Estriol - CAS 50-27-1
Catalog number: B0084-093184
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C18H24O3
Molecular Weight:
288.387
COA:
Inquire
Targets:
Estrogen Receptor/ERR
Description:
Estriol is a metabolite of 17β-estradiol with much lower biological activity. It is the primary estrogen found in the urine. Large quantities of estriol and estrone are produced by the placenta during pregnancy. These are also the primary estrogens produced by adipose tissue in men and in post-menopausal women.
Ordering Information
Catalog Number Size Price Stock Quantity
B0084-093184 20 g $199 In stock
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Brife Description:
metabolite of 17β-estradiol
Purity:
0.98
Synonyms:
16α-hydroxy-17β-estradiol; 1,3,5(10)-Estratriene-3,16α, 17β-triol; E3; Oestriol; Ovestin; Estratriol; Ovestrion
Solubility:
Water: 27.34 mg/L
MSDS:
Inquire
Melting Point:
282 °C
InChIKey:
PROQIPRRNZUXQM-ZXXIGWHRSA-N
InChI:
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
Canonical SMILES:
CC12CCC3C(C1CC(C2O)O)CCC4=C3C=CC(=C4)O
1. A direct competitive inhibition time-resolved fluoroimmunoassay for the detection of unconjugated estriol in serum of pregnant women
Yong-ping Tang, Su-qing Zhao,* Ying-song Wu, Jian-wei Zhouc and Ming Li*. Anal. Methods, 2013, 5, 4068–4073
E3-3-carboxymethyl ether (E3-3-CME) was prepared by alkylation of estriol with bromoacetic acid. To a solution of estriol (100mg, 0.34 mmol) in 2.0 mL of DMSO (dimethylsulfoxide), dry powdered KOH was added (0.34mg, 6mmol). After stirring for 5 minutes, bromoacetic acid (100 mg, 0.715 mmol) was added. Stirring was continued for 2 hours and the reaction mixture was poured into ice cold water (17 mL). It was extracted with ethyl acetate to recover unreacted estriol. The aqueous solution was cooled and acidified with dilute HCl (2 M) and the resulting precipitate was filtered. The precipitate was washed with water till neutral.
2. The A-CD analogue of 16β,17α-estriol is a potent and highly selective estrogen receptorβagonist
Claire Sauvee, Anja Schafer, oger Olsson*. Med. Chem. Commun., 2013, 4, 1439–1442
Estriol shows neuroprotection in mice and clinical phase II and III studies are ongoing in humans for MS. However, we were more attracted by the 16β,17α-isomer of estriol (16,17-epi-estriol) because it had been reported to have a higher ERb selectivity both in a functional assay (EC50:ERα 72 nM; ERβ:11nM) and in binding affinity (RBA ERα: 1%; ERβ: 13%). The two other estriol hydroxyl isomers, 17-epiestriol and 16-epi-estriol, both display equal affinity to ERβ and ERα.
3. cis-Diol functional group recognition by reactive desorption electrospray ionization (DESI)
Hao Chen, Ismael Cotte-Rodrıguez and R. Graham Cooks*. Chem. Commun., 2006, 597–599
Other biologically-active aliphatic diols examined were 1,3,5(10)-estratrien-3,16α,17α-triol (cis-estriol) and 1,3,5(10)-estratrien-3,16α,17β-triol (trans-estriol). Differentiation of cis- and trans-diols by conventional ion/molecule reactions with phosphenium ions and trimethyl-Group 14 cations in the mass spectrometer has been reported. The major difference in the present reactive DESI study from the previous reports is that the estriol sample was present as the solid on a surface and the reaction was performed under ambient conditions, making it easier to manipulate the sample and perform the practical application.
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CAS 50-27-1 Estriol

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