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| Clinical data | |
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| Other names | 19-Norspirolactone; 19-Nor-17α-(2-carboxyethyl)testosterone γ-lactone; 3-Oxo-17β-hydroxyestr-4-ene-17-propanoic acid lactone; 17-Hydroxy-3-oxo-19-Nor-17α-pregn-4-ene-21-carboxylic acid γ-lactone |
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| Chemical and physical data | |
| Formula | C21H28O3 |
| Molar mass | 328.452 g·mol−1 |
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SC-8109 is asteroidalantimineralocorticoid of thespirolactone group which was never marketed.[1][2] It is a potentantagonist of themineralocorticoid receptor and is more potent than the related drugSC-5233 (of which SC-8109 is the 19-noranalogue).[1][3] However, SC-8109 was found to have relatively loworalbioavailability andpotency,[1][4] though it nonetheless produced a milddiuretic effect in patients withcongestive heart failure.[2]Spironolactone (SC-9420; Aldactone), another spirolactone, followed and had both good oral bioavailability and potency, and was the first antimineralocorticoid to be marketed.[1][5]
In addition to its antimineralocorticoid activity, SC-8109 shows potentprogestogenic activity, with similar potency relative to that ofprogesterone.[6] Its analogue, SC-5233, possesses similar but less potent progestogenic activity.[6] In addition, SC-5233 has been assessed and found to possess someantiandrogenic activity, antagonizing the effects oftestosterone in animals, and SC-8109 may as well.[7]
| Compound | PRTooltip Progesterone receptor | ARTooltip Androgen receptor | ERTooltip Estrogen receptor | GRTooltip Glucocorticoid receptor | MRTooltip Mineralocorticoid receptor | SHBGTooltip Sex hormone-binding globulin | CBGTooltip Corticosteroid binding globulin |
|---|---|---|---|---|---|---|---|
| Progesterone | 100 | 3–10 | <1 | <1 | 3–10 | ? | ? |
| SC-8109 | 191 | 25–50 | <1 | <1 | 15–25 | ? | ? |
| Values are percentages (%). Referenceligands (100%) wereprogesterone for thePRTooltip progesterone receptor,testosterone for theARTooltip androgen receptor,estradiol for theERTooltip estrogen receptor,DEXATooltip dexamethasone for theGRTooltip glucocorticoid receptor, andaldosterone for theMRTooltip mineralocorticoid receptor. | |||||||
{{cite book}}:ISBN / Date incompatibility (help)[SC-5233] (total dose of 5 mg/rat) partially blocked the effects of testosterone propionate on the seminal vesicles and prostate in similar animals.