Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C34H35N3O10 |
Molecular Weight | 645.6558 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(C[C@@](O)(CC2=C(O)C3=C(C(=O)C4=C(C=CC=C4OC)C3=O)C(O)=C12)C(C)=NNC(=O)C5=CC=CC=C5)O[C@H]6C[C@H](N)[C@H](O)[C@H](C)O6
InChI
InChIKey=FBTUMDXHSRTGRV-BJISBDEGSA-N
InChI=1S/C34H35N3O10/c1-15-28(38)20(35)12-23(46-15)47-22-14-34(44,16(2)36-37-33(43)17-8-5-4-6-9-17)13-19-25(22)32(42)27-26(30(19)40)29(39)18-10-7-11-21(45-3)24(18)31(27)41/h4-11,15,20,22-23,28,38,40,42,44H,12-14,35H2,1-3H3,(H,37,43)/t15-,20-,22-,23-,28+,34-/m0/s1
Zorubicin is a benzoylhydrazone derivative of the anthracycline antineoplastic antibiotic daunorubicin, but it introduces lower cardiomyopathy and bone marrow toxicity. Zorubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair as well as RNA and protein synthesis. The cytotoxic effect results from intercalation between DNA pairs. To minimize toxicity, individualized dose regimens are given preferentially over prolonged periods of time by carefully inspecting i.v. administration to prevent extravasation.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL3491 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29200270 |
6.46 µM [IC50] |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1594
Created by
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WHO-VATC |
QL01DB05
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WHO-ATC |
L01DB05
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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Code System | Code | Type | Description | ||
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ZORUBICIN
Created by
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PRIMARY | |||
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V25F9362OP
Created by
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PRIMARY | |||
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m11665
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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PRIMARY | Merck Index | ||
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SUB00190MIG
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PRIMARY | |||
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100000078800
Created by
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PRIMARY | |||
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C002205
Created by
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PRIMARY | |||
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57164040
Created by
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PRIMARY | |||
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2874
Created by
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PRIMARY | |||
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C91365
Created by
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PRIMARY | |||
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DTXSID4043852
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PRIMARY | |||
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54083-22-6
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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PRIMARY | |||
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CHEMBL1697854
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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PRIMARY | |||
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4349
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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PRIMARY | |||
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DB11618
Created by
admin on Fri Dec 15 16:07:09 GMT 2023 , Edited by admin on Fri Dec 15 16:07:09 GMT 2023
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PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)