CANTHARIDIC ACID

CANTHARIDIC ACID Property

Melting point:

216-218℃

Boiling point:

407.8±40.0 °C(Predicted)

Density 

1.359±0.06 g/cm3(Predicted)

storage temp. 

+15C to +30C

solubility 

Soluble in DMSO (100 mM) and in ethanol (25 mM, gentle warming)

form 

White solid

pka

3.70±0.40(Predicted)

color 

white

InChI

InChI=1/C10H14O5/c1-9(7(11)12)5-3-4-6(15-5)10(9,2)8(13)14/h5-6H,3-4H2,1-2H3,(H,11,12)(H,13,14)/t5-,6+,9+,10-

InChIKey

NMTNUQBORQILRK-XCVPVQRUNA-N

SMILES

[C@@]12([H])O[C@@]([H])(CC1)[C@](C)(C(O)=O)[C@]2(C)C(O)=O |&1:0,3,7,12,r|

Safety

Hazard Codes 

Xi

Risk Statements 

38

Safety Statements 

22-36/37/39

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Hazard statements

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

CANTHARIDIC ACID Chemical Properties,Usage,Production

Uses

Cantharidic acid is a selective inhibitor for protein phosphatase 2 (PP2A) and protein phosphatase 1 (PP1). Cantharidic acid inhibits cell viability and arrest cell cycle at sub G1 phase, induces apoptosis in cells NPC-39 and HONE-1 through the upregulation of ERK1/2, p38, and JNK1/2 pathway[1].

Definition

ChEBI: A monoterpenoid with an epoxy-bridged bicyclic dicarboxylic acid structure, which acts as an inhibitor of protein phosphatases 1 and 2A.

Biological Activity

Cell permeable: no', 'Primary Target
PP2A', 'Product does not compete with ATP.', 'Reversible: no', 'Target IC50: 50 nM against protein phosphatase 2A

storage

Room temperature

References

[1] Chen YC, et al., Cantharidic acid induces apoptosis in human nasopharyngeal carcinoma cells through p38-mediated upregulation of caspase activation. Environ Toxicol. 2020 May;35(5):619-627. DOI:10.1002/tox.22897