1,3,5[10]-ESTRATRIENE-3,17BETA-DIOL 17-GLUCURONIDE SODIUM SALT Chemical Properties

Melting point:

>245°C (dec.)

storage temp. 

−20°C

solubility 

DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated), Methanol (Slightly)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-40

Safety Statements 

22-36

WGK Germany 

3

HS Code 

2938909090

MSDS

• Language:English Provider:SigmaAldrich

1,3,5[10]-ESTRATRIENE-3,17BETA-DIOL 17-GLUCURONIDE SODIUM SALT Usage And Synthesis

Uses

β-Estradiol 17-(β-D-glucuronide) sodium salt has been used as a standard to determine the quantity of β-Estradiol 17-(β-D-glucuronide) during UDP-glucuronosyltransferase assay. It has also been used as a constituent of modified synthetic oviduct fluid (m-SOF) for maturation of bovine cumulus oocyte complexes (COC).

Definition

ChEBI: Sodium 17beta-estradiol 17-glucosiduronate is an organic sodium salt that has 17beta-estradiol 17-glucosiduronate as the anion. It contains a 17beta-estradiol 17-glucosiduronate.

Biological Activity

km: 75 μmestradiol 17-(β-d-glucuronide) is a substrate of the multidrug resistance protein 2 (mrp2).mrp2 is a member of the superfamily of atp-binding cassette (abc) transporters, which transport various molecules across extra- and intra-cellular membranes. mrp2 is a member of the mrp subfamily that is involved in multi-drug resistance. mrp2 is expressed in the apical side of the hepatocyte and functions in biliary transport.

Biochem/physiol Actions

Estradiol 17-(β-D-glucuronide) (E217G) is a naturally occurring conjugated estrogen. It is formed in the liver and later excreted in bile. Increased concentrations of E217G leads to the development of cholestasis during the later stages of pregnancy, a condition which occurs with high frequency in the Dubin-Johnson syndrome.

in vitro

estradiol 17-(β-d-glucuronide) was identified as an atp dependent, osmotically sensitive transport of the naturally occurring conjugated estrogen, and was found to be readily demonstrable in plasma membrane vesicles from populations of mrp-transfected hela cells. the involvement of mrp was confirmed by demonstrating that transport was completely inhibited by a monoclonal antibody specific for an intracellular conformational epitope of the protein [1].

in vivo

animal study found that estradiol 17-(β-d-glucuronide) could induce an immediate, profound and reversible inhibition of bile flow after its i.v. administration to the rat. moreover, the cholestasis degree was found to be dose-dependent in the range of 8.5 to 21 mumol/kg i.v. a dose of 11 mumol/kg i.v. was able to inhibit bile flow and bile acid secretory rate 65 to 70% within 15 to 30 min of its administration. in addition, the bile flow and bile acid secretion returned to near control levels within 3 hours [2].

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] meyers m, slikker w, pascoe g, vore m. characterization of cholestasis induced by estradiol-17 beta-d-glucuronide in the rat. j pharmacol exp ther. 1980 jul;214(1):87-93.

1,3,5[10]-ESTRATRIENE-3,17BETA-DIOL 17-GLUCURONIDE SODIUM SALT(15087-02-2)Related Product Information

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