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M6013

Sigma-Aldrich

Medroxyprogesterone

Synonym(s):

17α-Hydroxy-6α-methyl-4-pregnene-3,20-dione, 17α-Hydroxy-6α-methylprogesterone, 6α-Methyl-5-pregnen-17α-ol-3,20-dione, 6-Dihydromegestrol

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About This Item

Empirical Formula (Hill Notation):
C22H32O3
CAS Number:
520-85-4
Molecular Weight:
344.49
Beilstein:
2510965
EC Number:
208-298-6
MDL number:
MFCD00069474
UNSPSC Code:
51111800
PubChem Substance ID:
24897065
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

solubility

chloroform: 50 mg/mL, clear, colorless to faintly yellow

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(O)C(C)=O

InChI

1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1

InChI key

FRQMUZJSZHZSGN-HBNHAYAOSA-N

Gene Information

rat ... Ar(24208)

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Caution

Much of the pharmacology literature refers to medroxyprogesterone acetate as medroxyprogesterone, but they are of course not the same substance.

related product

Product No.
Description
Pricing

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361fd

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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James Hassell et al.
Hormones and behavior, 60(2), 219-225 (2011-06-04)
Progestins and antiprogestins are widely used therapeutic agents in humans. In many cases, these are indicated for the treatment of reproductive activities. However, progesterone has widespread physiological effects including a reduction of the response to stress. We have reported that
A Günzel-Apel et al.
Reproduction in domestic animals = Zuchthygiene, 47 Suppl 6, 55-60 (2013-01-04)
Progesterone profiles of individual bitches may vary considerably both between and within individuals during pregnancy and non-pregnancy. Suspected luteal deficiency is commonly purported but is difficult to evaluate in clinical cases when progesterone is supplemented because this masks the underlying
The role of medroxyprogesterone acetate (MPA) in the treatment of renal adenocarcinoma.
M Kjaer
Cancer treatment reviews, 15(3), 195-209 (1988-09-01)
Kevin D Beck et al.
Neurobiology of learning and memory, 97(1), 148-155 (2011-12-06)
Ovarian hormones modulate acquisition processes involved in classical conditioning. Although progesterone has been indirectly implicated, its role in classical conditioning of the eyeblink response has not been directly investigated. We assessed the effects of daily dosing of progesterone or medroxyprogesterone
M F Martinez et al.
Reproduction in domestic animals = Zuchthygiene, 47(2), 230-237 (2011-09-03)
Two experiments were designed to investigate the administration of intravaginal progesterone in protocols for oestrus and ovulation synchronization in beef heifers. In Experiment 1, cyclic Black Angus heifers (n = 20) received an Ovsynch protocol and were randomly assigned to
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