Cas no 124096-81-7 (16-Epikoumidine)

16-Epikoumidine structure
16-Epikoumidine structure
Product Name:16-Epikoumidine
CAS No:124096-81-7
MF:C19H22N2O
MW:294.390784740448
CID:1080619
PubChem ID:626363
Update Time:2025-11-01

16-Epikoumidine Chemical and Physical Properties

Names and Identifiers

    • 16-Epikoumidine
    • (19Z)-Normacusine B
    • (19Z)-Sarpagan-17-ol
    • [ "(19Z)-Normacusine B" ]
    • 124096-81-7
    • [(1R,12R,14R,15Z)-15-ethylidene-3,17-diazapentacyclo[12.3.1.0^{2,10.0^{4,9.0^{12,17]octadeca-2(10),4,6,8-tetraen-13-yl]methanol
    • {15-ethylidene-3,17-diazapentacyclo[12.3.1.0?,??.0?,?.0??,??]octadeca-2(10),4,6,8-tetraen-13-yl}methanol
    • 604-99-9
    • Normacusine B;10-Deoxysarpagine; Tombozin;Vellosiminol
    • [(1R,12R,14R,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.0^{2,10.0^{4,9.0^{12,17]octadeca-2(10),4,6,8-tetraen-13-yl]methanol
    • 126640-98-0
    • 16-Epinormacusine B
    • B2703-144903
    • (15-Ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-13-yl)methanol
    • Tombozine
    • [(1S,12S,14R,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.0^{2,10.0^{4,9.0^{12,17]octadeca-2(10),4,6,8-tetraen-13-yl]methanol
    • Inchi: 1S/C19H22N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,13,15,17-18,20,22H,7-10H2,1H3
    • InChI Key: VXTDUGOBAOLMED-UHFFFAOYSA-N
    • SMILES: OCC1C2C(=CC)CN3C(C4=C(C5C=CC=CC=5N4)CC31)C2

Computed Properties

  • Exact Mass: 294.17300
  • Monoisotopic Mass: 294.173213330g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 1
  • Complexity: 490
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 2.1
  • Topological Polar Surface Area: 39.3?2

Experimental Properties

  • Color/Form: Powder
  • PSA: 39.26000
  • LogP: 2.96190

16-Epikoumidine Security Information

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

16-Epikoumidine Pricemore >>

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Additional information on 16-Epikoumidine

Introduction to 16-Epikoumidine (CAS No. 124096-81-7)

16-Epikoumidine, with the CAS number 124096-81-7, is a naturally occurring compound that has garnered significant attention in the field of medicinal chemistry and pharmacology. This compound is a derivative of koumidine, a class of compounds found in the plant Kopsia sp.. The unique structural features and biological activities of 16-Epikoumidine have made it a subject of extensive research, particularly in the areas of anti-inflammatory and anti-cancer therapies.

The chemical structure of 16-Epikoumidine is characterized by a complex alkaloid framework, which includes multiple chiral centers and functional groups. These structural elements contribute to its diverse biological activities. Recent studies have highlighted the potential of 16-Epikoumidine in modulating various cellular processes, making it a promising candidate for drug development.

In the context of anti-inflammatory research, 16-Epikoumidine has been shown to exhibit potent inhibitory effects on pro-inflammatory cytokines such as TNF-α and IL-6. These cytokines play crucial roles in the pathogenesis of chronic inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease. The mechanism by which 16-Epikoumidine exerts its anti-inflammatory effects involves the inhibition of nuclear factor-kappa B (NF-κB) activation, a key transcription factor involved in inflammation.

Beyond its anti-inflammatory properties, 16-Epikoumidine has also demonstrated significant anti-cancer activity. Preclinical studies have shown that this compound can induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The anticancer effects of 16-Epikoumidine are attributed to its ability to disrupt cell cycle progression and inhibit angiogenesis, thereby reducing tumor growth and metastasis.

The pharmacokinetic profile of 16-Epikoumidine has been studied to understand its bioavailability and metabolism. Research indicates that this compound has moderate oral bioavailability and is metabolized primarily by the liver through cytochrome P450 enzymes. The metabolic stability and low toxicity profile of 16-Epikoumidine make it an attractive candidate for further clinical development.

Clinical trials are currently underway to evaluate the safety and efficacy of 16-Epikoumidine in treating various diseases. Early results from phase I trials have shown promising outcomes, with patients exhibiting good tolerability and significant improvements in disease symptoms. These findings underscore the potential of 16-Epikoumidine as a novel therapeutic agent.

In addition to its therapeutic applications, 16-Epikoumidine has also been explored for its potential use in combination therapies. Combining this compound with existing drugs can enhance treatment efficacy while reducing side effects. For example, studies have shown that co-administration of 16-Epikoumidine with conventional chemotherapy agents can synergistically inhibit tumor growth and improve patient outcomes.

The future prospects for 16-Epikoumidine are promising. Ongoing research aims to optimize its chemical structure to enhance its potency and selectivity. Additionally, efforts are being made to develop more effective delivery systems to improve its therapeutic index. These advancements are expected to broaden the clinical applications of 16-Epikoumidine.

In conclusion, 16-Epikoumidine (CAS No. 124096-81-7) is a multifaceted compound with significant potential in the treatment of inflammatory and cancerous diseases. Its unique chemical structure and biological activities make it an exciting area of research in medicinal chemistry and pharmacology. As more studies are conducted, it is likely that new applications for this compound will be discovered, further solidifying its importance in the field.

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