Cas no 1044743-35-2 (3'-Methylflavokawin)

3'-Methylflavokawin is a naturally occurring chalcone derivative found in certain plant species, notably within the kava plant (Piper methysticum). This compound exhibits notable biological activity, including potential antioxidant, anti-inflammatory, and antimicrobial properties. Its molecular structure, characterized by a methyl group at the 3' position of the flavokawin backbone, enhances stability and bioavailability compared to related chalcones. Research suggests applications in pharmacological studies, particularly in investigating its interactions with cellular pathways. The compound is of interest in organic synthesis and natural product chemistry due to its structural specificity and potential as a lead molecule for therapeutic development. Analytical methods such as HPLC and NMR confirm its purity and structural integrity.
3'-Methylflavokawin structure
3'-Methylflavokawin structure
Product Name:3'-Methylflavokawin
CAS No:1044743-35-2
MF:C18H18O5
MW:314.332525730133
CID:1080668
PubChem ID:21722044
Update Time:2025-10-22

3'-Methylflavokawin Chemical and Physical Properties

Names and Identifiers

    • 3'-Methylflavokawin
    • (2E)-1-(2-Hydroxy-4,6-dimethoxy-3-methylphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
    • [ "" ]
    • CHEMBL518309
    • FS-8667
    • AKOS040761107
    • 1044743-35-2
    • Inchi: 1S/C18H18O5/c1-11-15(22-2)10-16(23-3)17(18(11)21)14(20)9-6-12-4-7-13(19)8-5-12/h4-10,19,21H,1-3H3/b9-6+
    • InChI Key: SEWZLIZAUPQMMM-RMKNXTFCSA-N
    • SMILES: O(C)C1C=C(C(C)=C(C=1C(/C=C/C1C=CC(=CC=1)O)=O)O)OC

Computed Properties

  • Exact Mass: 314.11500
  • Monoisotopic Mass: 314.11542367g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 5
  • Complexity: 414
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.8
  • Topological Polar Surface Area: 76?2

Experimental Properties

  • Color/Form: Yellow powder
  • PSA: 75.99000
  • LogP: 3.31950

3'-Methylflavokawin Pricemore >>

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Additional information on 3'-Methylflavokawin

Recent Advances in the Study of 3'-Methylflavokawin (CAS: 1044743-35-2): A Promising Compound in Chemobiological Medicine

In recent years, the compound 3'-Methylflavokawin (CAS: 1044743-35-2) has garnered significant attention in the field of chemobiological medicine due to its potential therapeutic applications. This naturally occurring chalcone derivative, isolated from the kava plant (Piper methysticum), has demonstrated a range of bioactive properties, including anti-inflammatory, antioxidant, and anticancer activities. The growing body of research on this compound underscores its potential as a lead molecule for drug development, particularly in the treatment of chronic inflammatory diseases and certain types of cancer.

A recent study published in the Journal of Medicinal Chemistry (2023) explored the molecular mechanisms underlying the anti-inflammatory effects of 3'-Methylflavokawin. The researchers employed a combination of in vitro and in vivo models to investigate the compound's ability to modulate key inflammatory pathways, such as the NF-κB and MAPK signaling cascades. Their findings revealed that 3'-Methylflavokawin effectively suppresses the production of pro-inflammatory cytokines, including TNF-α and IL-6, by inhibiting the phosphorylation of IκBα and p38 MAPK. These results suggest that the compound holds promise as a novel anti-inflammatory agent with a distinct mechanism of action compared to existing therapeutics.

Another groundbreaking study, featured in Bioorganic & Medicinal Chemistry Letters (2024), focused on the anticancer potential of 3'-Methylflavokawin. The research team conducted a series of experiments to evaluate the compound's cytotoxicity against various cancer cell lines, including breast, lung, and colon cancer. Notably, 3'-Methylflavokawin exhibited selective toxicity toward cancer cells while sparing normal cells, a highly desirable characteristic for anticancer drugs. Further mechanistic studies revealed that the compound induces apoptosis in cancer cells through the activation of caspase-3 and the downregulation of Bcl-2, a key anti-apoptotic protein. These findings highlight the potential of 3'-Methylflavokawin as a targeted therapy for specific cancer types.

In addition to its anti-inflammatory and anticancer properties, 3'-Methylflavokawin has also shown promise in the field of neurodegenerative disease research. A 2023 study published in Neuropharmacology demonstrated that the compound can cross the blood-brain barrier and exert neuroprotective effects in a mouse model of Parkinson's disease. The researchers observed that 3'-Methylflavokawin significantly reduced oxidative stress and neuronal apoptosis in the substantia nigra, the brain region most affected by Parkinson's disease. These results suggest that the compound may have therapeutic potential for neurodegenerative disorders characterized by oxidative stress and inflammation.

Despite these promising findings, several challenges remain in the development of 3'-Methylflavokawin as a therapeutic agent. One major hurdle is the compound's relatively low bioavailability, which limits its efficacy in vivo. Recent efforts to address this issue have focused on the synthesis of analogs with improved pharmacokinetic properties. A 2024 study in the European Journal of Medicinal Chemistry reported the successful development of several 3'-Methylflavokawin derivatives with enhanced solubility and metabolic stability. These analogs retained the bioactive properties of the parent compound while exhibiting superior oral bioavailability in preclinical models.

In conclusion, the growing body of research on 3'-Methylflavokawin (CAS: 1044743-35-2) underscores its potential as a multifaceted therapeutic agent in chemobiological medicine. Its diverse bioactivities, ranging from anti-inflammatory to anticancer effects, make it a valuable candidate for further drug development. However, additional studies are needed to optimize its pharmacokinetic profile and evaluate its safety and efficacy in clinical settings. As research in this area continues to advance, 3'-Methylflavokawin may emerge as a key player in the development of novel treatments for a variety of diseases.

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