megestrol

Also known as Chronopil, Magestin, Megace®, megestryl acetate

Megestrol (, ) is a progestin of the 17α-hydroxyprogesterone group which was, until recently, never marketed or used clinically. It is now used for treatments of disease-related weight loss, endometrial cancer, and breast cancer. Its acylated derivative megestrol acetate is also a progestogen, which, in contrast to megestrol itself, has been extensively used as a pharmaceutical drug.

Chemical data

Formula: C22H30O3
Molecular weight: 342.5 g/mol
IUPAC name: (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES: CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@@]3(C(=O)C)O)C)[C@@]4(C1=CC(=O)CC4)C
InChIKey: VXIMPSPISRVBPZ-NWUMPJBXSA-N
XLogP: 2.6
Polar surface area: 54.4 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

2,361 papers

Megestrol acetate: clinical experience.Cancer treatment reviews · 1989
Megestrol acetate.Cancer treatment reviews · 1983
Megestrol-induced adrenal insufficiency in children and adolescents.Medicina clinica · 2022
Megestrol-induced Cushing syndrome.The Annals of pharmacotherapy · 2001
Another Strike Against Megestrol Acetate Therapy?The American journal of geriatric psychiatry : official journal of the American Association for Geriatric Psychiatry · 2020

via PubMed

Wikidata facts

Subclass of: progesterone congener
Mass: 342.219
Has use: medication

Show 5 more facts

chemical formula: C₂₂H₃₀O₃
canonical SMILES: CC1=CC2C(CCC3(C2CCC3(C(=O)C)O)C)C4(C1=CC(=O)CC4)C
isomeric SMILES: CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@@]3(C(=O)C)O)C)[C@@]4(C1=CC(=O)CC4)C
medical condition treated: breast cancer
Commons category: Megestrol

Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

4 sections

Contents

Medical Use
Synthesis
See also
References

==Medical Use== As of June 2023, megestrol is being used to treat significant weight loss in HIV/AIDS patients, and as a palliative treatment of endometrial and breast cancers. It can be administered in both tablet and oral suspension forms, with dosages ranging from 100 mg/day to 1600 mg/day depending on the condition being treated.

Excerpted from Wikipedia’s “megestrol” article, available under the CC BY-SA 4.0 licence.

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