Isoastilbin

SKU: orb1297331

Description

Isoastilbin is a bioactive dihydroflavonol glycoside found in plants like Smilax glabra and Astragalus membranaceus. It exhibits inhibitory activity against glucosyltransferase (IC50 = 54.3 µg/mL) and tyrosinase, supporting research in microbiology, dermatology, and neuroprotection, including studies relevant to Alzheimer's disease pathogenesis in cellular models.

Research Area

Infectious Disease & Virology, Protein Biochemistry

Key Properties

• CAS Number: 54081-48-0
• MW: 450.39
• Purity: 98.11% (May vary between batches)
• Formula: C₂₁H₂₂O₁₁
• SMILES: CC1OC(OC2C(Oc3cc(O)cc(O)c3C2=O)c2ccc(O)c(O)c2)C(O)C(O)C1O
• Target: Tyrosinase,Anti-infection,Antibacterial
• Solubility: DMSO:25 mg/mL (55.51 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:1 mg/mL (2.22 mM)

Bioactivity

• Target IC50:
  GTase:54.3 μg/mL (IC50)
• In Vitro:
  The crude extracts were assayed for antimicrobial activities against Streptococcus sobrinus and for glucosyltransferase (GTase) inhibition. Fourteen extracts inhibited the growth of S. sobrinus by more than 50% and six extracts inhibited GTase activity by more than 50% at a concentration of 100 μg/ml. Koompassia malaccensis (kempas) extracts showed 90% depression of S. sobrinus growth and 80% inhibition of GTase activity at a concentration of 100 μg/ml. Kempas crude extracts were subjected to column chromatography using Sephadex LH-20 and then preparative high-performance liquid chromatography to isolate four compounds A, B, C, and D. These compounds were identified as taxifolin and the flavanonol rhamnoside isomers neoastilbin, astilbin, and Isoastilbin, respectively, from 1H and 13C nuclear magnetic resonance (NMR) spectra and other two-dimensional NMR techniques (COSY, HMBC, and HMQC). Each compound depressed the growth of S. sobrinus over a concentration range of 9.3242.7 μg/ml and showed GTase inhibitory activity with IC50 values in the range 27.4-57.3 μg/ml
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Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

disease, dihydroflavonol, Alzheimer's, antimicrobial, Anti-infection, Antiinfection, anti-apoptotic, Antioxidation, Antifection, Bacterial, glycoside, Inhibitor, neuroprotective, inhibit, Isoastilbin, Tyrosinase

Compound Identifiers

PubChem CID

316844