A metabolite of estrogen
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Estradiol 17-(β-D-Glucuronide) (sodium salt hydrate)

Item No. 16156

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl β-D-glucopyranosiduronic acid, monosodium salt, hydrate
Synonyms
  • E217G
  • β-Estradiol 17-(β-D-Glucuronide)
  • 17β-Estradiol 17-(β-D-Glucuronide)
  • 17β-Oestradiol 17-(β-D-Glucuronide)
Molecular Formula
C24H31O8 • Na [XH2O]
Formula Weight
470.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
282 nm
SMILES
[H][C@@]12CCC3=CC(O)=CC=C3[C@@]1([H])CC[C@@]4(C)[C@@]2([H])CC[C@@H]4O[C@@]5([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](C([O-])=O)O5.[Na+].O
InChi Code
InChI=1S/C24H32O8.Na.H2O/c1-24-9-8-14-13-5-3-12(25)10-11(13)2-4-15(14)16(24)6-7-17(24)31-23-20(28)18(26)19(27)21(32-23)22(29)30;;/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30);;1H2/q;+1;/p-1/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+;;/m1../s1
InChi Key
DTHNRHMQXRSUFN-LXMSUNLNSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $81

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    10 mg

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    25 mg

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    50 mg

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    Product Description

    Estradiol 17-(β-D-glucuronide) (E217G) is an estrogen metabolite formed in the liver and subsequently excreted in bile.1 It acts as a substrate of the multidrug resistance protein 2 (MRP2; Km = 75 µM), and through MRP2-mediated transport, functions as a cholestatic agent, decreasing bile flow.1,2 In addition to binding to the MRP2 transport site, E217G has been shown to bind to an allosteric site that through positive cooperativity activates its own transport via MRP2 and the transport of other MRP2 substrates, including the non-cholestatic estrogen metabolite, estradiol 3-(β-D-glucuronide) (E23G; Item No. 16155).2,3 E217G has also been reported to be transported by MDR1, MRP1, MRP3, MRP4, MRP7, ABCG2 (a breast cancer resistance protein transporter), and the rat organic anion-transporting polypeptides 1-4.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Loe, D.W., Almquist, K.C., Cole, S.P., et al. ATP-dependent 17β-estradiol 17-(β-D-glucuronide) transport by multidrug resistance protein (MRP). Inhibition by cholestatic steroids. The Journal of Biological Chemisty 271(16), 9683-9689 (1996).

    2. Gerk, P.M., Li, W., and Vore, M. 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. 32(10), 1139-1145 (2004).

    3. Gerk, P.M., Li, W., Megaraj, W., et al. Human multidrug resistance protein 2 transports the therapeutic bile salt tauroursodeoxycholate. J. Pharmacol. Exp. Ther. 320(2), 893-899 (2007).