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Key Documents

E1127

Sigma-Aldrich

β-Estradiol 17-(β-D-glucuronide) sodium salt

Synonym(s):

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

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About This Item

Linear Formula:
C24H31O8Na
CAS Number:
Molecular Weight:
470.49
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

sterility

non-sterile

Assay

≥98% (HPLC)

form

powder

solubility

0.1 M NaOH: 10 mg/mL, clear to slightly hazy, colorless to faintly yellow

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na].CC12CCC3C(CCc4cc(O)ccc34)C1CCC2OC5OC(C(O)C(O)C5O)C(O)=O

InChI

1S/C24H32O8.Na.H/c1-24-9-8-14-13-5-3-12(25)10-11(13)2-4-15(14)16(24)6-7-17(24)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

GPLPNZUTAJWRLU-UHFFFAOYSA-N

Application

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).

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.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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ATP-dependent 17-Estradiol 17-(-D-Glucuronide) Transport by Multidrug Resistance Protein (MRP) INHIBITION BY CHOLESTATIC STEROIDS
Loe DW, et al.
The Journal of Biological Chemistry, 271, 9683-9689 (1996)
Vascular endothelial growth factor has beneficial effect independent of serum components throughout oocyte maturation and early embryonic development in cattle
Luo H, et al.
Asian-Australasian Journal of Animal Sciences, 19(4), 495-499 (2006)
Vascular endothelial growth factor (VEGF) promotes the early development of bovine embryo in the presence of cumulus cells
Luo H, et al.
The Journal of Veterinary Medical Science, 64(11), 967-971 (2002)
In vitro Glucuronidation of Estradiol-17 beta by Microsomes Prepared using Liver Biopsy Specimens from Dairy Cows
Kadokawa H, et al.
The Journal of Veterinary Medical Science, 69(5), 557-559 (2007)

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