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M1629

Sigma-Aldrich

Medroxyprogesterone 17-acetate

≥97% (HPLC)

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
Beilstein:
2066112
EC Number:
200-757-9
MDL number:
MFCD00010483
UNSPSC Code:
12352200
PubChem Substance ID:
24896674
NACRES:
NA.77

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)

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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

Signal Word

Warning

Hazard Statements

H351,H413

Hazard Classifications

Aquatic Chronic 4 - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1330
WXBD8263V
MKCK5867
MKCK3868
MKCH5989

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PloS one, 7(8), e43211-e43211 (2012-08-21)
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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
Christopher S Morello et al.
Vaccine, 30(46), 6541-6550 (2012-09-06)
Herpes Simplex Virus Type 2 (HSV-2) infection can result in life-long recurrent genital disease, asymptomatic virus shedding, and transmission. No vaccine to date has shown significant protection clinically. Here, we used a mouse model of genital HSV-2 infection to test
S Saoncella et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(6), 2805-2810 (1999-03-17)
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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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