rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
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![rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/50d5683041554519bc7fba74ab4432a5.png "rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid")
rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
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CAS No:
28874-45-5
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Formula:
C10H14O5
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Chemical Name:
rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
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Synonyms:
7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid,2,3-dimethyl-,(1R,2S,3R,4S)-rel-;7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid,2,3-dimethyl-,stereoisomer;7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid,2,3-dimethyl-,(exo,exo)-;rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid;Cantharidic acid;99945-39-8
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CAS No:
Description
Cantharidic acid is a monoterpenoid with an epoxy-bridged bicyclic dicarboxylic acid structure, which acts as an inhibitor of protein phosphatases 1 and 2A. It has a role as an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor, a hepatotoxic agent and an apoptosis inducer. It is a monoterpenoid, a dicarboxylic acid, a bridged compound and an oxabicycloalkane. It derives from a cantharidin.
rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Basic Attributes
214.21
214.08412354
2932999099
Safety Information
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P321, P332+P313, and P362|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.
Computed Properties
Molecular Weight:214.21
XLogP3:0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:214.08412354
Monoisotopic Mass:214.08412354
Topological Polar Surface Area:83.8
Heavy Atom Count:15
Complexity:307
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Inhibits the synthesis of tumor cell proteins and nucleic acids, which in turn affects the biosynthesis of RNA and DNA, and ultimately inhibits the generation and division of cancer cells; reduces the activity of cAMP phosphodiesterase in tumor cells, increases the activity of catalase, improves cell energy metabolism, and reduces the level of cancer toxins; directly inhibits the synthesis of DNA and RNA in cancer cells and the infiltration of precursors, changes the morphology and function of cancer cells, and directly kills cancer cells. It has no inhibitory effect on bone marrow cells and can increase white blood cells.
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rel-(1R,2S,3R,4S)-2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
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