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SML0147

Drospirenone

Name: Drospirenone
Brand: SIGMA

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₃₀O₃

CAS Number:

67392-87-4

Molecular Weight:

366.49

NACRES:

NA.77

PubChem Substance ID:

329825195

UNSPSC Code:

51111800

EC Number:

266-679-2

MDL number:

MFCD00867350

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Quality Segment

100

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)

Description

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

Fourth-generation progestin; contraceptive

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.