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Zorubicin
Sign in to saveZorubicin (INN) is a benzoylhydrazone derivative of the anthracycline antineoplastic antibiotic daunorubicin. Zorubicin intercalates into DNA; it as well interacts with topoisomerase II and inhibits DNA polymerases and therefore is used to treat cancer.
Chemical data
- Formula
- C34H35N3O10
- Molecular weight
- 645.7 g/mol
- IUPAC name
- N-[1-[(2S,4S)-4-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]ethylideneamino]benzamide
- SMILES
- C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=NNC(=O)C6=CC=CC=C6)C)O)N)O
- InChIKey
- FBTUMDXHSRTGRV-BJISBDEGSA-N
- XLogP
- 3.8
- Polar surface area
- 210 Ų
- H-bond donors
- 6
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- neoplasm
via ChEMBL · EBI
Research
98 papers- Anthracycline derivatives inhibit cardiac CYP2J2.Journal of inorganic biochemistry · 2022
- Randomized study of zorubicin versus zorubicin-cisplatin in undifferentiated carcinoma of the nasopharynx (UCNT).Annals of oncology : official journal of the European Society for Medical Oncology · 1997
- Treatment of acute myelogenous leukaemia in patients aged 50-65: idarubicin is more effective than zorubicin for remission induction and prolonged disease-free survival can be obtained using a unique consolidation course. The Goelam Group.British journal of haematology · 1996
- Stability and compatibility studies of zorubicin in intravenous fluids and PVC infusion bags.Journal of pharmaceutical and biomedical analysis · 1996
- [A pilot study of high-dose zorubicin in advanced stages of soft tissue sarcoma in adults].Bulletin du cancer · 1996
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 645.232244
Show 3 more facts
- chemical formula
- C₃₄H₃₅N₃O₁₀
- canonical SMILES
- CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=NNC(=O)C6=CC=CC=C6)C)O)N)O
- isomeric SMILES
- C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(/C(=N/NC(=O)C6=CC=CC=C6)/C)O)N)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Zorubicin (INN) is a benzoylhydrazone derivative of the anthracycline antineoplastic antibiotic daunorubicin. Zorubicin intercalates into DNA; it as well interacts with topoisomerase II and inhibits DNA polymerases and therefore is used to treat cancer.
== References ==
Excerpted from Wikipedia’s “Zorubicin” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0