Structure via PubChem · Public domain (PubChem)
medrysone
Sign in to saveAlso known as U-8471, 11beta-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione
Medrysone (INN, USAN; brand names HMS, Medrocort, others; former developmental code NSC-63278; also known as hydroxymethylprogesterone, methylhydroxyprogesterone, hydroxymesterone, 6α-methyl-11β-hydroxyprogesterone, or 6α-methyl-11β-hydroxypregn-4-ene-3,20-dione) is a synthetic glucocorticoid that is or has been used in the treatment of inflammatory eye diseases. It has been discontinued in the United States. Although it is very similar in structure to progesterone, neither progestogenic nor androgenic activity has been demonstrated for or attributed to medrysone.
In the Vinony graph
Within Vinony's link graph, medrysone is referenced by 275 other articles, and connects out to mometasone furoate, fludrocortisone and ulipristal acetate.
It sits within the topics Diketones, Drugboxes which contain changes to verified fields and Drugboxes which contain changes to watched fields.
Its subject is documented across 6 Wikipedia language editions.
Chemical data
- Formula
- C22H32O3
- Molecular weight
- 344.5 g/mol
- IUPAC name
- (6S,8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-6,10,13-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- SMILES
- C[C@H]1C[C@H]2[C@@H]3CC[C@@H]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)CC4)C)O)C)C(=O)C
- InChIKey
- GZENKSODFLBBHQ-ILSZZQPISA-N
- XLogP
- 2.7
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1969
- Admin. routes
- topical
- Indications
- eye inflammation
via ChEMBL · EBI
Research
39 papers- Medrysone: a review.Drugs · 1971
- Medrysone promotes corneal injury repair by promoting M2-like polarization of macrophages.BMC ophthalmology · 2023
- Myelin repair is fostered by the corticosteroid medrysone specifically acting on astroglial subpopulations.EBioMedicine · 2022
- New Anti-Inflammatory Metabolites by Microbial Transformation of Medrysone.PloS one · 2016
- The clinical efficacy of medrysone, a new ophthalmic steroid.American journal of ophthalmology · 1968
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 344.235
- Has use
- medication
Show 4 more facts
- chemical formula
- C₂₂H₃₂O₃
- canonical SMILES
- CC1CC2C3CCC(C3(CC(C2C4(C1=CC(=O)CC4)C)O)C)C(=O)C
- isomeric SMILES
- C[C@H]1C[C@H]2[C@@H]3CC[C@@H]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)CC4)C)O)C)C(=O)C
- subject has role
- glucocorticoid
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Environmental presence
- See also
- References
Medrysone (INN, USAN; brand names HMS, Medrocort, others; former developmental code NSC-63278; also known as hydroxymethylprogesterone, methylhydroxyprogesterone, hydroxymesterone, 6α-methyl-11β-hydroxyprogesterone, or 6α-methyl-11β-hydroxypregn-4-ene-3,20-dione) is a synthetic glucocorticoid that is or has been used in the treatment of inflammatory eye diseases. It has been discontinued in the United States. Although it is very similar in structure to progesterone, neither progestogenic nor androgenic activity has been demonstrated for or attributed to medrysone.
==Environmental presence== In 2021, medrysone was one of the 12 compounds identified in sludge samples taken from 12 wastewater treatment plants in California that were associated with estrogenic activity in in vitro.
Excerpted from Wikipedia’s “medrysone” article, available under the CC BY-SA 4.0 licence.