CAS 428438-35-1

Genistein diglucuronide

Description:

Genistein diglucuronide is a glucuronide conjugate of genistein, a naturally occurring isoflavone predominantly found in soy products and other legumes. This compound is characterized by its structure, which includes two glucuronic acid moieties attached to the genistein backbone, enhancing its solubility and bioavailability in biological systems. Genistein itself is known for its potential health benefits, including antioxidant, anti-inflammatory, and estrogenic activities. As a diglucuronide, this metabolite may play a role in the detoxification and elimination of genistein from the body, influencing its pharmacokinetics and biological effects. Genistein diglucuronide is typically studied in the context of its metabolic pathways and its implications in health, particularly in relation to cancer prevention and hormonal regulation. Its presence in biological samples can be indicative of genistein intake and metabolism, making it a relevant compound in nutritional and pharmacological research.

Formula: C₂₇H₂₆O₁₇

InChI: InChI=1S/C27H26O17/c28-12-5-10(42-27-21(35)17(31)19(33)23(44-27)25(38)39)6-13-14(12)15(29)11(7-40-13)8-1-3-9(4-2-8)41-26-20(34)16(30)18(32)22(43-26)24(36)37/h1-7,16-23,26-28,30-35H,(H,36,37)(H,38,39)/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m0/s1

InChI key: InChIKey=DFJSPRNCKDBZIJ-MWBUVXCNSA-N

SMILES: O=C1C=2C(=CC(O[C@@H]3O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O)=CC2O)OC=C1C4=CC=C(O[C@@H]5O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]5O)C=C4

Synonyms:

• Genistein diglucuronide
• β-D-Glucopyranosiduronic acid, 4-[7-(β-D-glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-3-yl]phenyl
• 4-[7-(β-D-Glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-3-yl]phenyl β-D-glucopyranosiduronic acid

Genistein Diglucuronide

CAS: 428438-35-1

Formula: C₂₇H₂₆O₁₇

Purity: >90%

Color and Shape: Neat

Molecular weight: 622.49

Ref: TR-G350055

Genistein-d4 Diglucuronide

Controlled Product

CAS: 428438-35-1

Formula: C₂₇D₄H₂₂O₁₇

Color and Shape: Neat

Molecular weight: 626.51

Ref: TR-G350057

Genistein-d4 diglucuronide

CAS: 428438-35-1

Genistein-d4 diglucuronide is a metabolite of genistein, an isoflavone found in soybeans. It has been shown to have low oral bioavailability and can be detected in the urine of infants who are fed soy formula. Genistein-d4 diglucuronide may act as a conjugate for other drugs, but this has not been studied. Genistein-d4 diglucuronide has been shown to inhibit human breast cancer cells from proliferating by interfering with the production of estrogen hormones and inhibiting protein synthesis. This compound also inhibits the growth of animal prostate cells. The benefits and risks of genistein-d4 diglucuronide have not yet been studied in humans.

Formula: C₂₇H₂₂D₄O₁₇

Purity: Min. 95%

Molecular weight: 626.51 g/mol

Ref: 3D-DSA43835

Genistein Diglucuronide

CAS: 428438-35-1

Genistein Diglucuronide, a Genistein metabolite, specifically inhibits tyrosine kinases and EGF receptor autophosphorylation.

Formula: C₂₇H₂₆O₁₇

Color and Shape: Solid

Molecular weight: 622.49

Ref: TM-T69260