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Merck

M1629

Medroxyprogesterone 17-acetate

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

Synonym(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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About This Item

Empirical Formula (Hill Notation):
C24H34O4
CAS Number:
71-58-9
Molecular Weight:
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

Key Documents

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Product Name

Medroxyprogesterone 17-acetate, ≥97% (HPLC)

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

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 key

PSGAAPLEWMOORI-PEINSRQWSA-N

biological source

synthetic (organic)

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

Quality Level

100

Gene Information

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

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This Item
PHR15891378001M0250000
Medroxyprogesterone 17-acetate ≥97% (HPLC)

Sigma-Aldrich

M1629

Medroxyprogesterone 17-acetate

Medroxyprogesterone Acetate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1589

Medroxyprogesterone Acetate

Medroxyprogesterone acetate United States Pharmacopeia (USP) Reference Standard

USP

1378001

Medroxyprogesterone acetate

Medroxyprogesterone acetate European Pharmacopoeia (EP) Reference Standard

M0250000

Medroxyprogesterone acetate

assay

≥97% (HPLC)

assay

-

assay

-

assay

-

form

powder

form

-

form

-

form

-

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

-

storage temp.

room temp

storage temp.

2-30°C

storage temp.

-

storage temp.

2-8°C

solubility

chloroform: 350 mg/mL, clear, colorless

solubility

-

solubility

-

solubility

-

shipped in

ambient

shipped in

-

shipped in

-

shipped in

-

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351,H413

Hazard Classifications

Aquatic Chronic 4 - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6614V
MKCX1330
WXBD8263V
MKCK5867
MKCK3868

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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
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
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
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
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
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