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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H31NO10
Molecular Weight 541.5464
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MENOGARIL

SMILES

CO[C@@H]1C[C@](C)(O)CC2=C1C(O)=C3C(=O)C4=C(O)C=C5C(O[C@@H]6O[C@@]5(C)[C@H](O)[C@H]([C@@H]6O)N(C)C)=C4C(=O)C3=C2

InChI

InChIKey=LWYJUZBXGAFFLP-AOZXJLOUSA-N
InChI=1S/C28H31NO10/c1-27(36)8-10-6-11-16(21(32)15(10)14(9-27)37-5)22(33)17-13(30)7-12-24(18(17)20(11)31)38-26-23(34)19(29(3)4)25(35)28(12,2)39-26/h6-7,14,19,23,25-26,30,32,34-36H,8-9H2,1-5H3/t14-,19+,23+,25-,26?,27-,28-/m1/s1

HIDE SMILES / InChI

Molecular Formula C28H31NO10
Molecular Weight 541.5464
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Menogaril is a semisynthetic derivative of the anthracycline antineoplastic antibiotic nogalamycin. Biochemical studies indicated that, in comparison to doxorubicin, menogaril is bound weakly to DNA, inhibits RNA synthesis less, and has different cell cycle phase-specific cytotoxicity. Menogaril acts as a cleavable complex-stabilizing topoisomerase II inhibitor. Menogaril has been studied in the treatment of various cancers.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Phase II trial of menogaril in non-Hodgkin's lymphomas. Menogaril was administered at 160 mg/m2 intravenously over 1 hour, once every 28 days.
Route of Administration: Intravenous
Substance Class Chemical
Record UNII
8JSV4O30HQ
Record Status Validated (UNII)
Record Version