Structure via PubChem · Public domain (PubChem)
menogaril
Sign in to saveMenogaril is an anthracycline analog of nogalamycin which was developed in late 1970s. It has even stronger anticancer activity, and less toxicity, than nogalamycin. However, its development for clinical use was cancelled due to only moderate success with relatively high incidence of serious toxicity (43-44% in non-Hodgkin's lymphoma patients).
Chemical data
- Formula
- C28H31NO10
- Molecular weight
- 541.5 g/mol
- IUPAC name
- (1R,10R,12R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-6,17-dione
- SMILES
- C[C@@]1(C[C@H](C2=C(C3=C(C=C2C1)C(=O)C4=C5C(=CC(=C4C3=O)O)[C@@]6([C@@H]([C@H]([C@@H]([C@H](O5)O6)O)N(C)C)O)C)O)OC)O
- InChIKey
- LWYJUZBXGAFFLP-OCNCTQISSA-N
- XLogP
- 0.8
- Polar surface area
- 166 Ų
- H-bond donors
- 5
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
119 papers- Menogaril, an anthracycline compound with a novel mechanism of action: cellular pharmacology.Japanese journal of cancer research : Gann · 1990
- Pharmacokinetics and systemic bioavailability of menogaril, an anthracycline antitumor agent, in the mouse, dog, and monkey.Cancer research · 1989
- Menogaril: a new anthracycline agent entering clinical trials.Investigational new drugs · 1984
- Hepatocellular carcinoma. An ECOG randomized phase II study of beta-interferon and menogaril.American journal of clinical oncology · 1995
- The Uridylyl Transferase TUT7-Mediated Accumulation of Exosomal miR-1246 Reprograms TAMs to Support CRC Progression.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 541.195
Show 3 more facts
- chemical formula
- C₂₈H₃₁NO₁₀
- isomeric SMILES
- C[C@]1(CC2=CC3=C(C(=C2[C@@H](C1)OC)O)C(=O)C4=C(C=C5C(=C4C3=O)O[C@H]6[C@H]([C@@H]([C@H]([C@@]5(O6)C)O)N(C)C)O)O)O
- canonical SMILES
- CC1(CC2=CC3=C(C(=C2C(C1)OC)O)C(=O)C4=C(C=C5C(=C4C3=O)OC6C(C(C(C5(O6)C)O)N(C)C)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Menogaril is an anthracycline analog of nogalamycin which was developed in late 1970s. It has even stronger anticancer activity, and less toxicity, than nogalamycin. However, its development for clinical use was cancelled due to only moderate success with relatively high incidence of serious toxicity (43-44% in non-Hodgkin's lymphoma patients).
== References ==
Excerpted from Wikipedia’s “menogaril” article, available under the CC BY-SA 4.0 licence.