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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
UNSPSC Code:
51111800
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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.
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
Eszter Papp et al.
The Journal of infectious diseases, 211(1), 10-18 (2014-07-18)
Protease inhibitor (PI)-based combination antiretroviral therapy (cART) is administered during pregnancy to prevent perinatal human immunodeficiency virus (HIV) transmission. However, PI use has been associated with adverse birth outcomes, including preterm delivery and small-for-gestational-age (SGA) births. The mechanisms underlying these
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