Merck
All Photos(1)

1250008

USP

Estradiol

United States Pharmacopeia (USP) Reference Standard

Synonym(s):
17β-Estradiol, β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, 1,3,5-Estratriene-3,17β-diol, Dihydrofolliculin
Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
Molecular Weight:
272.38
Beilstein:
1914275
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

manufacturer/tradename

USP

mp

176-180 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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

InChI key

VOXZDWNPVJITMN-ZBRFXRBCSA-N

Gene Information

human ... ESR1(2099)

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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.

Biochem/physiol Actions

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.

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.  ​

Other Notes

USP issued SDS can be found here.
Sales restrictions may apply.

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

Sara A Litwak et al.
Endocrinology, 155(11), 4447-4460 (2014-08-26)
In premenopausal and menopausal women in particular, suboptimal estrogens have been linked to the development of the metabolic syndrome as major contributors to fat accumulation. At the same time, estrogens have been described to have a role in regulating body
L-P Boulet
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 45(1), 75-86 (2014-10-18)
The prevalence of obesity has increased worldwide, and weight gain has been shown to influence the development and clinical expression of various conditions including asthma. The relationships between atopy and obesity remain uncertain, both in adults and in children. Although
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
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)
Shuzo Hirata et al.
Nature materials, 13(10), 938-946 (2014-09-10)
In materials showing reverse saturable absorption (RSA), the optical absorbance increases as the power of the light incident on them increases. To date, RSA has only been observed when very intense light sources, such as short-pulse lasers, are used. Here

Articles

UHPLC Analysis of Conjugated Estrogens on Ascentis ® Express C18

Separation of Estriol 3-(β-D-glucuronide) sodium salt; β-Estradiol 3-(β-D-glucuronide) 17-sulfate dipotassium salt; Estriol 3-sulfate sodium salt; β-Estradiol 3,17-disulfate dipotassium salt, ≥95%; β-Estradiol 17-(β-D-glucuronide) sodium salt; β-Estradiol 3-(β-D-glucuronide) sodium salt; Estrone 3-(β-D-glucuronide) sodium salt; β-Estradiol 3-sulfate sodium salt, ≥93%; Estriol, ≥97%; Estrone 3-sulfate sodium salt, contains ~35% Tris as stabilizer; β-Estradiol, ≥98%; α-Estradiol, powder, ≥98% (TLC); Estrone, ≥99%

UHPLC Analysis of Conjugated Estrogens on Titan™ C18

The Titan C18 column provided efficient and rapid resolution of thirteen related estrogenic compounds. Ultra Ultra high purity solvents provided robust operation.

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