CAS No. 495-02-3

Batch: Purity:99.62
Auraptene Chemical Structure
Chemical Structure
Check the Auraptene product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
CAS Number 495-02-3
Molecular Formula

C19H22O3

Molecular Weight (MW) 298.38
SMILES CC(=CCCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)C
InChIKey RSDDHGSKLOSQFK-RVDMUPIBSA-N

Ordering Information

Biological Activity

Auraptene is a natural citrus-derived coumarin with anticarcinogenic, anti-inflammatory, and neuroprotective properties. It inhibits matrix metalloproteinase 2 (MMP-2) and downregulates key inflammatory mediators, including IL-6, IL-8, and chemokine (C-C motif) ligand-5 (CCL5). Through modulation of extracellular matrix remodeling and inflammatory cytokine signaling pathways, Auraptene exerts antigenotoxic and antihelicobacter effects across various preclinical cellular and animal models.

How to Prepare Stock Solution?

Concentration Volume Mass
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Solubility

Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
Solvent Solubility & Note
DMSO 59 mg/mL (197.73 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
FAQ
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
  • Preheat media/saline to 37°C.
  • Mix rapidly (pipette/vortex) upon addition.
  • For complex mixes, always add the aqueous phase last.
  • Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).
Note: Technical data last updated: Sep 1, 2026.