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M1629

Medroxyprogesterone 17-acetate

Name: Medroxyprogesterone 17-acetate
Brand: SIGMA

synthetic (organic), ≥97% (HPLC), synthetic progestogen, powder

Synonyme(s) :

17α-Acetoxy-6α-methylprogesterone, 17α-Hydroxy-6α-methyl-4-pregnene-3,20-dione 17-acetate, 6α-Methyl-17α-acetoxyprogesterone, 6α-Methyl-17α-hydroxyprogesterone acetate

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A propos de cet article

Formule empirique (notation de Hill) :

C₂₄H₃₄O₄

Numéro CAS:

71-58-9

Poids moléculaire :

386.52

NACRES:

NA.77

PubChem Substance ID:

24896674

UNSPSC Code:

12352200

EC Number:

200-757-9

MDL number:

MFCD00010483

Beilstein/REAXYS Number:

2066112

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

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Propriétés

Nom du produit

Medroxyprogesterone 17-acetate, ≥97% (HPLC)

biological source

synthetic (organic)

Quality Level

100

sterility

non-sterile

assay

≥97% (HPLC)

form

powder

mp

206-207 °C (lit.)

solubility

chloroform: 350 mg/mL, clear, colorless

shipped in

ambient

storage temp.

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

InChI key

PSGAAPLEWMOORI-PEINSRQWSA-N

Gene Information

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

Description

Biochem/physiol Actions

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.

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.

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pictograms

GHS08

signalword

Warning

hcodes

H351,H413

pcodes

P202 - P273 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Aquatic Chronic 4 - Carc. 2

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificats d'analyse (COA)

Lot/Batch Number

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Progestins Upregulate FKBP51 Expression in Human Endometrial Stromal Cells to Induce Functional Progesterone and Glucocorticoid Withdrawal: Implications for Contraceptive- Associated Abnormal Uterine Bleeding.

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

Whole sheep ovary cryopreservation: evaluation of a slow freezing protocol with dimethylsulphoxide.

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

Minocycline down-regulates topical mucosal inflammation during the application of microbicide candidates.

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

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