ZORUBICIN

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C34H35N3O10
Molecular Weight	645.6571
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@]1([H])[C@]([H])([C@]([H])(C[C@@]([H])(O1)O[C@@]2([H])C[C@@](Cc3c2c(c4c(C(=O)c5cccc(c5C4=O)OC)c3O)O)(C(=NN=C(c6ccccc6)O)C)O)N)O

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

HIDE SMILES / InChI

Molecular Formula	C34H35N3O10
Molecular Weight	645.6571
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9065646 | https://www.ncbi.nlm.nih.gov/pubmed/9332680 | https://www.ncbi.nlm.nih.gov/pubmed/8759894 | https://www.ncbi.nlm.nih.gov/pubmed/8807544

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
Cytochrome P450 2J2 4 Target ID: CHEMBL3491 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29200270	Inhibitor 7728		6.46 µM [IC50]

Substance Class	Chemical Created by `admin` on `Sat Jun 26 13:43:57 UTC 2021` Edited by `admin` on `Sat Jun 26 13:43:57 UTC 2021`
Record UNII	V25F9362OP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ZORUBICIN

Official Name

English

ZORUBICIN [MI]

Common Name

English

BENZOIC ACID (1-(4-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-1,2,3,4,6,11-HEXAHYDRO-2,5,12-TRIHYDROXY-7-METHOXY-6,11-DIOXO-2-NAPHTHACENYL)ETHYLIDENE)HYDRAZIDE, (2S-CIS)-

Common Name

English

ZORUBICIN [INN]

Common Name

English

ZORUBICIN [WHO-DD]

Common Name

English

RP 22,050

Code

English

BENZOIC ACID HYDRAZIDE, 3-HYDRAZONE WITH DAUNORUBICIN

Common Name

English

RP-22050

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C1594