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E2127

Sigma-Aldrich

β-Estradiol 3-(β-D-glucuronide) sodium salt

Synonym(s):

1,3,5(10)-Estratriene-3,17β-diol 3-glucuronide, 3,17β-Dihydroxy-1,3,5(10)-estratriene 3-glucuronide

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About This Item

Linear Formula:
C24H31O8Na
CAS Number:
14982-12-8
Molecular Weight:
470.49
MDL number:
MFCD00056552
UNSPSC Code:
51111800
PubChem Substance ID:
24894454
NACRES:
NA.77

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

solubility

water: 10 mg/mL, clear to slightly hazy

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na].CC12CCC3C(CCc4cc(OC5OC(C(O)C(O)C5O)C(O)=O)ccc34)C1CCC2O

InChI

1S/C24H32O8.Na.H/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);;

InChI key

JKYLXXZHJUQLMK-UHFFFAOYSA-N

Application

β-Estradiol 3-(β-D-glucuronide) sodium salt has been used in estrogen administration. It has also been used to determine the amount of two types of glucuronidated estradiols such as estradiol-3- α glucuronide and estradiol-17- β glucuronide.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Matthew G Soars et al.
Drug metabolism and disposition: the biological fate of chemicals, 31(6), 762-767 (2003-05-21)
Traditionally, the Michaelis-Menten equation has been used to determine kinetic parameters for in vitro glucuronidation assays. Recently, estradiol-3-glucuronide formation was shown to exhibit non-Michaelis-Menten kinetics consistent with autoactivation. A concern with the observation of nontraditional kinetics is that they may
Phillip M Gerk et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(10), 1139-1145 (2004-07-29)
beta-estradiol 17-(beta-D-glucuronide) (E217G) is a well known cholestatic agent and substrate of multidrug resistance-associated protein 2 (Mrp2), whereas beta-estradiol 3-(beta-D-glucuronide) (E23G) is a noncholestatic regioisomer of E217G with unknown transport properties. The purpose of this study was to compare and
S Connors et al.
The Journal of pharmacology and experimental therapeutics, 246(1), 54-59 (1988-07-01)
The glucuronidation of [3H]estradiol-17 beta at the C3 vs. the C17 hydroxyl groups was determined in female Sprague-Dawley rat liver microsomes. A high-performance liquid chromatography method was developed to resolve the glucuronide conjugates which were then quantitated by liquid scintillation
Letizia Antonilli et al.
Biochemical pharmacology, 76(5), 672-679 (2008-07-22)
We have previously found that repeated exposure to heroin reduces liver synthesis of morphine-3-glucuronide (M3G) and increases the production of morphine-6-glucuronide (M6G), which normally is not formed in the rat. By contrast repeated exposure to naltrexone does not activate M6G
Mohamed-Eslam F Mohamed et al.
Xenobiotica; the fate of foreign compounds in biological systems, 40(10), 663-669 (2010-07-30)
Commonly used herbal supplements were screened for their potential to inhibit UGT1A1 activity using human liver microsomes. Extracts screened included ginseng, echinacea, black cohosh, milk thistle, garlic, valerian, saw palmetto, and green tea epigallocatechin gallate (EGCG). Estradiol-3-O-glucuronide (E-3-G) formation was
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