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P6149

Sigma-Aldrich

Progesterone

γ-irradiated, BioXtra, 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/REAXYS Number:
1915950
EC Number:
200-350-6
MDL number:
MFCD00003658
UNSPSC Code:
12352209
PubChem Substance ID:
24898649
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

description

synthesized from materials derived from plant source

sterility

γ-irradiated

product line

BioXtra

assay

≥99%

form

powder

potency

0.1-20 ng/mL

technique(s)

cell culture | mammalian: suitable

mp

128-132 °C (lit.)

solubility

chloroform: 50 mg/mL, clear, colorless to light yellow

shipped in

ambient

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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Application

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.

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 20 μg/ml stock solution, add 1 ml absolute ethanol, gently swirl to dissolve, add 49 ml sterile medium.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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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
Rudolf Kaaks et al.
International journal of cancer, 134(8), 1947-1957 (2013-10-25)
Results from prospective studies on premenopausal serum hormone levels in relation to breast cancer risk have been inconclusive, especially with regard to tumor subtypes. Using a case-control study nested within the prospective European Prospective Investigation into Cancer and Nutrition (EPIC)
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
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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