An isomer of estradiol-(β-D-glucuronide)
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Estradiol 3-(β-D-Glucuronide) (sodium salt)

Item No. 16155

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(17β)-17-hydroxyestra-1,3,5(10)-trien-3-yl β-D-glucopyranosiduronic acid, monosodium salt
CAS Number
14982-12-8
Synonyms
  • E23G
  • β-Estradiol 3-(β-D-Glucuronide)
  • 17β-Estradiol 3-(β-D-Glucuronide)
  • 17β-Oestradiol 3-(β-D-Glucuronide)
Molecular Formula
C24H31O8 • Na
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
277 nm
SMILES
[O-]C([C@H]([C@@H](O)[C@H](O)[C@H]1O)O[C@H]1OC2=CC=C3C(CC[C@]4([H])[C@]3([H])CC[C@@]5(C)[C@@]4([H])CC[C@@H]5O)=C2)=O.[Na+]
InChi Code
InChI=1S/C24H32O8.Na/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;/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30);/q;+1/p-1/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+;/m1./s1
InChi Key
DQLXNBVRGXKLKM-VGYGJRAWSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Estradiol 3-(β-D-glucuronide) (E23G) is a non-cholestatic regioisomer of the estrogen metabolite, estradiol 17-(β-D-glucuronide) (E217G; Item No. 16156).1,2 It acts as a substrate for multidrug resistance protein 2 (MRP2; Km = 122 µM), competing with E217G for MRP2-mediated transport (IC50 = 14.2 µM).2,3 E23G has been reported to inhibit E217G transport through rat organic anion-transporting polypeptide 1 with a Ki value of 9.7 µM, but is a low-affinity inhibitor of both MRP4 and MRP7 (IC50s = ~ 100 µM).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).