A metabolite of estriol
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Parent Compound(s)
10006484Estriol
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Estriol 3-β-D-Glucuronide (sodium salt)

Item No. 14827

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
16α,17β-dihydroxyestra-1,3,5(10)-trien-3-yl, β-D-glucopyranosiduronic acid, monosodium salt
CAS Number
15087-06-6
Synonyms
  • Estriol sodium 3-glucuronate
Molecular Formula
C24H32O9 • Na
Formula Weight
487.5
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
O[C@H]1[C@H](O)C[C@@]2([H])[C@]([C@]3([H])CC[C@@]21C)([H])CCC4=C3C=CC(O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O5)=C4.[Na]
InChi Code
InChI=1S/C24H32O9.Na/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29;/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31);/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+;/m1./s1
InChi Key
OMEVKFHIFIXRHB-NPSQBYGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Estriol 3-β-D-glucuronide is a metabolite of estriol (Item No. 10006484).1 It is formed from estriol by the UDP-glucuronosyltransferase (UGT) isoform UGT1A10. Estriol 3-β-D-glucuronide binds to basolateral and canalicular liver plasma membranes with Kd values of 85 and 164 µM, respectively.2 It competitively inhibits the hydrolysis of 4-methylumbelliferyl-β-D-glucuronide (4Mu-GlcU; Item No. 17203) and is a substrate for hydrolysis by Klotho-human IgG1 Fc protein (KLFc).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sneitz, N., Vanhermo, M., Mosorin, J., et al. Regiospecificity and stereospecificity of human UDP-glucuronosyltransferases in the glucuronidation of estriol, 16-epiestriol, 17-epiestriol, and 13-epiestradiol. Drug Metab. Dispos. 41(3), 582-591 (2013).

    2. Changchit, A., Durham, S.K., and Vore, M. Characterization of [3H]estradiol-17β-(β-D-glucuronide) binding sites in basolateral and canalicular liver plasma membranes. Biochem. Pharmacol. 40(6), 1219-1225 (1990).

    3. Tohyama, O., Imura, A., Freund, J.N., et al. Klotho is a novel β-glucuronidase capable of hydrolyzing steroid β-glucuronides. The Journal of Biological Chemisty 279(11), 9777-9784 (2004).

    Product Citations

    Raps, M., Kleider, C., and Lehmann, L. Quantitative analysis of 34 sex (pro)hormones, conjugates and bioactive oxidation products thereof in human plasma by GC- and LC-MS/MS and systematic investigation of overestimations of analyte concentrations not accounted for by method validation. Steroids 208:109441, (2024).