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Merck
CN

P9776

Progesterone

Sigma Reference Standard

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
EC Number:
200-350-6
UNSPSC Code:
12352200
PubChem Substance ID:
24899064
Beilstein/REAXYS Number:
1915950
MDL number:
MFCD00003658

Key Documents

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InChI key

RJKFOVLPORLFTN-LEKSSAKUSA-N

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

SMILES string

CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

packaging

vial of 250 mg

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.
Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer.

Packaging

Supplied in amber screw-cap vials

Other Notes

Steroid hormone produced by the corpus luteum.

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

WGK 3

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
115K88171
115K8817

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S H Bao et al.
Clinical and experimental immunology, 172(3), 437-443 (2013-04-23)
Wnt pathways play an important role in pre-implantation embryo development, blastocyst implantation, and post-implantation uterine decidualisation. However, little is known about the potential role that Wnt signaling plays in patients with unexplained recurrent spontaneous miscarriage (URSM), and no single biomarker
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
J H Check et al.
Clinical and experimental obstetrics & gynecology, 40(1), 37-39 (2013-06-04)
To determine if pregnancy rates following embryo transfer are reduced if the endometrial echo pattern in the late proliferative phase is isoechogenic (IE) vs triple line (TL). Pregnancy and implantation rates were compared according to TL vs IE pattern in
K L Bruner-Tran et al.
Minerva ginecologica, 65(2), 199-213 (2013-04-20)
Progesterone action normally mediates the balance between anti-inflammatory and proinflammatory processes throughout the female reproductive tract. However, in women with endometriosis, endometrial progesterone resistance, characterized by alterations in progesterone responsive gene and protein expression, is now considered a central element
Long-term outcome for two heifers with a granulosa-theca cell tumour.
H Dobson et al.
The Veterinary record, 172(22), 581-581 (2013-05-03)
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