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Chemical substance record

Cantharidin

56-25-7C10H12O4196.202 g/mol

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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number56-25-7ChEBI ↗
Molecular formulaC10H12O4ChEBI ↗
Molar mass196.202 g/molChEBI ↗
Monoisotopic mass196.07356 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:64213ChEBI ↗

Cross-source molecular data

PubChem
Molar mass196.20 g/molPubChem ↗
Exact mass196.07355886 DaPubChem ↗
Computed XLogP0.6PubChem ↗
Topological polar surface area (Ų)52.6PubChem ↗
H-bond donors0PubChem ↗
H-bond acceptors4PubChem ↗
Rotatable bonds0PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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cantharidin
(3aR,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione
DHZBEENLJMYSHQ-XCVPVQRUSA-N
C[C@@]12C(=O)OC(=O)[C@]1(C)[C@H]1CC[C@@H]2O1
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-

Names & synonyms

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

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

herbicideantirheumatic drugEC 3.1.3.16 (phosphoprotein phosphatase) inhibitoranti-inflammatory agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00509679 mol

Uses 196.202 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 10 atoms
61.22%
O
Oxygen · 4 atoms
32.62%
H
Hydrogen · 12 atoms
6.17%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Cantharidin and norcantharidin inhibit caprine luteal cell steroidogenesis in vitro. ↗Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie · 2012 Jan · PMID 20594813
Validation of the cantharidin-induced skin blister as an in vivo model of inflammation. ↗British journal of clinical pharmacology · 2011 Dec · PMID 21595743

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:64213

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 5944 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.