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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000144891
0000124858
0000124857
0000124859

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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
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
Kathleen A O'Connor et al.
Journal of immunoassay & immunochemistry, 25(3), 259-278 (2004-10-06)
Our aim was to develop a statistical method to correct for non-parallelism in an estrone-3-glucuronide (E1G) enzyme immunoassay (EIA). Non-parallelism of serially diluted urine specimens with a calibration curve was demonstrated in an EIA for E1G. A linear mixed-effects analysis
K S Kan et al.
The Biochemical journal, 261(1), 297-300 (1989-07-01)
By using rat liver perfusion under one-pass conditions with a single pulse of horseradish peroxidase (HRP), the biliary output of HRP was used as an indicator of paracellular permeability change caused by the cholestatic compound oestradiol 17 beta-glucuronide (E17G). Since
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