15270-30-1
Chemical Structure
Estradiol 3-glucuronide
- CAS No.: 15270-30-1
- Formula:C24H32O8
- Molecular Weight:448.51
IUPAC Name: (3S,4R,5R)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
InChIKey: MUOHJTRCBBDUOW-QXYWQCSFSA-N
SMILES: C[C@@]12[C@](CC[C@@H]2O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC=C(O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)C(O)=O)C=C4CC3
Biological Activity: Estradiol 3-glucuronide is an estrogen metabolite, which is a glucuronide conjugate formed from Estradiol (HY-B0141) via catalysis by uridine diphosphate glucuronosyltransferases in tissues such as the liver. Estradiol 3-glucuronide is a potent substrate of Mrp2, with an S50 value of 55.7 μM. Estradiol 3-glucuronide achieves hepatobiliary transport in hepatocytes through basolateral uptake via OATP1B1, OATP1B3 and OATP2B1, as well as apical efflux via MRP2 and BCRP[1][2][3].
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Estradiol 3-glucuronide | 97.62% | Estradiol 3-glucuronide is an estrogen metabolite, which is a glucuronide conjugate formed from Estradiol (HY-B0141) via catalysis by uridine diphosphate glucuronosyltransferases in tissues such as the liver. Estradiol 3-glucuronide is a potent substrate of Mrp2, with an S50 value of 55.7 μM. Estradiol 3-glucuronide achieves hepatobiliary transport in hepatocytes through basolateral uptake via OATP1B1, OATP1B3 and OATP2B1, as well as apical efflux via MRP2 and BCRP. | ||||||||||||||||||||
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17β-Estradiol-3-β-D-glucuronide-d3 | 98.45% | 17β-Estradiol-3-β-D-glucuronide-d3 is the deuterium labeled 17β-Estradiol-3-β-D-glucuronide. | ||||||||||||||||||||
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References
- [1]. Gerk PM, et al. Estradiol 3-glucuronide is transported by the multidrug resistance-associated protein 2 but does not activate the allosteric site bound by estradiol 17-glucuronide. Drug Metab Dispos. 2004;32(10):1139-1145. [Content Brief]
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[2]. Li L, et al. Hepatic uptake of estradiol-3-glucuronide and estradiol-3-sulfate-17β-glucuronide by human organic anion transporting polypeptides 1B1, 1B3, and 2B1. Drug Metab Dispos. 2025 Sep;53(9):100132.
[Content Brief] -
[3]. Nambara T, et al. A direct radioimmunoassay of estradiol 3-glucuronide using specific antiserum. Chem Pharm Bull (Tokyo). 1983 Oct;31(10):3583-8.
[Content Brief]
