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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H20N2O5.3H2O
Molecular Weight 458.4611
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CZ-48 TRIHYDRATE

SMILES

O.O.O.CCC(=O)O[C@]1(CC)C(=O)OCC2=C1C=C3N(CC4=CC5=CC=CC=C5N=C34)C2=O

InChI

InChIKey=IYMREUZGKUWKHF-AQUVTFJZSA-N
InChI=1S/C23H20N2O5.3H2O/c1-3-19(26)30-23(4-2)16-10-18-20-14(9-13-7-5-6-8-17(13)24-20)11-25(18)21(27)15(16)12-29-22(23)28;;;/h5-10H,3-4,11-12H2,1-2H3;3*1H2/t23-;;;/m0.../s1

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C23H20N2O5
Molecular Weight 404.4153
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Camptothecin-20(S)-O-propionate (CZ48) is a 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. CZ48 is being investigated in clinical trials for the treatment of advanced solid tumors and lymphomas.

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 18:09:42 GMT 2023
Edited
by admin
on Sat Dec 16 18:09:42 GMT 2023
Record UNII
TR4HR67FMA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CZ-48 TRIHYDRATE
Common Name English
1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H,12H)-DIONE, 4-ETHYL-4-(1-OXOPROPOXY)-, HYDRATE (1:3), (4S)-
Systematic Name English
CAMPTOTHECIN-20-O-PROPIONATE TRIHYDRATE
Systematic Name English
Camptothecin-20(S)-O-propionate trihydrate
Common Name English
Code System Code Type Description
CAS
1147090-70-7
Created by admin on Sat Dec 16 18:09:43 GMT 2023 , Edited by admin on Sat Dec 16 18:09:43 GMT 2023
PRIMARY
FDA UNII
TR4HR67FMA
Created by admin on Sat Dec 16 18:09:43 GMT 2023 , Edited by admin on Sat Dec 16 18:09:43 GMT 2023
PRIMARY
PUBCHEM
25263729
Created by admin on Sat Dec 16 18:09:43 GMT 2023 , Edited by admin on Sat Dec 16 18:09:43 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
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ACTIVE MOIETY