G2785

Glycitein

≥97% (HPLC)

• Synonym(s): 4′,7-Dihydroxy-6-methoxyisoflavone, Glycetein
• Empirical Formula (Hill Notation): C₁₆H₁₂O₅
• CAS Number: 40957-83-3
• Molecular Weight: 284.26
• MDL number: MFCD00016679
• UNSPSC Code: 41106305
• PubChem Substance ID: 329799906
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: powder
• solubility: DMF: 1 mg/mL, clear, colorless to faintly yellow
• storage temp.: −20°C
• SMILES string: COc1cc2C(=O)C(=COc2cc1O)c3ccc(O)cc3
• InChI: 1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
• InChI key: DXYUAIFZCFRPTH-UHFFFAOYSA-N

Description

Application

Glycitein has been used as standard for the analysis of soy isoflavones and metabolites in urine. It has also been used to bind to recombinant estrogen and progesterone receptors to know the relative binding affinity (RBA) for detection of potential endocrine disruptors.

Biochem/physiol Actions

Glycitein is a soybean (yellow cultivar) isoflavonoid; its natural glycosides are synergistic with genistein in inducing specific gene expression. Glycitein may be used to study anti-oxidation processes at the level of gene transcription where it increases the binding of transcription factors [nuclear factor-E2-related factor 2 (Nrf2) and c-Jun] to the antioxidant response element (ARE) on HO-1 and NQO1 promoters. Glycitein may be used in combination with other isoflavonoids such as genistein and daidzein to study apoptosis.

Glycitein possesses weak estrogenic activity than other soy isoflavones.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves