Medrysone

Chemical compound From Wikipedia, the free encyclopedia

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.[1][2][3] It has been discontinued in the United States.[4] Although it is very similar in structure to progesterone,[5] neither progestogenic nor androgenic activity has been demonstrated for or attributed to medrysone.[6][7][8]

Trade namesHMS, Medrocort, others
Other namesNSC-63278; Hydroxymethylprogesterone; Methylhydroxyprogesterone; Hydroxymesterone; 6α-Methyl-11β-hydroxyprogesterone; 6α-Methyl-11β-hydroxypregn-4-ene-3,20-dione
Quick facts Clinical data, Trade names ...
Medrysone
Clinical data
Trade namesHMS, Medrocort, others
Other namesNSC-63278; Hydroxymethylprogesterone; Methylhydroxyprogesterone; Hydroxymesterone; 6α-Methyl-11β-hydroxyprogesterone; 6α-Methyl-11β-hydroxypregn-4-ene-3,20-dione
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa606003
Routes of
administration
Eye drops
ATC code
Legal status
Legal status
  • US: Discontinued
Identifiers
  • (6S,8S,9S,10R,11S,13R,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
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.018.371 Edit this at Wikidata
Chemical and physical data
FormulaC22H32O3
Molar mass344.495 g·mol−1
3D model (JSmol)
  • 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
  • InChI=1S/C22H32O3/c1-12-9-15-17-6-5-16(13(2)23)22(17,4)11-19(25)20(15)21(3)8-7-14(24)10-18(12)21/h10,12,15-17,19-20,25H,5-9,11H2,1-4H3/t12-,15-,16+,17-,19-,20+,21-,22+/m0/s1 ☒N
  • Key:GZENKSODFLBBHQ-ILSZZQPISA-N ☒N
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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. [9]

See also

References

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