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M1629

Sigma-Aldrich

Medroxyprogesteron-17-Acetat

≥97% (HPLC)

Synonym(e):

17α-Acetoxy-6α-methylprogesteron, 17α-Hydroxy-6α-methyl-4-pregnen-3,20-dion-17-acetat, 6α-Methyl-17α-acetoxyprogesteron, 6α-Methyl-17α-hydroxyprogesteron-acetat

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About This Item

Empirische Formel (Hill-System):
C24H34O4
CAS-Nummer:
71-58-9
Molekulargewicht:
386.52
Beilstein:
2066112
EG-Nummer:
200-757-9
MDL-Nummer:
MFCD00010483
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24896674
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Qualitätsniveau

100

Sterilität

non-sterile

Assay

≥97% (HPLC)

Form

powder

mp (Schmelzpunkt)

206-207 °C (lit.)

Löslichkeit

chloroform: 350 mg/mL, clear, colorless

Versandbedingung

ambient

Lagertemp.

room temp

SMILES String

[H][C@@]12C[C@H](C)C3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]4(C)[C@@]2([H])CC[C@]4(OC(C)=O)C(C)=O

InChI

1S/C24H34O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h13-14,18-20H,6-12H2,1-5H3/t14-,18+,19-,20-,22+,23-,24-/m0/s1

InChIKey

PSGAAPLEWMOORI-PEINSRQWSA-N

Angaben zum Gen

human ... AR(367) , ESR1(2099) , ESRRA(2101) , NR3C1(2908) , NR3C2(4306) , PGR(5241)
rat ... Ar(24208)

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Biochem./physiol. Wirkung

Medroxyprogesterone 17-acetate (MPA) is a synthetic progestin used as a contraceptive, in hormone replacement therapy and for the treatment of endometriosis. It is a more potent progestin that the nonacetylated form.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Health hazard
GHS08

Signalwort

Warning

H-Sätze

H351,H413

Gefahreneinstufungen

Aquatic Chronic 4 - Carc. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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Milan Milenkovic et al.
Journal of assisted reproduction and genetics, 28(1), 7-14 (2010-09-16)
To evaluate a slow freezing method for whole ovary cryopreservation by evaluating effects of added cryoprotectant. Sheep ovaries were isolated during surgery, flushed with either Ringer-Acetate or dimethylsulphoxide and cryopreserved by slow freezing. After rapid thawing, viability was assessed by
Liangzhu Li et al.
PloS one, 7(8), e43211-e43211 (2012-08-21)
An effective anti-human immunodeficiency virus-1 (HIV-1) microbicide should exert its action in the absence of causing aberrant activation of topical immunity that will increase the risk of HIV acquisition. In the present study, we demonstrated that the vaginal application of
S Saoncella et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(6), 2805-2810 (1999-03-17)
The assembly of focal adhesions and actin stress fibers by cells plated on fibronectin depends on adhesion-mediated signals involving both integrins and cell-surface heparan sulfate proteoglycans. These two cell-surface receptors interact with different domains of fibronectin. To attempt to identify
Bernhard Payer et al.
Molecular cell, 52(6), 805-818 (2013-11-26)
Transitions between pluripotent and differentiated states are marked by dramatic epigenetic changes. Cellular differentiation is tightly linked to X chromosome inactivation (XCI), whereas reprogramming to induced pluripotent stem cells (iPSCs) is associated with X chromosome reactivation (XCR). XCR reverses the
Ozlem Guzeloglu Kayisli et al.
PloS one, 10(10), e0137855-e0137855 (2015-10-06)
Use of long-acting progestin only contraceptives (LAPCs) offers a discrete and highly effective family planning method. Abnormal uterine bleeding (AUB) is the major side effect of, and cause for, discontinuation of LAPCs. The endometria of LAPC-treated women display abnormally enlarged
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