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Cantharidin

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-C3007

  • Specification : 98%

  • CAS number : 56-25-7

  • Formula : C10H12O4

  • Molecular Weight : 196.2

  • PUBCHEM ID : 5944

  • Volume : 25mg

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Catalogue Number

BF-C3007

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

196.2

Appearance

White crystalline powder

Botanical Source

Mylabris cichorii

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC12C3CCC(C1(C(=O)OC2=O)C)O3

Synonyms

2endo,3endo-dimethyl-7-oxa-norbornane-2exo,3exo-dicarboxylic acid-anhydride/3a,7a-dimethyl-(3at,7at)-hexahydro-4r,7c-epioxido-isobenzofuran-1,3-dione/cantharides/2,3-dimethyl anhydride/Canthari/4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aR,4S,7R,7aS)-/Antharidin/Kantaridin/Cantharone/Cantharidin/7aalpha)-t/4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aα,4β,7β,7aα)-/Kantharidin/7aalpha)-bet/(3ar,4s,7r,7as)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione/2,3-dimethyl-7-oxa-bicyclo[2.2.1]heptane-2exo,3exo-dicarboxylic acid anhydride/(1R,2S,6R,7S)-2,6-Dimethyl-4,10-dioxatricyclo[5.2.1.0]decane-3,5-dione/2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid anhydride/Camptothecine

IUPAC Name

(1S,2R,6S,7R)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione

Density

1.4±0.1 g/cm3

Solubility

Methanol; Chloroform

Flash Point

146.1±26.0 °C

Boiling Point

326.9±35.0 °C at 760 mmHg

Melting Point

215-217 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:56-25-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28413963

Abstract

BACKGROUND:
Cantharidin has been categorized as highly toxicant in Chinese medicine. But cantharidin can efficiently treat different types of diseases, such as molluscum contagiosum. While cantharidin is quite useful, unfortunately, due to its side effects, increasing regulations have limited access to this useful therapeutic option. Cantharidin’s toxic effects have caused it to fall into disuse for most legitimate medical purposes. Although cantharidin generates effects and its advantages must be realized. Recently, cancer affects people’s life more and more. Because cantharidin can treat some cancers, so solutions must be used to reduce side effects. This review aims to describe some its analogues, several efficient methods to inhibit the side effects of cantharidin and pharmacogenomics of cantharidin.

METHODS:
We searched for research about cantharidin by entering the database. Then evaluated these papers and analyzed their founding, solution, mechanism, etc., and targeted to screen the papers related to the content of our research, and then sorted them out in accordance with the solution, mechanism research and other content. Finally, these content was unified into a framework.

RESULTS:
Some cantharidin’s analogues were found that they show some similar functions to cantharidin and we found that norcantharidin, acylthiourea derivatives, cantharidinamides, anhydride-modified derivatives and other derivatives have less side effects. The modified cantharidin analogues reduce toxicity in hepatocytes. Cantharidin consists of a six-ring and a five-ring, the moiety of oxygen on the six-ring and the anhydride section exhibit biochemical activity. Protein phosphatases are associated with many cellular processes including apoptosis, cell cycle progression and so on. Cantharidin can cause apoptosis and double-stand breakage of DNA. Cantharidin and norcantharidin can efficiently inhibit the activity of mammalian and plant protein phosphatase 1 (PP1) and protein phosphatase 2A (PP2A) in vivo. Cantharidin inhibits PP5 at the nanomolar level with an IC50 value of 600 nM. PP5 can manage the cellular survival, death, proliferation and other some intracellular biological activities in mammals. After cantharidin’s treatment, the level of EtPP5 mRNA expression was downregulated. Their also can be used to inhibit the Glutathione S-transferases (GSTs), angiogenesis and the expression of A549 human lung cancer cells, trigger eryptosis and induced bladder cancer cell apoptosis. We found that using Vitamin C and ginsenosides and translating cantharidin into nanoparticles can minimize the cantharidin side effects in the patients.

