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CAS 2479-90-5

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Estrone 3-glucuronide

Description:
Estrone 3-glucuronide is a conjugated form of estrone, a naturally occurring estrogen, and is classified as a steroid hormone. It is formed through the process of glucuronidation, where a glucuronic acid molecule is attached to estrone, enhancing its solubility and facilitating its excretion from the body. This compound is typically found in biological fluids, such as urine, and serves as a metabolite of estrone. Estrone 3-glucuronide is characterized by its relatively high polarity compared to its parent compound, which affects its pharmacokinetics and biological activity. It plays a role in the regulation of estrogen levels and is often measured in clinical studies to assess estrogen metabolism and hormonal balance. The substance is also of interest in research related to hormone-related diseases, including breast cancer and other conditions influenced by estrogen. Its chemical structure includes a steroid backbone with a glucuronide moiety, contributing to its unique properties and functions in the body.
Formula:C24H30O8
InChI:InChI=1S/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,18+,19+,20-,21+,23-,24+/m1/s1
InChI key:InChIKey=FJAZVHYPASAQKM-JBAURARKSA-N
SMILES:C[C@@]12[C@]([C@]3([C@@](C=4C(CC3)=CC(O[C@@H]5O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]5O)=CC4)(CC1)[H])[H])(CCC2=O)[H]
Synonyms:
  • β-D-Glucosiduronic acid, 17-oxoestra-1,3,5(10)-trien-3-yl
  • Estrane, β-D-glucopyranosiduronic acid deriv.
  • Estra-1,3,5(10)-trien-17-one, 3-(β-D-glucopyranuronosyloxy)-
  • Glucopyranosiduronic acid, 17-oxoestra-1,3,5(10)-trien-3-yl, β-D-
  • β-D-Glucopyranosiduronic acid, 17-oxoestra-1,3,5(10)-trien-3-yl
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