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SML0147

Sigma-Aldrich

Drospirenone

≥98% (HPLC)

Synonyme(s) :

6β,7β:15β,16β -Dimethylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone, Dihydrospirorenone

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About This Item

Formule empirique (notation de Hill):
C24H30O3
Numéro CAS:
67392-87-4
Poids moléculaire :
366.49
Numéro CE :
266-679-2
Numéro MDL:
MFCD00867350
Code UNSPSC :
51111800
ID de substance PubChem :
329825195
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D -180 to -195°, c = 1 in methanol

Conditions de stockage

desiccated

Couleur

white to tan

Solubilité

DMSO: ≥15

Auteur

Bayer

Température de stockage

2-8°C

Chaîne SMILES 

C[C@]12CCC(=O)C=C1[C@@H]3C[C@@H]3[C@@H]4[C@@H]2CC[C@@]5(C)[C@H]4[C@@H]6C[C@@H]6[C@@]57CCC(=O)O7

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

Clé InChI

METQSPRSQINEEU-HXCATZOESA-N

Informations sur le gène

human ... NR3C2(4306) , PGR(5241)

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Application

Drospirenone has been used as a progestogen agent in pond snail and fish.
Drospirenone was tested for genotoxicity in rat and human hepatocytes.

Actions biochimiques/physiologiques

Drospirenone is a fourth-generation progestin that has antimineralocorticoid, and antiandrogenic activity in addition to potent progestogenic activity. In two recent studies drospirenone appeared to double the risk of venous thromboembolism compared to levonorgestrel, although other studies found little added risk.

Caractéristiques et avantages

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360

Conseils de prudence

P201 - P308 + P313

Classification des risques

Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Sex steroids, due to the generally negative responses observed in routinely employed standard genotoxicity assays, are considered epigenetic carcinogens. Some doubts on this conviction are raised by the results of recent studies providing evidence that cyproterone acetate and two structural
Complex molecular changes induced by chronic progestogens exposure in roach, Rutilus rutilus
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The Cochrane database of systematic reviews, 2(2), CD006586-CD006586 (2012-02-18)
Premenstrual syndrome (PMS) is a common problem. Premenstrual dysphoric disorder (PMDD) is a severe form of premenstrual syndrome. Combined oral contraceptives, which provide both progestin and estrogen, have been examined for their ability to relieve premenstrual symptoms. An oral contraceptive
Zita Zrinyi et al.
Aquatic toxicology (Amsterdam, Netherlands), 190, 94-103 (2017-07-12)
The presence of a mixture of progestogens at ng/L concentration levels in surface waters is a worldwide problem. Only a few studies explore the effect of progestogen treatment in a mixture as opposed to individual chemicals to shed light on
Faustino R Pérez-López
Maturitas, 60(2), 78-91 (2008-05-13)
To review the scientific publications concerning the clinical use of drospirenone (DRSP) as the progestin in combined oral contraceptives (OCs), and as hormone treatment for menopause. This is a retrospective study of published information concerning DRSP retrieved from both a
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