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Merck

C7632

Sigma-Aldrich

Cantharidin

Sinónimos:

3a,7a-Dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione, 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran, Cantharidine, Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione

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About This Item

Fórmula empírica (notación de Hill):
C10H12O4
Número de CAS:
Peso molecular:
196.20
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

color

white

mp

215-217 °C (lit.)
215-218 °C

solubility

DMSO: soluble
ethanol: soluble

SMILES string

C[C@]12C3CCC(O3)[C@@]1(C)C(=O)OC2=O

InChI

1S/C10H12O4/c1-9-5-3-4-6(13-5)10(9,2)8(12)14-7(9)11/h5-6H,3-4H2,1-2H3/t5-,6+,9+,10-

InChI key

DHZBEENLJMYSHQ-XCVPVQRUSA-N

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General description

Cantharidin is a poisonous vesicant, which is produced by blister bees. It is used to treat piles, ulcers, venomous worms and tuberculous scrofuloderma. It is used as an aphrodisiac, abortifacient and a veterinary medicine diuretic.

Application

Cantharidin has been used to inhibit protein phosphatase 2 (PP2A).

Biochem/physiol Actions

Inhibitor of protein phosphatase 2A.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificados de análisis (COA)

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Los clientes también vieron

Cécile Segonzac et al.
The EMBO journal, 33(18), 2069-2079 (2014-08-03)
Recognition of pathogen-associated molecular patterns (PAMPs) by surface-localized pattern-recognition receptors (PRRs) activates plant innate immunity, mainly through activation of numerous protein kinases. Appropriate induction of immune responses must be tightly regulated, as many of the kinases involved have an intrinsic
Timothy A Hill et al.
Bioorganic & medicinal chemistry, 15(18), 6126-6134 (2007-07-04)
A range of amines was reacted with norcantharidin (2) to provide the corresponding norcantharimides (9-43). Treatment of norcantharidin with allylamine afforded the corresponding allyl-norcantharimide (20) which was amenable to epoxidation (mCPBA, 22) and subsequent ring opening (MeOH/H(+); 23) or alternatively
T I Baskin et al.
Plant physiology, 113(2), 493-502 (1997-02-01)
To investigate molecular mechanisms controlling plant morphogenesis, we examined the morphology of primary roots of Arabidopsis thaliana and the organization of cortical microtubules in response to inhibitors of serine/threonine protein phosphatases and kinases. We found that cantharidin, an inhibitor of
Ali Thaqi et al.
European journal of medicinal chemistry, 45(5), 1717-1723 (2010-02-16)
Cantharidin (1) and norcantharidin (2) are potent protein phosphatase 1 and 2A inhibitors that also display high levels of anticancer activity against a broad range of tumor cells lines. Surprisingly, Delta-5,6-ethyl norcantharidin (3, cis-tetrahydrofurano[3,4-c]furan-1,3-dione) displays neither phosphatase inhibition nor anticancer
Hong-Chang Li et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 43(5), 1829-1840 (2017-10-20)
Cantharidin, a type of terpenoid secreted by the blister beetle Mylabris phalerata (Pallas), has attracted great attention in cancer therapy because of its potential anti-cancer activities. Here, we report the effects on apoptosis and autophagy in human triple-negative breast cancer

Artículos

ReadyShield® phosphatase and protease inhibitor cocktail FAQ for sample protection in a variety of cell types and tissue extracts, including mammalian, plant, and microbial samples. Our ReadyShield® Protease Inhibitor Cocktail is a non-freezing solution that contains inhibitors with a broad specificity for serine, cysteine, acid proteases and aminopeptidases.

ReadyShield® phosphatase and protease inhibitor cocktail FAQ for sample protection in a variety of cell types and tissue extracts, including mammalian, plant, and microbial samples. Our ReadyShield® Protease Inhibitor Cocktail is a non-freezing solution that contains inhibitors with a broad specificity for serine, cysteine, acid proteases and aminopeptidases.

ReadyShield® phosphatase and protease inhibitor cocktail FAQ for sample protection in a variety of cell types and tissue extracts, including mammalian, plant, and microbial samples. Our ReadyShield® Protease Inhibitor Cocktail is a non-freezing solution that contains inhibitors with a broad specificity for serine, cysteine, acid proteases and aminopeptidases.

ReadyShield® phosphatase and protease inhibitor cocktail FAQ for sample protection in a variety of cell types and tissue extracts, including mammalian, plant, and microbial samples. Our ReadyShield® Protease Inhibitor Cocktail is a non-freezing solution that contains inhibitors with a broad specificity for serine, cysteine, acid proteases and aminopeptidases.

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