Synonym: β-Estradiol; 1,3,5-Estratriene-3,17β-diol; 17β-Estradiol; 3,17β-Dihydroxy-1,3,5(10)-estratriene; Dihydrofolliculin
CAS Number: 50-28-2
Empirical Formula (Hill Notation): C18H24O2
Molecular Weight: 272.38
MDL Number: MFCD00003693
Linear Formula: C18H24O2
Product Type: Chemical
API family |
estradiol |
application(s) |
pharmaceutical (small molecule) |
format |
neat |
grade |
pharmaceutical primary standard |
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 |
manufacturer/tradename |
USP |
mp |
176-180 °C (lit.) |
SMILES string |
O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C |
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. |
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
![External link](https://krackeler.com/images/sigma/ext-link.gif) ).
- 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
![External link](https://krackeler.com/images/sigma/ext-link.gif) ).
- 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
![External link](https://krackeler.com/images/sigma/ext-link.gif) ).
- 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
![External link](https://krackeler.com/images/sigma/ext-link.gif) ).
- 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
![External link](https://krackeler.com/images/sigma/ext-link.gif) ).
|
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. |
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 ![External link](https://krackeler.com/images/sigma/ext-link.gif) . |
Other Notes: |
Sales restrictions may apply. |
mp |
176-180 °C (lit.) |
UNSPSC |
41116107 |