Cas no 22864-92-2 (Acetonylchelerythrine)

Acetonylchelerythrine is a benzophenanthridine alkaloid derived from certain plant species, notably within the Papaveraceae family. It exhibits notable biological activity, including potential antimicrobial and antitumor properties, making it a compound of interest in pharmacological research. Its mechanism of action is linked to interactions with cellular enzymes and DNA, which may contribute to its cytotoxic effects. Acetonylchelerythrine is also studied for its role as a natural product scaffold in synthetic chemistry, offering opportunities for structural modifications to enhance bioactivity or selectivity. The compound is typically isolated via chromatographic techniques, ensuring high purity for research applications. Its stability and solubility profile facilitate in vitro and in vivo experimental studies.
Acetonylchelerythrine structure
Acetonylchelerythrine structure
Product Name:Acetonylchelerythrine
CAS No:22864-92-2
MF:C24H23NO5
MW:405.443126916885
CID:256609
PubChem ID:185516
Update Time:2025-05-27

Acetonylchelerythrine Chemical and Physical Properties

Names and Identifiers

    • 2-Propanone,1-[(13S)-12,13-dihydro-1,2-dimethoxy-12-methyl[1,3]dioxolo[4,5]benzo[1,2-c]phenanthridin-13-yl]-
    • 6-Acetonyldihydrochelerythrine
    • 2-Propanone,1-[(13S)-12,13-dihydro-1,2-dimethoxy-12-methyl[1,3]dioxolo[4,5]benzo[1,2-c]phenant...
    • 2-Propanone, 1-((13S)-12,13-dihydro-1,2-dimethoxy-12-methyl(1,3)benzodioxolo(5,6-c)phenanthridin-13-yl)-
    • 2-propanone, 1-[(13S)-12,13-dihydro-1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]-
    • 13-(2-Oxopropyl)dihydrochelerythrine
    • 13-Acetonyldihydrochelerythrine
    • Acetonyldihydrochelerythrine
    • Chelerythrine acetonate
    • 8-Acetonyldihydrochelerythrine
    • [ "8-Acetonyldihydrochelerythrine" ]
    • Acetonylchelerythrine
    • W1158
    • Chelerythrine, 13.beta.-acetonyl-12,13-dihydro-
    • 22864-92-2
    • CHEMBL250267
    • 1-[(13S)-1, 2-dimethoxy-12-methyl-13H-[1, 3]benzodioxolo[5, 6-c]phenanthridin-13-yl]propan-2-one
    • DTXSID60177404
    • [1,3]Benzodioxolo[5,6-c]phenanthridine, 2-propanone deriv.; 13-(2-Oxopropyl)dihydrochelerythrine; 13-Acetonyldihydrochelerythrine; Acetonylchelerythrine; Acetonyldihydrochelerythrine;
    • 1-[(13S)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]propan-2-one
    • AKOS040761194
    • (+/-)-6-Acetonyldihydrochelerythrine
    • Q27114071
    • [1,3]Benzodioxolo[5,6-c]phenanthridinium, 1,2-dimethoxy-12-methyl-6-(2-oxopropyl)-
    • CHEMBL3810342
    • 6-Acetonyl-5,6-dihydrochelerythrine
    • 1-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)propan-2-one
    • CHEBI:31021
    • 1-(1,2-Dimethoxy-12-methyl-12,13-dihydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-13-yl)-propan-2-one
    • 1-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[6,5-c]phenanthridin-13-yl)propan-2-one
    • FS-9626
    • 1-[(20S)-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0(2),(1)?.0?,?.0(1)?,(1)?]henicosa-1(13),2,4(8),9,11,14,16,18-octaen-20-yl]propan-2-one
    • Inchi: 1S/C24H23NO5/c1-13(26)9-18-22-15(7-8-19(27-3)24(22)28-4)16-6-5-14-10-20-21(30-12-29-20)11-17(14)23(16)25(18)2/h5-8,10-11,18H,9,12H2,1-4H3/t18-/m0/s1
    • InChI Key: VGTQLFWIJIABSU-SFHVURJKSA-N
    • SMILES: O(C)C1=C(C=CC2C3=CC=C4C=C5C(=CC4=C3N(C)[C@@H](CC(C)=O)C=21)OCO5)OC

Computed Properties

  • Exact Mass: 405.15769
  • Monoisotopic Mass: 405.157623
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 30
  • Rotatable Bond Count: 4
  • Complexity: 643
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.9
  • Topological Polar Surface Area: 57.2

Experimental Properties

  • Color/Form: Yellow powder
  • Density: 1.26
  • Boiling Point: 595.7°C at 760 mmHg
  • Flash Point: 314.1°C
  • Refractive Index: 1.623
  • PSA: 57.23

Acetonylchelerythrine Security Information

  • Storage Condition:Store at room temperature, 2-8 ℃ is better

Acetonylchelerythrine Pricemore >>

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Additional information on Acetonylchelerythrine

Exploring Acetonylchelerythrine (CAS No. 22864-92-2): Properties, Applications, and Research Insights

Acetonylchelerythrine (CAS No. 22864-92-2) is a bioactive alkaloid derived from natural sources, particularly plants of the Papaveraceae family. This compound has garnered significant attention in recent years due to its potential pharmacological properties and applications in traditional medicine and modern research. With the growing interest in natural products and phytochemicals, Acetonylchelerythrine stands out as a subject of study for its unique molecular structure and biological activities.

The chemical structure of Acetonylchelerythrine features a benzophenanthridine skeleton, which is characteristic of many alkaloids with notable biological effects. Researchers have explored its potential as an anti-inflammatory, antimicrobial, and antioxidant agent. These properties align with current trends in holistic health and the search for plant-based therapeutics, making it a relevant topic for both scientific and public audiences.

One of the most frequently asked questions about Acetonylchelerythrine is its mechanism of action. Studies suggest that it may interact with cellular signaling pathways, particularly those involving protein kinases and apoptosis. This has led to investigations into its potential role in cell cycle regulation and cancer research, though further clinical validation is required. The compound's ability to modulate enzyme activity also makes it a candidate for drug development and biomedical applications.

In addition to its pharmacological potential, Acetonylchelerythrine is of interest in analytical chemistry and quality control for herbal products. Advanced techniques like HPLC and mass spectrometry are often employed to quantify and characterize this compound in plant extracts. This aligns with the increasing demand for standardized herbal formulations and evidence-based natural medicine.

Another area of exploration is the synergistic effects of Acetonylchelerythrine with other phytochemicals. Researchers are investigating how it interacts with compounds like berberine or sanguinarine to enhance therapeutic outcomes. Such studies are particularly relevant in the context of multi-target therapies, a hot topic in pharmacognosy and integrative medicine.

From an industrial perspective, Acetonylchelerythrine is also being examined for its stability and formulation compatibility. Questions about its solubility, bioavailability, and delivery systems are common among formulators and researchers. Innovations in nanotechnology and encapsulation techniques may offer solutions to these challenges, further expanding its applications.

Environmental and sustainability considerations are also part of the discourse around Acetonylchelerythrine. As consumers and regulators prioritize green chemistry and sustainable sourcing, researchers are exploring eco-friendly extraction methods and biotechnological production of this compound. This aligns with broader trends in circular economy practices within the pharmaceutical and nutraceutical industries.

In summary, Acetonylchelerythrine (CAS No. 22864-92-2) represents a fascinating intersection of traditional knowledge and modern science. Its diverse potential—from drug discovery to herbal product standardization—makes it a compelling subject for ongoing research. As interest in natural bioactive compounds continues to rise, this alkaloid is poised to remain a key focus in both academic and industrial settings.

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