Details
Stereochemistry | ACHIRAL |
Molecular Formula | C10H12O4 |
Molecular Weight | 196.1999 |
Optical Activity | NONE |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12[C@@H]3CC[C@@H](O3)[C@@]1(C)C(=O)OC2=O
InChI
InChIKey=DHZBEENLJMYSHQ-XCVPVQRUSA-N
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-
Molecular Formula | C10H12O4 |
Molecular Weight | 196.1999 |
Charge | 0 |
Count |
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Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/24945640Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/68002193 and http://www.dormer.ca/DormerCos/WartRemovers.aspx
Sources: http://www.ncbi.nlm.nih.gov/pubmed/24945640
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/68002193 and http://www.dormer.ca/DormerCos/WartRemovers.aspx
Cantharidin is a toxic compound, isolated from the Spanish fly or blistering beetle (Lytta (Cantharis) vesicatoria) and other insects. It is a potent and specific inhibitor of protein phosphatases 1 (PP1) and 2A (PP2A). Cantharidin is a medication used to remove warts and a viral skin infection called molluscum contagiosum. It is made from the secretions that come from the green blister beetle in combination with salicylic acid. It works by creating a blister just below the wart, which pushes the wart up and away from the underlying tissue, cutting of the blood supply to the wart. As the blister and the wart dry out, they both slough off, leaving fresh, unmarred skin behind. It is also used as an experimental anti-tumor agent. Several studies also show potential novel applications of cantharidin in acquired perforating dermatosis, acute herpes zoster, and leishmaniasis. In 1962, cantharidin lost Food and Drug Administration (FDA) approval owing to the failure of its manufacturers to submit data attesting to cantharidin's efficacy. However, in 1999, the FDA included cantharidin on its “Bulk Substances List” of drugs which although not available as commercial products, were approved for compounding on a customized basis for individual patients.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Medulloblastoma cell growth Sources: http://www.ncbi.nlm.nih.gov/pubmed/21735115 |
5.0 µM [IC50] | ||
Target ID: 1.05384904E8 Gene Symbol: LOC105384905 Sources: http://www.ncbi.nlm.nih.gov/pubmed/24132154 |
77.64 µM [IC50] | ||
Target ID: CHEMBL5869 Sources: http://www.ncbi.nlm.nih.gov/pubmed/23983126 |
4.2 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | CANTHARONE PLUS Approved UseCANTHARONE PLUS is indicated for removal of warts, especially plantar and resistant and heavily keratinized warts. |
PubMed
Title | Date | PubMed |
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[Apoptosis induced by cantharidin in human pulmonary carcinoma cells A549 and its molecular mechanisms]. | 2005 Jun |
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Effect of cantharidin, cephalotaxine and homoharringtonine on "in vitro" models of hepatitis B virus (HBV) and bovine viral diarrhoea virus (BVDV) replication. | 2007 Jun |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/21735115
Cantharidin at concentrations higher than 30 uM rapidly inhibited cell
proliferation, with the cells killed in 24 h, treatment with Cantharidin at lower concentrations (1, 5, 10, 20, and 30 uM) was not as toxic at 24 h. For the DAOY cells and treatment for 72 h, for Cantharidin the IC50 for cell viability was 5.0 ± 0.4 uM.
Substance Class |
Chemical
Created
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admin
on
Edited
Sat Dec 16 05:31:59 GMT 2023
by
admin
on
Sat Dec 16 05:31:59 GMT 2023
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Record UNII |
IGL471WQ8P
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Record Status |
Validated (UNII)
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Record Version |
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FDA ORPHAN DRUG |
359311
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IARC | Cantharidin |
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2181
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56-25-7
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11470
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64213
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5944
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SUB13227MIG
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200-263-3
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GH-82
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100000076607
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IGL471WQ8P
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IGL471WQ8P
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CANTHARIDIN
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DB12328
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DTXSID7041752
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m3025
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D002193
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C177086
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1984
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61805
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Related Record | Type | Details | ||
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TARGET ORGANISM->INHIBITOR |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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