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C7632

Sigma-Aldrich

Cantharidin

Sinônimo(s):

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 (Notação de Hill):
C10H12O4
Número CAS:
56-25-7
Peso molecular:
196.20
Número CE:
200-263-3
Número MDL:
MFCD00134968
Código UNSPSC:
12352200
ID de substância PubChem:
24278334
NACRES:
NA.77

cor

white

pf

215-217 °C (lit.)
215-218 °C

solubilidade

DMSO: soluble
ethanol: soluble

cadeia de caracteres SMILES

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-

chave InChI

DHZBEENLJMYSHQ-XCVPVQRUSA-N

Informações sobre genes

human ... PPP2CA(5515) , PPP2CB(5516) , PPP2CBP(5517) , PPP2R1A(5518) , PPP2R1B(5519) , PPP2R2A(5520) , PPP2R2B(5521) , PPP2R2C(5522) , PPP2R3A(5523) , PPP2R5A(5525)

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Categorias relacionadas

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

Inhibitor of protein phosphatase 2A.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H300,H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
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