molecular formula C16H17NO3 B1220781 Crinine

Crinine

カタログ番号: B1220781
分子量: 271.31 g/mol
InChIキー: RPAORVSEYNOMBR-IUIKQTSFSA-N
注意: 研究専用です。人間または獣医用ではありません。
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説明

Crinine is an alkaloid.

科学的研究の応用

Biological Activities of Crinine

This compound exhibits a remarkable range of biological effects, which have been documented through various studies:

  • Antiviral Properties : this compound has shown promise in combating viral infections, although specific mechanisms remain to be fully elucidated .
  • Antibacterial Effects : Research indicates that this compound possesses antibacterial activity, making it a candidate for developing new antimicrobial agents .
  • Anti-cancer Potential : Studies have demonstrated that this compound can induce apoptosis in cancer cells, suggesting its role as a potential anti-cancer agent .
  • Anti-malarial and Anti-plasmodial Activities : this compound has been evaluated for its effectiveness against malaria parasites, showing potential as a treatment option .

Synthesis of this compound

The synthesis of this compound-type alkaloids has been a focal point of research due to their complex structures and biological significance. Recent advancements in synthetic methodologies include:

  • Enantioselective Synthesis : Bioinspired approaches utilizing iridium-catalyzed asymmetric hydrogenation have enabled the efficient synthesis of this compound-type alkaloids. This method allows for high yields and enantioselectivity .
  • Synthetic Pathways : Various synthetic routes have been developed over the years, including the use of cyclohexenones and Claisen-type reactions to create key intermediates leading to this compound .

Clinical Applications

A notable clinical study compared the efficacy and tolerability of vaginal formulations containing this compound derivatives (e.g., Crinone 8% gel) for luteal support in in vitro fertilization (IVF) cycles. The findings indicated comparable pregnancy rates with improved tolerability for the this compound formulation .

Pharmacological Studies

A comprehensive review highlighted the pharmacological actions of this compound alongside other related alkaloids. It emphasized the need for further research to clarify the mechanisms underlying its biological activities and potential therapeutic uses .

Data Table: Summary of Biological Activities

Biological ActivityDescriptionReferences
AntiviralPotential against various viral infections
AntibacterialEffective against specific bacterial strains
Anti-cancerInduces apoptosis in cancer cells
Anti-malarialShows efficacy against malaria parasites

特性

分子式

C16H17NO3

分子量

271.31 g/mol

IUPAC名

(1S,13R,15R)-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-ol

InChI

InChI=1S/C16H17NO3/c18-11-1-2-16-3-4-17(15(16)6-11)8-10-5-13-14(7-12(10)16)20-9-19-13/h1-2,5,7,11,15,18H,3-4,6,8-9H2/t11-,15+,16+/m0/s1

InChIキー

RPAORVSEYNOMBR-IUIKQTSFSA-N

SMILES

C1CN2CC3=CC4=C(C=C3C15C2CC(C=C5)O)OCO4

異性体SMILES

C1CN2CC3=CC4=C(C=C3[C@]15[C@H]2C[C@H](C=C5)O)OCO4

正規SMILES

C1CN2CC3=CC4=C(C=C3C15C2CC(C=C5)O)OCO4

同義語

crinine

製品の起源

United States

Retrosynthesis Analysis

AI-Powered Synthesis Planning: Our tool employs the Template_relevance Pistachio, Template_relevance Bkms_metabolic, Template_relevance Pistachio_ringbreaker, Template_relevance Reaxys, Template_relevance Reaxys_biocatalysis model, leveraging a vast database of chemical reactions to predict feasible synthetic routes.

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Strategy Settings

Precursor scoring Relevance Heuristic
Min. plausibility 0.01
Model Template_relevance
Template Set Pistachio/Bkms_metabolic/Pistachio_ringbreaker/Reaxys/Reaxys_biocatalysis
Top-N result to add to graph 6

Feasible Synthetic Routes

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試験管内研究製品の免責事項と情報

BenchChemで提示されるすべての記事および製品情報は、情報提供を目的としています。BenchChemで購入可能な製品は、生体外研究のために特別に設計されています。生体外研究は、ラテン語の "in glass" に由来し、生物体の外で行われる実験を指します。これらの製品は医薬品または薬として分類されておらず、FDAから任何の医療状態、病気、または疾患の予防、治療、または治癒のために承認されていません。これらの製品を人間または動物に体内に導入する形態は、法律により厳格に禁止されています。これらのガイドラインに従うことは、研究と実験において法的および倫理的な基準の遵守を確実にするために重要です。