cantharidic acid (CHEBI:78695)

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ChEBI Name	cantharidic acid

ChEBI ID	CHEBI:78695

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

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

Supplier Information	eMolecules:26757363, ZINC000013783286

Download	Molfile XML SDF

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Formula

C10H14O5

Net Charge

Average Mass

214.21520

Monoisotopic Mass

214.08412

InChI

InChI=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-

InChIKey

NMTNUQBORQILRK-XCVPVQRUSA-N

SMILES

C[C@@]1([C@@H]2CC[C@@H](O2)[C@@]1(C)C(O)=O)C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

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). 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	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

Citations

Last Modified

03 June 2014