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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

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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