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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:
Molecular Weight:
272.38
Beilstein:
1914275
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

estradiol

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.

Application


  • Dehydroepiandrosterone with a high-fat diet treatment at inducing polycystic ovary syndrome in rat model: This study explores the impact of estradiol in a model of polycystic ovary syndrome, providing insights into hormone interactions and their implications in reproductive health (He et al., 2024).

  • Ethanolic Extract of Xylopia aethiopica Attenuated Aluminum-Induced Ovarian Toxicity in Adult Female Wistar Rats: Research highlights the potential of estradiol-related compounds in mitigating heavy metal-induced ovarian damage, suggesting a protective role of estrogen receptor agonists in reproductive toxicology (Japhet et al., 2024).

  • Connecting Bisphenol A Exposure to PCOS: Findings from a Case-Control Investigation: This study investigates the effects of environmental estrogens, mimicking estradiol, on the prevalence of polycystic ovary syndrome, emphasizing the importance of estrogen receptor interactions in environmental health studies (Patel et al., 2024).

  • Combined collection systems of sewage and rainfall runoff seriously affect the spatial distributions of natural estrogens and their conjugates in river water: Insights from this study on the distribution of estrogenic compounds like estradiol in aquatic environments highlight significant implications for water quality and public health (Wu et al., 2024).

  • Sex differences in the variability of fasting metabolism: This investigation into metabolic rate variations examines the role of estradiol in differing metabolic responses between sexes, contributing to a deeper understanding of hormonal impact on metabolic health (Bradshaw et al., 2024).

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

Sales restrictions may apply.

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Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

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


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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Marie Mi Bonde et al.
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Rucha S Sane et al.
The Journal of pharmacology and experimental therapeutics, 351(2), 403-412 (2014-09-11)
Faldaprevir, an investigational agent for hepatitis C virus treatment, is well tolerated but associated with rapidly reversible, dose-dependent, clinically benign, unconjugated hyperbilirubinemia. Multidisciplinary preclinical and clinical studies were used to characterize mechanisms underlying this hyperbilirubinemia. In vitro, faldaprevir inhibited key
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)

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