cantharidin (CHEBI:64213)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	cantharidin

ChEBI ID	CHEBI:64213

Definition	A monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria. Natural toxin inhibitor of protein phosphatases 1 and 2A.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C10H12O4

Net Charge

Average Mass

196.19990

Monoisotopic Mass

196.07356

InChI

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-

InChIKey

DHZBEENLJMYSHQ-XCVPVQRUSA-N

SMILES

C[C@]12[C@@H]3CC[C@@H](O3)[C@@]1(C)C(=O)OC2=O

Roles Classification
Biological Role(s):	EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor Any EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of phosphoprotein phosphatase (EC 3.1.3.16).

Application(s):	herbicide A substance used to destroy plant pests.

ChEBI Ontology
Outgoing	cantharidin (CHEBI:64213) has role EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor (CHEBI:37153) cantharidin (CHEBI:64213) has role herbicide (CHEBI:24527) cantharidin (CHEBI:64213) is a cyclic dicarboxylic anhydride (CHEBI:36609) cantharidin (CHEBI:64213) is a monoterpenoid (CHEBI:25409)

Incoming	cantharidic acid (CHEBI:78695) has functional parent cantharidin (CHEBI:64213)

IUPAC Name

(3aR,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione

Synonyms	Sources
1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydride	ChemIDplus
Cantharidine	ChemIDplus
Cantharone	ChemIDplus
exo-1,2-cis-Dimethyl-3,6-epoxyhexahydrophthalic anhydride	ChemIDplus
Kantharidin	ChemIDplus

Last Modified

26 February 2016