CONCLUSION:
Cantharidin can inhibit various tumor cell lines. Cantharidin causes both DNA single- and double- strand breaks and induces apoptosis. Although cantharidin shows some toxicity for human, its anti-cancer effects should be taken seriously. Several viable methods can help solve this problem. The most important pharmacogenomics of cantharidin is that cantharidin can inhibit PPs, because PPs are associated with many cellular processes. This prospect is very broad and needs to continue studying.

Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.

KEYWORDS

Cantharidin; analogues; cancer; inhibition; protein phosphatase; toxicity.

Title

Overview of Cantharidin and its Analogues.

Author

Wang G1, Dong J1, Deng L1.

Publish date

2018

PMID

24945640

Abstract

BACKGROUND:
Cantharidin is a topical vesicant that causes intraepidermal acantholysis with clinical application that includes the removal of warts, molluscum contagiosum (MC), calluses, and acquired perforating dermatoses.

OBJECTIVE:
To provide a comprehensive literature review of the efficacy and safety of cantharidin in the management of various cutaneous conditions.

METHODS:
A PubMed search was conducted using the term “cantharidin” combined with “warts”, “plantar warts”, “verruca vulgaris”, “periungal”, “subungual”, “topical treatment”, “topical therapy for warts”, molluscum contagiosum”, “perforating collagenosis,” and “acantholysis.”

RESULTS:
A total of 749 articles were identified and 37 articles met inclusion criteria for this review. The majority of studies show that cantharidin is an effective and safe treatment for removal of warts and MC. Several studies also show potential novel applications of cantharidin in acquired perforating dermatosis, acute herpes zoster, and leishmaniasis. Adverse effects are generally mild but common and should be monitored, particularly in the pediatric population.

LIMITATIONS:
There is a paucity of high-powered clinical studies involving the use of cantharidin.

CONCLUSION:
Topical cantharidin is a safe and effective treatment for warts, molluscum contagiosum, and callus removal, with promising uses in perforating dermatoses and leishmaniasis.

Title

Cantharidin: a comprehensive review of the clinical literature.

Author

Torbeck R, Pan M, DeMoll E, Levitt J1.

Publish date

2014 Jun 15

PMID

31945315

Abstract

Cantharidin (CTD) is a traditional Chinese medicine that shows an anticancer effects in multiple types of cancer cells. However, the mechanism of CTD anti-cancer function in gastric cancer (GC) is still unclear. The aim of the present study was to investigate the underlying mechanism that CTD inhibits proliferation and migration through suppression of the PI3K/Akt signaling. CTD induced GC cell apoptosis and inhibited metastasis measured by CCK8 assays as well as wound healing assays and transwell assays. Mechanistic investigations suggested that CTD modulated the PI3K/Akt signaling via western-blot and quantitative q-PCR. In addition, we identified and confirmed CCAT1 as a novel direct target of CTD inhibited PI3K/AKt signaling expression. In conclusion, our results provide new point into the critical role of CTD in suppressing PI3K/Akt signaling via down-regulation of CCAT1, resulting in suppression GC cell growth and migration/invasion.

Copyright © 2020 Elsevier B.V. All rights reserved.

KEYWORDS

CCAT1; Cantharidin; Gastric cancer; Long non-coding RNA; PI3K/AKt

Title

Cantharidin suppresses gastric cancer cell migration/invasion by inhibiting the PI3K/Akt signaling pathway via CCAT1.

Author

Song M1, Wang X2, Luo Y2, Liu Z2, Tan W2, Ye P2, Fu Z3, Lu F2, Xiang W2, Tang L2, Yao L2, Nie Y4, Xiao J5.

Publish date

2020 Feb 1


Description :

Cantharidin, a natural toxin isolated from beetles in the families Meloidae and Oedemeridae, has been reported to be toxic to some pests, including the diamondback moth.IC50 value:Target:In vitro: A 48 h treatment of human erythrocytes with cantharidin significantly increased the percentage of annexin-V-binding cells (≥10 μg/mL), significantly decreased forward scatter (≥25 μg/mL), significantly increased [Ca2+]i (≥25 μg/mL), but did not significantly modify ceramide abundance or ROS [1].