EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:64213 - cantharidin

ChEBI IDCHEBI:64213
ChEBI Namecantharidin
Stars
DefinitionA 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.
Last Modified26 February 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC10H12O4
Net Charge0
Average Mass196.202
Monoisotopic Mass196.07356
SMILESC[C@@]12C(=O)OC(=O)[C@]1(C)[C@H]1CC[C@@H]2O1
InChIInChI=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-
InChIKeyDHZBEENLJMYSHQ-XCVPVQRUSA-N
Wikipedia
Roles Classification
Biological Role:
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:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
CantharidineChemIDplus
1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydrideChemIDplus
CantharoneChemIDplus
exo-1,2-cis-Dimethyl-3,6-epoxyhexahydrophthalic anhydrideChemIDplus
KantharidinChemIDplus
Manual XrefsDatabases
CantharidinWikipedia
C16778KEGG COMPOUND
C00010979KNApSAcK
LSM-42705LINCS
Registry NumbersSources
Reaxys:85302Reaxys
CAS:56-25-7ChemIDplus
CAS:56-25-7KEGG COMPOUND
Citations