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Merck
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SML0147

Sigma-Aldrich

Drospirenone

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C24H30O3
Número de CAS:
67392-87-4
Peso molecular:
366.49
EC Number:
266-679-2
MDL number:
MFCD00867350
UNSPSC Code:
51111800
PubChem Substance ID:
329825195
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

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

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥15

originator

Bayer

storage temp.

2-8°C

SMILES string

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

InChI key

METQSPRSQINEEU-HXCATZOESA-N

Gene Information

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.

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Mutation research, 536(1-2), 69-78 (2003-04-16)
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
Maasz G, et al.
Ecotoxicology and Environmental Safety, 139, 9-17 (2017)
Laureen M Lopez et al.
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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