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P8783

Sigma-Aldrich

Progesterone

powder, BioReagent, suitable for cell culture

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Synonym(s):
4-Pregnene-3,20-dione
Empirical Formula (Hill Notation):
C21H30O2
CAS Number:
57-83-0
Molecular Weight:
314.46
Beilstein:
1915950
EC Number:
200-350-6
MDL number:
MFCD00003658
UNSPSC Code:
12352209
PubChem Substance ID:
24898978
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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

SMILES string

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

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

InChI key

RJKFOVLPORLFTN-LEKSSAKUSA-N

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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General description

Progesterone is a steroid hormone secreted by the ovaries.

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. 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.

Other Notes

Steroid hormone produced by the corpus luteum.

Physical form

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

Reconstitution

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

Signal Word

Danger

Hazard Statements

H351,H360FD,H362

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Neonatal progesterone programs adult uterine responses to progesterone and susceptibility to uterine dysfunction
Dhakal P, et al.
Endocrinology, 156(10), 3791-3803 (2015)
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)
Clinical Reproductive Medicine and Surgery, 84(7), 17-17 (2007)
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