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P3972

Sigma-Aldrich

Progesterone

meets USP testing specifications

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:
1915950
EC Number:
200-350-6
MDL number:
MFCD00003658
UNSPSC Code:
41116107
PubChem Substance ID:
24898476
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Assay

≥97%

form

solid

mp

128-132 °C (lit.)

application(s)

pharmaceutical (small molecule)

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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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.

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Description
Pricing

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.
Koji Mizuhashi et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 34(8), 1387-1392 (2019-03-20)
The growth plate provides a substantial source of mesenchymal cells in the endosteal marrow space during endochondral ossification. The current model postulates that a group of chondrocytes in the hypertrophic zone can escape from apoptosis and transform into cells that
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)
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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