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Version: 17.06d (Release date: 2017-06-26)
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Camptothecin-20(S)-O-Propionate Hydrate (Code C84857)

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Terms & Properties

Preferred Name: Camptothecin-20(S)-O-Propionate Hydrate

Definition: The hydrated, crystalline propionate ester (attached in position C-20) prodrug of camptothecin, an alkaloid isolated from the Chinese tree Camptotheca acuminata, with potential antineoplastic activity. Upon entry into cells, camptothecin-20(S)-O-propionate is hydrolyzed by esterases into the active form camptothecin. Camptothecin selectively stabilizes topoisomerase I-DNA covalent complexes, thereby inhibiting religation of topoisomerase I-mediated single-strand DNA breaks and producing potentially lethal double-strand DNA breaks when encountered by the DNA replication machinery, thus inhibiting DNA replication and triggering apoptotic cell death. Camptothecin readily undergoes hydrolysis at physiological pH, changing its conformation from the active, S-configured lactone structure to an inactive carboxylate form. The ester chain in the vicinity of the S-configured lactone moiety, a key determinant for the chemotherapeutic efficacy of the camptothecins, inhibits protein binding, rendering this agent resistant to hydrolysis and prolonging its half-life.

Display Name: Camptothecin-20(S)-O-Propionate Hydrate

Label: Camptothecin-20(S)-O-Propionate Hydrate

NCI Thesaurus Code: C84857 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: CL412415  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
Camptothecin-20(S)-O-Propionate Hydrate

External Source Codes: 
PDQ Closed Trial Search ID 651549
PDQ Open Trial Search ID 651549 (check for NCI PDQ open clinical trial info)

Other Properties:
     Name Value (qualifiers indented underneath)
code C84857
Contributing_Source CTRP
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: No  


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