Cyclooctanol - 696-71-9

Cyclooctanol

Catalog Number: EVT-292354
CAS Number: 696-71-9
Molecular Formula: C8H16O
Molecular Weight: 128.21 g/mol
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Product Introduction

Description

Cyclooctanol and its derivatives have garnered significant attention in the scientific community due to their diverse biological activities and potential applications in various fields. These compounds, characterized by their cyclic structures, have been studied for their cytotoxic, anthelmintic, and enzyme inhibitory properties. This comprehensive analysis will delve into the mechanism of action and applications of cyclooctanol-related compounds, drawing on the findings from multiple research studies.

Mechanism of Action

Cyclotides, such as cycloviolacin O2, have been identified as potent cytotoxic agents that exert their effects through the disruption of cell membranes. The study of cycloviolacin O2, isolated from Viola odorata, revealed that it causes rapid disintegration of cell membranes, leading to cell death in human lymphoma cell lines1. Similarly, cyclooctadepsipeptides like PF1022A and emodepside have been shown to target nematode neuromuscular function, indicating a complex mode of action that could be exploited for anthelmintic applications2. The biosynthesis of cyclooctatin, a diterpene with a unique 5-8-5 fused ring system, involves a diterpene cyclase and two P450 hydroxylases, which facilitate the formation of this compound with lysophospholipase inhibitory activity5. Additionally, an unexpected skeletal rearrangement in cyclooctatin biosynthesis has been proposed, supported by density functional theory calculations, which could provide insights into the formation of this and related compounds6.

Applications in Various Fields

The cytotoxic properties of cyclooctanol derivatives have been explored for their potential use in cancer therapy. For instance, new cyclooctatrienes and fenestrenes have been synthesized and tested for their pro-apoptotic activities on human cancer cell lines, with some compounds showing selective activity against TRAIL-resistant metastatic cell lines3. The anthelmintic properties of cyclooctadepsipeptides have opened new avenues for the development of treatments against gastrointestinal and extraintestinal parasites, with compounds like emodepside showing broad nematocidal potential2. Furthermore, cyclooctatin's ability to inhibit lysophospholipase suggests its potential application in the modulation of lipid metabolism and related diseases4.

Properties

CAS Number

696-71-9

Product Name

Cyclooctanol

IUPAC Name

cyclooctanol

Molecular Formula

C8H16O

Molecular Weight

128.21 g/mol

InChI

InChI=1S/C8H16O/c9-8-6-4-2-1-3-5-7-8/h8-9H,1-7H2

InChI Key

FHADSMKORVFYOS-UHFFFAOYSA-N

SMILES

C1CCCC(CCC1)O

Synonyms

cyclooctanol

Canonical SMILES

C1CCCC(CCC1)O

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