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Merck

1250008

USP

Estradiol

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

β-Estradiol, 1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin

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About This Item

Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
50-28-2
Molecular Weight:
272.38
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749749
MDL number:
MFCD00003693
Beilstein/REAXYS Number:
1914275

Product Name

Estradiol, United States Pharmacopeia (USP) Reference Standard

InChI key

VOXZDWNPVJITMN-ZBRFXRBCSA-N

SMILES string

O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C

InChI

1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1

grade

pharmaceutical primary standard

API family

estradiol

manufacturer/tradename

USP

mp

176-180 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... ESR1(2099)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Biochem/physiol Actions

The major estrogen secreted by the premenopausal ovary.
The major estrogen secreted by the premenopausal ovary. Estrogens direct the development of the female phenotype in embryogenesis and during puberty by regulating gene transcription and, thus, protein synthesis. It also induces the production of gonadotropins which, in turn, induce ovulation. Exposure to estradiol increases breast cancer incidence and proliferation.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Lact. - Repr. 1A

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Estradiol and Norethindrone Acetate Tablets
United States Pharmacopeia, 44(6) (2023)
Estradiol Cypionate
United States Pharmacopeia, 39(6), 1737-1737 (2020)
Amit Cohen et al.
Zebrafish, 11(5), 462-478 (2013-06-19)
Estrogen is a steroid hormone that has been implicated in a variety of cellular and physiological processes and in the development of diseases such as cancer. Here we show a remarkable widespread microRNA (miRNA) downregulation in the zebrafish (Danio rerio)
Marie Mi Bonde et al.
Nucleic acids research, 42(20), 12847-12860 (2014-10-30)
Splicing reactions generally combine high speed with accuracy. However, some of the pre-mRNAs escape the nucleus with a retained intron. Intron retention can control gene expression and increase proteome diversity. We calculated the escape rate for the yeast PTC7 intron
Mark A Tarnopolsky
Medicine and science in sports and exercise, 40(4), 648-654 (2008-03-05)
Women oxidize more lipid and less carbohydrate and protein compared with men during endurance exercise. The increase in fat oxidation is associated with higher intramyocellular lipid content and use as well as greater adipocyte lipolysis. Glucose rates of appearance and
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