small molecule
Drospirenone
Synonyms/Brands: DRSP, Drospirenona, Drospirenonum, Dehydrospirorenone, 1,2-Dihydrospirorenone, drospirenone and ethinyl estra, 6,7,15,16-dimethylene-3-oxo-17-pregn-4-ene-21,17 carbolactone, 6beta,7Beta;15beta,16beta-dimethylene-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone
Drospirenone is a synthetic progestin that is an analog to spironolactone. It is found in a number of birth control formulations. Drospirenone differs from other synthetic progestins in that its pharmacological profile in preclinical studies shows it to be closer to the natural progesterone. As such it has anti-mineralocorticoid properties, counteracts the estrogen-stimulated activity of the renin-angiotensin-aldosterone system, and is not androgenic. It was shown in animal studies that drospirenone exhibits antiandrogenic activity judging from accessory sex gland growth in castrated, androgen-treated, juvenile rats.
Molecular Formula: C24H30O3
Molecular Weight:: 366.4932
CAS:: 67392-87-4
InChiKey:: METQSPRSQINEEU-HXCATZOESA-N
InChi:: InChI=1S/C24H30O3/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/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1
SMILES:: [H][C@@]12C[C@]1([H])[C@@]1([H])[C@]3([H])[C@]4([H])C[C@]4([H])[C@@]4(CCC(=O)O4)[C@@]3(C)CC[C@]1([H])[C@@]1(C)CCC(=O)C=C21
IUPAC Name:: (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-dimethylspiro[hexacyclo[9.8.0.0,.0,.0,.0,]nonadecane-15,2'-oxolan]-5-ene-5',7-dione
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