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V900699

Sigma-Aldrich

Progesterone

Vetec™, reagent grade, 98%

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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
PubChem Substance ID:
329830071

grade

reagent grade

product line

Vetec™

Assay

98%

mp

128-132 °C (lit.)

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 ... PGR(5241)

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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.

Other Notes

Steroid hormone produced by the corpus luteum.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351 - H360FD - H362

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class Code

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

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Prophylactic administration of progesterone by vaginal suppository to reduce the incidence of spontaneous preterm birth in women at increased risk: a randomized placebo-controlled double-blind study.
da Fonseca E B, et al.
American Journal of Obstetrics and Gynecology, 188(2), 419-424 (2003)
Biology of progesterone action during pregnancy recognition and maintenance of pregnancy.
Spencer T E and Bazer F W
Frontiers in Bioscience, 7(1-3), d1879-d1898 (2002)
Nina Lisofsky et al.
NeuroImage, 118, 154-162 (2015-06-10)
Hippocampal volume has been shown to be sensitive to variations in estrogen and progesterone levels across rodents' estrous cycle. However, little is known about the covariation of hormone levels and brain structure in the course of the human menstrual cycle.
Danijela Konforte et al.
Clinical chemistry, 59(8), 1215-1227 (2013-05-03)
Pediatric endocrinopathies are commonly diagnosed and monitored by measuring hormones of the hypothalamic-pituitary-gonadal axis. Because growth and development can markedly influence normal circulating concentrations of fertility hormones, accurate reference intervals established on the basis of a healthy, nonhospitalized pediatric population
Rudolf Kaaks et al.
Journal of the National Cancer Institute, 97(10), 755-765 (2005-05-19)
Contrasting etiologic hypotheses about the role of endogenous sex steroids in breast cancer development among premenopausal women implicate ovarian androgen excess and progesterone deficiency, estrogen excess, estrogen and progesterone excess, and both an excess or lack of adrenal androgens (dehydroepiandrosterone
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