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Merck

P8783

Progesterone

powder, BioReagent, suitable for cell culture

Synonym(s):

4-Pregnene-3,20-dione

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About This Item

Empirical Formula (Hill Notation):
C21H30O2
CAS Number:
57-83-0
Molecular Weight:
314.46
UNSPSC Code:
12352209
NACRES:
NA.77
PubChem Substance ID:
24898978
EC Number:
200-350-6
Beilstein/REAXYS Number:
1915950
MDL number:
MFCD00003658
biological source:
synthetic (organic)
form:
powder
assay:
≥99%

Product Name

Progesterone, powder, BioReagent, suitable for cell culture

InChI key

RJKFOVLPORLFTN-LEKSSAKUSA-N

InChI

1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1

SMILES string

CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

biological source

synthetic (organic)

description

synthesized from materials derived from plant source

product line

BioReagent

assay

≥99%

form

powder

potency

0.1-20 ng/mL

technique(s)

cell culture | mammalian: suitable

mp

128-132 °C (lit.)

solubility

absolute ethanol: 1 mg/mL

storage temp.

room temp

Quality Level

200

Gene Information

human ... ABCB1(5243), AR(367), CYP2C9(1559), EBP(10682), ESR1(2099), ESR2(2100), NR3C1(2908), NR3C2(4306), PGR(5241), SERPINA6(866)
mouse ... Esr1(13982)
rat ... Ar(24208), Nr3c1(24413), Pgr(25154)

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Application

Progesterone has been used:
  • as a growth-promoting hormone in basal medium for bovine mammary epithelial cell culture
  • to test its neuroprotective abilities in a well-characterized lateral cortical contusion injury (CCI) model
  • as an endocytosis inhibitor to study its effect on Coxsackievirus A9 infection on A549 cells

Use in cell culture applications to study sterol regulation of cell signaling and gene expression.

Biochem/physiol Actions

Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation.
Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer.
Progesterone is a hormone that maintains pregnancy. It is essential for embryo formation, development and survival in almost all mammals. This hormone exhibits its action via progesterone receptor, which is specifically expressed in the endometrial stroma throughout pregnancy. It is known to prevent preterm delivery, when administered intramuscularly. Progesterone also controls gonadotropin secretion, activates sexual behavior and triggers ovarian events leading to ovulation. It stimulates the growth and differentiation of the uterus and prevents uterine contractility.

General description

Progesterone is a steroid hormone secreted by the ovaries.

Other Notes

Steroid hormone produced by the corpus luteum.

Physical form

powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw

Preparation Note

To prepare 20μg/ml stock solution, add 1ml absolute ethanol per mg progesterone, gently swirl to dissolve, add 49ml sterile medium per ml ethanol.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000429442
0000429441
0000429434
0000429434
0000429442

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Peroxisome proliferator-activated receptor-? activation and long-chain fatty acids alter lipogenic gene networks in bovine mammary epithelial cells to various extents
A.K.G.Kadegowda, et al.
Journal of Dairy Science, 92, 276-4289 (2009)
Neonatal progesterone programs adult uterine responses to progesterone and susceptibility to uterine dysfunction
Dhakal P, et al.
Endocrinology, 156(10), 3791-3803 (2015)
Internalization of coxsackievirus A9 is mediated by beta2-microglobulin, dynamin, and Arf6 but not by caveolin-1 or clathrin
Heikkila O, et al.
Journal of Virology, 84(7), 3666-3681 (2010)
Efficacy of progesterone following a moderate unilateral cortical contusion injury
Gilmer LK, et al.
Journal of Neurotrauma, 25(6), 593-602 (2008)
Biology of progesterone action during pregnancy recognition and maintenance of pregnancy.
Spencer T. E. and F. W. Bazer
Frontiers in Bioscience, 838, d1879-d1898 (2002)
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