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V900699

Sigma-Aldrich

Progesterone

Vetec™, reagent grade, 98%

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
Beilstein/REAXYS Number:
1915950
EC Number:
200-350-6
MDL number:
MFCD00003658
UNSPSC Code:
51111800
PubChem Substance ID:
329830071
Pricing and availability is not currently available.

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.
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.[1] It is known to prevent preterm delivery, when administered intramuscularly.[2]

Other Notes

Steroid hormone produced by the corpus luteum.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2961V
WXBF0875V
WXBD8412V
WXBD6284V
WXBD5018V

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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)
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)
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
Cathrin Brisken
Nature reviews. Cancer, 13(6), 385-396 (2013-05-25)
Understanding the biology of the breast and how ovarian hormones impinge on it is key to rational new approaches in breast cancer prevention and therapy. Because of the success of selective oestrogen receptor modulators (SERMs), such as tamoxifen, and aromatase
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