CAS No. 57-71-6

Batch: Purity:99.16
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2,3-Butanedione-2-monoxime Chemical Structure
Chemical Structure
Check the 2,3-Butanedione-2-monoxime product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name (3E)-3-hydroxyiminobutan-2-one
CAS Number 57-71-6
Molecular Formula

C4H7NO2
Molecular Weight (MW) 101.10
SMILES CC(=NO)C(=O)C
InChIKey FSEUPUDHEBLWJY-HWKANZROSA-N

Ordering Information

Biological Activity

2,3-Butanedione-2-monoxime is a low-affinity, non-competitive inhibitor of skeletal muscle myosin-II that inhibits skeletal and cardiac muscle contraction. By suppressing actomyosin ATPase activity and disrupting the cross-bridge cycle, it inhibits force development in muscle fibers. Furthermore, it modulates excitation-contraction coupling and attenuates cellular contractility, serving as a functional tool to investigate myofilament biophysics and signaling pathways. [1]

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 20 mg/mL (197.82 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
Water 20 mg/mL
Ethanol 20 mg/mL
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).

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Note: Technical data last updated: Sep 1, 2026.