EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:78695 - cantharidic acid

ChEBI IDCHEBI:78695
ChEBI Namecantharidic acid
Stars
DefinitionA monoterpenoid with an epoxy-bridged bicyclic dicarboxylic acid structure, which acts as an inhibitor of protein phosphatases 1 and 2A.
Last Modified3 June 2014
SubmitterSteve
DownloadsMolfile
FormulaC10H14O5
Net Charge0
Average Mass214.217
Monoisotopic Mass214.08412
SMILESC[C@]1(C(=O)O)[C@@H]2CC[C@@H](O2)[C@@]1(C)C(=O)O
InChIInChI=1S/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-
InChIKeyNMTNUQBORQILRK-XCVPVQRUSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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).
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
ChEBI Ontology
Outgoing Relation(s)
cantharidic acid (CHEBI:78695) has functional parent cantharidin (CHEBI:64213)
cantharidic acid (CHEBI:78695) has role apoptosis inducer (CHEBI:68495)
cantharidic acid (CHEBI:78695) has role EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor (CHEBI:37153)
cantharidic acid (CHEBI:78695) has role hepatotoxic agent (CHEBI:50908)
cantharidic acid (CHEBI:78695) is a bridged compound (CHEBI:35990)
cantharidic acid (CHEBI:78695) is a dicarboxylic acid (CHEBI:35692)
cantharidic acid (CHEBI:78695) is a monoterpenoid (CHEBI:25409)
cantharidic acid (CHEBI:78695) is a oxabicycloalkane (CHEBI:46733)
IUPAC Name 
(1R,2S,3R,4S)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
Manual XrefsDatabases
Cantharidic_acidWikipedia
WO2011056222Patent
Registry NumbersSources
Reaxys:17311Reaxys
CAS:28874-45-5ChemIDplus
Citations