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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H28O3
Molecular Weight 364.4773
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIRORENONE

SMILES

C[C@]12CC[C@H]3[C@@H]([C@H]4C[C@H]4C5=CC(=O)C=C[C@]35C)[C@@H]1[C@@H]6C[C@@H]6[C@@]27CCC(=O)O7

InChI

InChIKey=NZUIUYWHFPQZBH-HXCATZOESA-N
InChI=1S/C24H28O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h3,6,9,13-16,18,20-21H,4-5,7-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H28O3
Molecular Weight 364.4773
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Spirorenone is an androstadienone derivative patented by Schering A.-G as a highly effective aldosterone antagonist. Spirorenone is 8.6 times as potent as spironolactone, but showed a lower affinity for the mineralocorticoid receptors. In phase I clinical trials Spirorenone was absorbed with a half-life of 20-30 min, achieving maximum concentrations of about 100 ng/ml (10 mg) and 260 ng/ml (40 mg) after 1-2 h. Disposition of the parent drug was biphasic with half-lives of 50-60 min (distribution) and 5-6 h (elimination). Neither significant accumulation nor enzyme induction was observed after prolonged treatment.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
10 and 40 mg for 14 days
Route of Administration: Oral
Substance Class Chemical
Record UNII
B8TEV07170
Record Status Validated (UNII)
Record Version