidative processes, demonstrating its viability as a bioactive compound for degenerative diseases (Zhao W et al., 2023).

  • Spectrum-effect relationship study to reveal the pharmacodynamic substances in Flos Puerariae-Semen Hoveniae medicine pair for the treatment of alcohol-induced liver damage.: Analyzes the pharmacological effects of herbal components, including Glycitin, targeting liver damage recovery, illustrating the compound′s therapeutic relevance in traditional and modern medical applications (Zhang H et al., 2023).


Biochem/physiol Actions

Glycitin is a soy isoflavone in the glucoside form. A rat model study demonstrated glycitin to be effective in preventing bone loss and reversing the unfavorable changes of lipid metabolism in this model.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Isoflavone glycosides from the flowers of Pueraria thunbergiana.
Park HJ
Phytochemistry, 51, 147-151 (1999)
Kouya Yamaki et al.
Planta medica, 68(2), 97-100 (2002-02-23)
Previously, we reported that the isoflavones tectorigenin and tectoridin, a glycosylated tectorigenin, isolated from the rhizomes of Belamcanda chinensis have an activity to inhibit prostaglandin (PG) E2 production in 12-O-tetradecanoylphorbol 13-acetate (TPA)-stimulated rat peritoneal macrophages. The inhibitory effect of tectorigenin

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