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C7632

Cantharidin

protein phosphatase 2 A (PPA2) inhibitor

Synonym(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

Empirical Formula (Hill Notation):
C10H12O4
CAS Number:
56-25-7
Molecular Weight:
196.20
NACRES:
NA.77
PubChem Substance ID:
24278334
UNSPSC Code:
12352200
EC Number:
200-263-3
MDL number:
MFCD00134968
Quality level:
200
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Product Name

Cantharidin,

Quality Level

200

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

Gene Information

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

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.

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pictograms

Skull and crossbones
GHS06

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3226
BCCM7986
BCCL3516
BCCK0647
BCCJ4895

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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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